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Showing 50 of 262 races found
OCT 23

REACH GREEN Stadium Challenge - Tree Boston

Allston, MA
Join REACH GREEN and Tree Boston for our first partner event in Boston! REACH GREEN (reachgreen.org) is a Boston-based nonprofit focused on connecting participatory and endurance athletes with green space protection. We channel people’s passion for sport into tangible environmental impact by enabling them to do what they already love, running, cycling or walking, while raising funds for green space preservation, restoration, and creation. Tree Boston (treeboston.org) is an organization dedicated to expanding Boston’s urban tree canopy in under-resourced communities through tree planting, tree care, and education. Together, we are inviting you to join us for a stair climbing challenge at the Harvard Stadium (37 sections, 1,147 steps) where every step you climb will lead to trees and tree care in Boston. Before the climb, participants will collect donation pledges from friends, family, and other supporters. Donations can be a one-time amount or based on the number of stadium sections completed (for example, $1 per section would equal $37 for the full climb). Funds raised will support Tree Boston and their work to protect and expand accessible green spaces in Boston. Keep scrolling to learn how to register as well as specific details about the event (go past the 'Challenge Date' section).
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OCT 24

Womp Romp

Norwell, MA
We Get To Do This!We're back again for 2023 and can't wait to see you! We will have the original one-loop 10 miler and the three-loop 50k. We have increased registrations to 300, hoping for our biggest year yet. This is a loop trail race with a nice mixture of paved, rail trails, single and double track. The course is great for people looking to explore trail running for the first time with enough challenging parts to test more seasoned runners. There will be three aid stations along the way with water, sports drink, and snacks. All paces are welcome, we love walkers and hikers, too! (Generous 9 hour cut off for 50k)
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OCT 24

Pumpkin Pacer 5k @ White Barn Farm

Wrentham, MA
The Pumpkin Pacer is a fun 5k trail run/walk/hike through scenic Wrentham conservation land and White Barn Farm property and is the final race in the Farm to Table 5K Series!  It is open to all ages and skill levels.  The Pumpkin Pacer rolls around just in time to celebrate the year's bounty. All of the long, hot days in the field culminating into the rewards of the harvest. Participants are sure to be met by a quintessential New England collage of color and refreshingly crisp autumn air! (Did someone mention participant halloween costume contests?) And our concurrent Harvestween event offers fall and Halloween fun for the whole family. This event celebrates and supports the sustainability of local agriculture and land management by funding our mission to preserve open land and food security for our communities.  COURSE TERRAIN This is an off-road trail race. Course terrain includes dirt and/or gravel paths, rocks, roots, and inclines and declines in elevation.  It's a fun cour
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OCT 24

The Ludlow Clocktower Classic 5k

Ludlow, MA
The Red Bridge Run Club is back for the 2nd Annual Ludlow Clocktower Classic 5k! Again this year, we are lacing up to support the incredible mission of the Ludlow Boys & Girls Club—and we want you with us. • The Route: Experience Ludlow’s history as you sprint (or stroll) past the historic Ludlow Mills, cruise down the scenic Riverwalk, and salute the iconic Clocktower. • The Finish Line: We start and end at Sole Syndicate Brewing. Once you’ve crushed those 3.1 miles, the party begins! Stick around for the official after-party with great brews, amazing company, and community spirit. Every mile you run makes a direct impact on local families and youth. Join us in supporting the vital mission of the Ludlow Boys & Girls Club!
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OCT 24

Muddy Paws 5k

Lowell, MA
The Muddy Paws 5k and Block Party is back again this year! Join us this spring for our dog friendly race, music, food trucks, a beer garden, and vendors from the Greater Lowell Community. There will be fun for the whole family! There are 2 races at our event - a timed 5k run, and a family friendly 1 mile walk. This event is our biggest community event of the year, and we hope to see you there!
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OCT 24

2026 Medway Police Chase 5K & Kids Fun Run Obstacle Course

Medway, MA
🚨🌧️ MOTHER NATURE HAS ENTERED THE RACE… 🌧️🚨 Due to the forecast for significant rain and wind, the 8th Annual Medway Police Chase 5K Glow Run/Walk & Kids Fun Run Obstacle Course has been postponed to Saturday, October 24, 2026, from 6:00 to 8:30 PM. Because this is a nighttime event held in low-light conditions, we did not want to add the risks created by heavy rain and wind. All current registrations will automatically transfer to the new date, and all other event details will remain the same. 🚨✨ THE RUNDOWN AT SUNDOWN RETURNS! ✨🚨 Join the Medway Police Association for the 8th Annual Medway Police Chase 5K Glow Run/Walk & Kids Fun Run Obstacle Course! 📍 LOCATION 🏁 Medway Parks & Recreation Facility 📍 123 Holliston Street, Medway, MA 🧒 KIDS FUN RUN OBSTACLE COURSE (Ages 3–12) ⏰ Starts at 6:30 PM, just before the 5K! Kids will dash through three giant inflatable obstacle houses, sprint across a glowing, fenced-in field and laugh their way to the finish under the stars. It’s the ultimate glow-night adventure for young runners! 👟 5K GLOW RUN & WALK Timed by The EMPIRE Timing Company 🏆 AGE GROUP AWARDS Under 18: Top 3 Female and Male Ages 19–25, 26–35, 36–45, 46–55 and 56+: Top Female and Male 👕 RACE T-SHIRTS Participants who registered by September 4th and qualified for a free race T-shirt will still receive their shirt. If you cannot attend the rescheduled event, you may pick up your shirt at the Medway Police Department. 📦 EARLY BIB PICK-UP INFORMATION TO FOLLOW 🎟 Race-day pickup begins at 6:00 PM at the Medway Parks & Recreation facility. 💙 WHY WE RUN The Medway Police Association is proud to give back to the community we serve. Proceeds from this event support local organizations, including: 🏈 Medway High School Football & Hockey ⚾ Medway Youth Baseball 🏀 Medway Amateur Basketball 🦁 Medway Lions Club 🧭 Medway Boy Scouts …and many more local causes! With your support, we can help these programs grow and thrive. Thank you for being part of something great!
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OCT 24

Dead Last Festival & Community Events

Sutton, MA
DEAD LAST ULTRA WEEKEND: Community Runs, Kids Run, Festival, & Apparel Join us for a full day of running, community, music, food, and family fun at historic Waters Farm in Sutton, Massachusetts. Dead Last Festival & Community Events serves as the kickoff to the inaugural Dead Last Ultra, a backyard ultramarathon where runners attempt to complete a 4.2-mile loop every hour until only one remains. Before the battle begins, we invite the entire community to experience the course, enjoy the farm, and spend the day with us. Set against the backdrop of Waters Farm, a beautifully preserved 1757 hilltop homestead overlooking Lake Manchaug, the festival brings together runners, families, local businesses, and spectators for a uniquely New England fall event. Whether you're running the loop, cheering on your kids, browsing local vendors, enjoying live music, or watching ultra runners begin their journey into the night, there's something for everyone. CHOOSE YOUR DEAD LAST EXPERIENCE: RUNNING THE DEAD LAST ULTRA? Backyard Ultra registration is handled separately through UltraSignup. Do not register for the Ultra on this page. → REGISTER FOR THE DEAD LAST ULTRA @ www.ultrasignup.com RUNNING OR WALKING THE 4.2-MILE OUT TO PASTURE LOOP? Register above. Your festival admission is included with your race registration. REGISTERING A CHILD FOR THE FREE KIDS FUN RUN? The registered child's festival admission is included. Parents, guardians, siblings, and additional attendees must purchase their own festival admission tickets. COMING JUST FOR THE FESTIVAL? Purchase Adult or Kids/Senior Festival Admission below. IMPORTANT: Every person entering the festival must have either a race registration that includes festival admission or a separate festival ticket. DEAD LAST T-SHIRTS Pre-order your official 2026 Dead Last Ultra event apparel NOW. Limited quantities will be available on race weekend. SCHEDULE: 7:00 AM – Check-In Opens 8:00 AM – Out to Pasture Loop Start 9:15 AM – Kids Fun Run 10:00 AM – Dead Last Ultra Start * Festival Activities Start @ 10am & Continue Throughout the Day LOCATION: Waters Farm 53 Waters Road West Sutton, Massachusetts Come for a run. Bring the family. Stay for the festival. Witness the start of something unforgettable.
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OCT 24

Greenfield Savings Bank at the Farm

Barre, MA
📆 Saturday, October 24 🕧 10-1:00 pm 📍Smoke Crest Farm and Animal Sanctuary- 830 Springhill Rd. Barre, Ma 💲30 ✨Join us for a peaceful and rejuvenating morning at Smoke Crest Farm and Animal Sanctuary This event offers a chance to slow down, reconnect with nature, and experience the healing energy of the sanctuary’s beautiful 220-acre farm. Lunch is not provided. Please bring your own lunch, snacks, water, a yoga mat and wear comfortable clothing. The day will include a series of restorative wellness experiences: Yoga Session to ground your body and mind Energy Cleansing & Clearing Session to release and reset Hand massages with essential oils 🌿 You’re welcome to simply **wind down and enjoy the peaceful setting**. Guests can relax with scenic views, **explore and hike the farm’s trails**, or spend time **connecting with the sanctuary animals**. Whether you come for the movement, the healing experiences, or the peaceful countryside, this retreat is a beautiful way to **nourish your body and calm your mind. Please bring your own lunch, snacks, water, yoga mat and wear comfortable clothing.
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OCT 24

Sheriff's Meadow Foundation Fourth Annual Trail Run

Edgartown, MA
Sheriff's Meadow Foundation welcomes you to its Fourth Annual Trail Run! The run will take place on Saturday, October 24th along the trails of Caroline Tuthill Preserve, an expanse of over 150 acres of oak and pitch pine forest, salt marsh, and open meadow located in Edgartown. Beginning at the field along Edgartown-Vineyard Haven Road, the trail run consists of a 3 mile loop through the pitch pine forest continuing on circuitous paths past salt marshes down to Sengekontacket Pond and back. The terrain begins in a field and includes a short section of paved bike path before entering the Preserve, where you will encounter a mix of sand and dirt paths before reaching a 160-foot raised boardwalk and ending back at the field. * There is no cost to register for the event. Any contributions will support our work to conserve the natural, beautiful, rural landscape and character of Martha's Vineyard for present and future generations. Parking will be available at the Edgartown Park-and-Ride which is located by the Edgartown triangle and is free of charge. Please cross Edgartown-Vineyard Haven Road at the designated crosswalk and continue along the north side of the road to access the start line. Participants are encouraged to carpool or take public transportation if possible. Bus route schedules can be found here. If you are arriving from off-island please review the ferry schedules here. We are unable to provide transportation from the ferry terminals. Check in/ Bib pick up: There will be bib pickup on the day of the event at the Start/Finish area from 8:30 am to 9:30 am.
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OCT 24

Wayside Youth & Family Support Network 5K4Kids

Framingham, MA
5K4Kids Run/Walk & Family Fair Saturday, October 24, 2026 - Rain or Shine! Dunning Elementary School, Framingham, MA 9:00am-1:00pm Registration begins at 9 AM Race Start time 10 Am The Family Fair is FREE! October 24 2026, is Wayside's annual 5K4Kids run/walk and family fair. This is a wonderful occasion for the whole family, featuring: • 5-kilometer race • Refreshments • Free family activities include: Framingham Library Book Mobile, Touch-a-Truck, Food trucks, face painting, airbrush tattoos, balloon clown, bouncy house, lawn games and much more. Support the 2026 Wayside 5K4Kids Run/Walk Your contribution to our cause, no matter the scale, makes an immense difference in the lives of young individuals who rely on our support. Donations, registration fees and raffle ticket sales provide emergency food and clothing, diapers and formula, school supplies, holiday gifts, hot meals, warm winter coats, hats, and gloves. Raffle Drawing of two $1,000 visa gift cards and three $500 visa gift cards. Raffle tickets can be purchased the morning of the race. USATF Certified Course Please leave your pets at home. Service Dogs only.
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OCT 24

GHOST-N-GOBLINS 5K

Clinton, MA
Message below is from Mike Notaro (founder of Rafael Perez Scholarship Award) It is time for the 3rd Annual Ghost-N-Goblins 5K race and 1K fun run on October 24th; in partnership with the Clinton Gaels Athletics Boosters Club!! All proceeds will help both organizations immensely, which in turn goes back to our students. Wear a costume, make a donation, walk or run - we just hope you can join us!! We are very lucky that Sterling Street Brewery, The Fountain Confections, Flippin' The Bird BBQ, and Pizza Diavolo will also be there!! Come down for a great day of music, food, beer, games, and running (or walking). Thank you guys in advance for your continued support to keeping Rafael’s memory alive!!
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OCT 24

Waggin' for a Van

Worcester, MA
A little Halloween fun and a big difference for local animals! Join the Worcester Animal Rescue League for our Waggin’ for a Van Halloween 5K! We’re bringing our community together to help raise funds for a van to support WARL’s work caring for animals in need. A van will do more than help us transport animals... it will help us bring WARL’s services directly into the community. With dependable transportation, we can expand our community programs, reach more animals and families, and bring support beyond the shelter’s walls. Every registration helps us get closer to making that possible. Come enjoy a festive outing for a meaningful cause. Halloween costumes are encouraged, whether you go all out or add a little spooky flair! This event is pet-friendly, so bring your four-legged friends along for the fun. Pets are welcome to show off their costumes, too! The first 40 registrants will receive a commemorative event T-shirt! Every registration brings us closer to our fundraising goal and helps WARL continue building a more humane community through lifesaving programs, compassionate care, and local services for animals and people. Check in begins at 9:00 AM and the walk will start at 9:30 AM! Gather your friends, get into the Halloween spirit, and help us get those wheels rolling!
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OCT 24

2026 World Run Day Virtual 5K - Boston

Boston, MA
WORLD RUN DAY 2026 October 24–25, 2026 | Virtual 5K Run/Walk ONE WORLD. ONE PASSION. ONE WORLD RUN DAY! The World Is Running. Are You In? Join runners and walkers around the globe for World Run Day 2026! Since 1999, World Run Day has celebrated running, fitness, health, and community — bringing people together through a shared passion for running. Whether you're a marathoner, casual jogger, or first-time participant, this is YOUR day to celebrate! TWO GREAT COMMEMORATIVE ITEMS — ONE INCREDIBLE VALUE! Your registration includes: 1. EXCLUSIVE LONG-SLEEVE WORLD RUN DAY 2026 T-SHIRT Celebrate in style with a specially designed commemorative shirt! Shipped promptly after registration, with typical delivery in 4–7 days. Wear it proudly on World Run Day and beyond! Our Best Value in our series of virtual run events. 2. INSPIRATIONAL, FRAME-WORTHY RACE BIB A colorful commemorative bib featuring major cities from around the world, celebrating the global running community. Wear it. Save it. Frame it! YOUR 5K. YOUR COURSE. YOUR PACE. Distance: 5K (3.1 miles) When: October 24 - 25, 2026 Where: Anywhere in the world — outdoors or on a treadmill Who: Runners and walkers of all abilities Results: Upload your finishing time before noon October 27 Celebrate the joy of running, inspire healthier lifestyles, and connect with runners around the world. DON'T MISS OUT — REGISTER TODAY! RUN ANYTIME. ANYWHERE. TOGETHER. www.runday.com World Run Day — Celebrating Running Since 1999.
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OCT 25

Race for the Refuge

Sudbury, MA
Race for the Refuge The Highland City Striders welcome you to explore the trails at the Assabet River National Wildlife Refuge in Sudbury, MA! The Race for the Refuge begins at the ARNWR Visitor’s Center and traverses the beautiful trails around the Refuge. The course will lead runners into this idyllic nature refuge, past ponds, through pine and oak forests, and alongside mysterious military bunkers. Course Description The double track trails are hard-packed earth and gravel. It’s a great course for beginner trail runners. For the advanced trail runner, it could be an opportunity for a new PR!  Events The lineup features a 10K (1 loop) and 30K (3 loops) races, and a 6-hour timed event. For the timed courses, runners may do as many loops as desired. A loop must be completed by 3pm to be counted towards final mileage. Ranking of runners is determined by the runner who completes the most loops in the shortest period of time. Runners in the 6-hour race must start their last lap by 2pm. Th
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OCT 25

Powisset Farm Trail Run - Fall

Dover, MA
The Powisset (pronounced “po-wiss-it”) Farm Trail Run is part of the Barn to Run Trail Race Series and the fall edition of this event takes place Sunday, October 25, 2026 at Powisset Farm in Dover, MA.  The event includes running the trails of Powisset Farm and neighboring Noanet Woodlands and offers 4 race distances to choose from — 8.6, 5.6, 3.1 and 1.5 miles.  This is a popular event with experienced and novice trail runners alike. Come for the race... stay for the cider donuts! Post-race cider donuts are a staple of the fall races in the Barn to Run series. Bring the kids to see the animals, free pumpkin painting and to see all the farm has to offer! Run.com ranked the Powisset Farm Trail Run one of the Top 12 Runs for Fall Color in 2025. Read about it here.
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OCT 25

Esplanade 5K Run & Walk

Boston, MA
The Esplanade Association (EA) invites YOU to enjoy a new season and new pace to support the same great cause! Rather than spring, we scheduled the annual 5K on Sunday, October 25—with hopes that a free parking day in the City of Boston amid fall foliage is a great opportunity to costume up and celebrate fitness and community in the park before Halloween! Building on the successful history of our beloved 5K Race, we are also introducing a dedicated Walk in succession to the annual Run. This staggered option will allow more individuals (including dog walkers, strollers and rollers!) to participate at their own pace and comfort level, while keeping pathway safety in mind as to not overcrowd the course. Please keep in mind: This is a shared-use, public pathway. There will be plenty to enjoy for 5K participants and fans alike, including fall-themed activities for the entire family, free samples from vendors, food, music, and more.  Spots will fill up quickly, so don't miss out on the f
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OCT 25

Scaredy Cat K95K

North Grafton, MA
WALK, RUN, HAVE FUN!! Join us for a day of family fun with your dog featuring the Scaredy Cat K95K.The day features a 5K walk/run for people and dogs of all ages! Costumes encouraged but not required. Best dressed pup will get a prize!There will be plenty of family fun at the health & fitness fair. Enjoy music, vendors, food, beer, doggy demonstrations, and more. Best of all, this day is for charity! Proceeds from the event will benefit the animal welfare programs of the MVMA Charities and Travis Fund, the chosen charity of Tufts SAVMA, to help care for animals in need. This year, we're offering a VIRTUAL option for those who can't make it on October 25! Walk or run the 5K alone or with your pet. Take this opportunity to run/walk with ANY of your pets - cat, pig, goat, bird, or any other pet you call your bestie! Virtual participants will also receive the commemorative race t-shirt if registered by the October 1 deadline. Submit a picture of you with your pet and we'll
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OCT 25

The Baystate Dirty Dog Trail Run-Ruck-Walk 5k

Berkley, MA
The Baystate Dirty Dog Trail Run-Ruck-Walk 5k is a unique and inspiring event that honors the brave men and women who serve our communities as military personnel and first responders — along with their loyal K-9 companions 🐶👮‍♂️🐕. YES THIS CAN BE DONE VIRTUAL! This challenging and rewarding outdoor adventure takes participants on a rugged 5k trail 🏞️ through scenic natural landscapes, encouraging everyone to push their limits while reflecting on the sacrifices made by those who protect and serve. Whether you're running 🏃, rucking 🎒 with weighted packs, or walking 🚶‍♀️ the course, you’ll have the chance to show your gratitude to the heroes who walk the thin line between danger and safety every day. Throughout the course, participants are encouraged to embody the values of strength 💪, endurance 🏋️, and unwavering dedication 🔥 that define the men, women, and K9s who serve our communities. 🐾 Baystat
5Ktrail
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OCT 25

Run for the Hills

Harvard, MA
Join us for a fun - and beautiful - trail run on Sunday, October 25th, 2026. The 5K race starts at 10:00AM at the Community Harvest Project Orchard, 115 Prospect Hill Rd, Harvard MA. A kids' 1-mile fun run will begin at 10:50 AM. The course is a challenging one; all off-road, it loops through the orchard and adjacent woods and fields. The fun run stays on trails inside the orchard. Shirts to all registered by October 9th. Early bird entry fees are $30.00 through September 30th/$15 for the Fun Run. Registration fees for the 5K increases to $35.00 on October 1st. Once again this year, we are offering family rate registration. Early-bird reg $60 for family of 3-5, $75 after October 1st. All proceeds to benefit Harvard Conservation Trust’s efforts to preserve the unique character and natural resources of rural Harvard. When & Where: October 25th, 2026 at the Community Harvest Project Barn, 115 Prospect Hill Rd, Harvard MA 01451 Discounts for youth, early birds, and Harvard Conservation Trust Members Early bird technical tees! Free digital race photos! Male & Female Divisions: Youth 15 – 19 Open 20 – 29 Sr. Open 30 – 39 Masters 40 – 49 Sr. Masters 50 – 59 Veterans 60 – 69 Sr. Veterans 70 and Over Awards and Prizes: First male and female finishers Awards to Top 3 Finishers in each division Refreshments: Great post-race refreshments.
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OCT 25

29th Annual Lawrence Vietnam Memorial 5k Run or Walk

Lawrence, MA
Join us on Sunday October 25th, for the 29th Annual Lawrence Vietnam Memorial Run or Walk 5k Road Race! New Location: Lawrence Elks, Lawrence Elks Lodge #65, 652 Andover St, Lawrence, MA 01843, USA. New Distance: 5k Run/Walk. There is an untimed 5k walk beginning at 10:30, and the 5k race starts at 11:00. Long sleeved shirts for the first 250 to register, and a great post race ziti dinner! Registration fees are $25.00 in advance (plus cc fees) and $30.00 on race day. There are awards for overall male and female winners, and all age groups to 89 . There are also Veteran, and Vietnam Veteran categories. All proceeds go to support local scholarship funds and Veterans organizations.
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OCT 25

Canton Fall Classic

Canton, MA
The 37th Canton Fall Classic After 36 years our beloved classic 10k course needed to be retired. There have been many changes in the town over the race history that make the course too challenging for the police to feel comfortable with everyone’s safety. We do believe that Canton is a beautiful town and our alternative course will still prove both scenic and challenging. We feel we also do our best to make runners feel welcome and have a great record of providing accurate courses, times, great awards, high quality t-shirts and a vibrant post race scene. ​ We are fortunate to have a large pool of repeat runners. We are hoping that will continue in future years. Featuring new 5k and 10k courses Temple Loop - 5K & 10K Start/Finish: 1301 Washington St, Canton, MA ​ The 5K and 10K start simultaneously in front of the temple and take a right on Pleasant St. There are some elevation variations in the first couple of miles of the course, but none too challenging. The course takes a right on Sherman St. which is slightly downhill. The next right onto Washington St. features a significant hill sure to tax athletes as they approach either the finish or the start of the second loop. The 10K course passes the temple and follows the same route. The Washington St. hill will certainly feel more difficult the second time around. ​ Starting Times 1 mile Senior Walk AND Fun Run will start simultaneously at 8:00 am 5K and 10K road races will start simultaneously at 8:30 am REGISTRATION CLOSES AT 8:15 am Awards Over $2,400 in Cash and Merchandise Prizes. $50 Cash prize for new men's or women's 5K overall course record. $100 Cash Prize for new men's or women's 10K overall course record. Awards ceremony to begin at 9:45 am Parking Parking is available for the first 200 cars in the Draper Mfg. lot. Overflow parking will be directed to Chapman St. Please note: Parking on Chapman street is limited to the odd numbered side of the street only. There will be no parking allowed on the fun run course (Draper and Sumner St.)
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OCT 25

NCF Batacular Bike Race 2026

Nantucket, MA
NCF's 4th Annual Batacular Mountain Bike Race! When: Sunday, October 25 at 9:00 a.m. Where: Start and finish at 220 Milestone Road, the scenic Milestone cranberry bogs. Experience the beauty of the Nantucket's open spaces by riding through NCF's Middle Moors trails. Choose your challenge: a single loop of 8.4 miles or a double loop of 16.8 miles. Your participation supports NCF’s vital work protecting Nantucket’s natural resources through ecological research, public access to 9,000 acres of land, and environmental education. Details: Recommended bikes: mountain or fat tire bikes; experienced riders may also use gravel or cyclocross bikes.Helmets are mandatory.The course features sandy dirt roads, winding single-track trails, and technical sections with rocks, roots, and scrub oak obstacles.Typical lap times range from 35 minutes for the fastest riders to about 60 minutes.An aid station at Altar Rock (about halfway through) will offer water and Halloween candy to keep you energized. Please bring your own water bottle. After the race, join us for the family-friendly Fall Festival with live music, food trucks, NCF cranberries, and more! If you would like the .gpx file for your bike computer, please click here for the Strava file or email dodell@nantucketconservation.org.
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OCT 25

The Mayor's Mile

Peabody, MA
Come Run a Track Mile! On October 25th, we're taking over the track and trails at Bishop Fenwick in Peabody, MA to race! Whether you're new to running or you're already a competitive athlete, come see what kind of time you can throw down! All are welcome. We have a real treat from the organizers of the Bermuda Triangle Challenge: They are giving away *14 FREE trips to Bermuda to run their Butterfield Mile on January 15th in beautiful Hamilton, Bermuda! The free trips will be awarded as follows: Top 4 Open MalesTop 4 Open FemalesTop 2 Masters MalesTop 2 Masters Females2 Randomly selected registered runners! We also have a 5k race on Bishop Fenwick's Beautiful cross country course! Runners who choose the 5k option will be eligible to win one of the 2 raffled trips to Bermuda's race weekend. Like last year, we are going to randomly select registered runners to receive free trips as well. So even if you're not flirting with a 4:00 mile, you might still take an expenses paid trip to Bermuda! You can find more details on the registration page. Remember, we want to see everyone come out to run the mile in Peabody... but if you happen to run one of the fastest times of the day, or if you get lucky you've got an epic prize coming your way! October 25, 2026 9:00am start for the 5k. 10:00am start for the first Mile heat. Heats will be created based on seed times. 99 Margin St., Peabody, MA *Must be 21 or older to be awarded the trip. Prize details: Free Race Entry to the Butterfield Mile and any other race under the Chubb Bermuda Triangle Challenge. The event is on Friday, January 15 to Sunday, January 17, 2027. Please refer to the website for details. Flights: Offer up to $600 per person (to be paid through reimbursement only once the athlete has booked their flights). Athletes are not entitled to any balance for flights that are less than $600. Hotel: Grotto Bay Beach Resort and Spa Bermuda accommodation only based on double occupancy. Length of stay: 4 nights only. All runners are to arrive on Thursday (January 14) before the Chubb Bermuda Triangle Challenge event and leave on Monday (January 18) after the Chubb Bermuda Triangle Challenge Butterfield Mile event. Athletes wishing to stay longer and compete in other BTC events will be entitled to free race entry, but accommodation and other extra fees will be incurred by the athlete. There are discount rates at Grotto Bay Beach Resort and Spa Bermuda and other hotels. Please refer to the website. The stay does not cover food and drink costs. That is borne by the runner. Other benefits: The athletes are entitled to free shuttle pass(es) to the Butterfield Mile, but they are to use the shuttles available to the other participants staying at Grotto Bay Beach Resort and Spa Bermuda. They do not get their own shuttle.They will be entitled to have the main venue at Front Street to leave their bags and have shelter for the Mile race. these benefits will come with the following conditions: All athletes must participate in the Butterfield Mile on Friday, January 15, 2027. No exceptions. The athlete must stay to collect any award for the Butterfield Mile. They will not be given the award beforehand and away from the crowds
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OCT 25

27th Annual Flutie 5K for Autism presented by Eastern Bank

Natick, MA
Join us on Sunday, October 25th as the Flutie 5K for Autism returns to Memorial Field at Natick High School for its 27th year! Together, with our committed Charity Partners, this year's Flutie 5K will once again make a difference in the autism community across New England! This event WILL sell out so it is highly recommended to register early. Please check out the FAQ page before attending the event!
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OCT 25

Clocker Club 5k Fundraiser

Ashland, MA
Important Race Information for Registered Runners: (for not yet registered runners--see below) Hi Runners! Thank you for registering for the Beat the Clock 5K! We are so grateful for your support of the Ashland Clocker Club, the high school athletic boosters that help support athletics at Ashland High School and Ashland Middle School. We’re so excited to welcome you this Sunday, October 25th at 9:00 AM for a great morning of running, community spirit, and high school pride. Below are all the details you need to get race-day ready! To make race morning a little easier, we invite you to pre-check in and pick up your race bib & shirt on Saturday, October 24th, from 2:00–4:00 PM at Clover Road Brewery in Ashland, MA. Stop by, grab your bib and shirt, and get ready to race! If Saturday doesn't work for you, you can also check in and pick up your bib & shirt on Sunday morning 8:15-8:45 AM, before the race starts. (You can pick up your shirt either before or after the race) Additional Info: School bathrooms will be open and available for use. Free water and bananas will be waiting for you at the finish line. The course officially closes at 10:30 AM (1.5 hours after start). After that time, runners are still welcome to finish but will be running at their own risk. We will have a limited number of extra race shirts available for purchase at the event ($15)— grab one while they last! We are excited to see you Sunday morning for a great day of running, community, and Clocker pride! Thank you again for being part of the Beat the Clock 5K and for supporting our student-athletes. See you at the starting line! Go Clockers! For Not Yet Registered Runners/Walkers: Join us for the second annual “Beat the Clock” race, a fun community event supporting all sports programs at Ashland High School (AHS) and Ashland Middle School (AMS) through the nonprofit Ashland Clocker Club. Learn more about the Clocker Club: www.clockerclub.org Set in historic Ashland, MA — a proud town along the Boston Marathon route — this 5K out-and-back course guides runners through scenic terrain featuring open fields, wooded nature trails, and stretches of paved paths, with both the start and finish at Ashland Middle School. A 1-mile fun run around the grassy school campus offers a great option for younger participants or those seeking a lighter challenge. Start Time: 9:00 AM Registration Opens: 8:00 AM Registration Fees Grades 5 and under: $10 pre-registration $15 day-of (no shirt included) General Registration: $35 (includes t-shirt if registered by October 6) $40 (October 7–26, no shirt) $45 day-of registration (no shirt) 👕 T-Shirt Sizes: Adult S, M, L, XL ☔ Note: No refunds due to weather — thank you for your donation! 🏆 Awards & Prizes: Top 3 male and female finishers will receive prizes, and age group medals will be awarded in the following categories: 18 & under, 20–30, 30–40, and 40+ — celebrating runners of all ages and levels!
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OCT 25

HCA Wicked 5K 2026

Hopkinton, MA
Lace up your sneakers, grab your (optional!) costume, and join us for the Wicked 5K, a fun-filled community fundraiser benefiting the Hopkinton Center for the Arts! Whether you're running for a personal best or strolling with friends and family, every step helps support arts education, performances, exhibitions, scholarships, and community programs that make the arts accessible to all. Your registration is more than a race entry—it’s an investment in creativity and community. Every participant will automatically receive a personal fundraising page. Fundraising isn’t required to participate, but we encourage you to join the fun by sharing your page, creating or joining a team, and competing for prizes along the way. Proceeds from the Wicked 5K directly support the Hopkinton Center for the Arts, a 501(c)(3) nonprofit dedicated to fostering joy, belonging, and lifelong learning through the arts. This festive fall tradition features a relatively flat 5K walk/run course along traffic-free roads and groomed gravel trails, making it enjoyable for participants of all ages and abilities. Little goblins and ghouls can get in on the excitement, too, with our 100-meter Wee Wicked Dash, held just before the start of the 5K. Have a well behaved pup? Bring them along for a costumed dog contest! Prizes for costumes, top fundraisers and best finishers awarded in our new event tent. We will have food, games and some Halloween surprise's! Costumes are encouraged, Halloween spirit is welcome, and every mile makes a difference!
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OCT 25

Boston Purple Pumpkin 5K and Walk

Brighton, MA
Purple Pumpkin Walk & 5K Join us on Sunday, October 25, 2026, at Artesani Park in Brighton, MA, for the Purple Pumpkin Walk & 5K, a community event dedicated to raising awareness and support for those affected by lupus. Whether you're an experienced runner, a casual walker, or participating with family and friends, this event offers a meaningful way to come together for an important cause. Participants can choose to complete the 5K course or enjoy the walk while supporting efforts to advance lupus education, advocacy, research, and patient support. Registration opens at 9:00 AM, with the event beginning at 10:00 AM. Come dressed in your best purple attire, connect with fellow supporters, and help make a difference in the lives of individuals and families impacted by lupus. Together, every step brings us closer to a future with greater awareness, better treatments, and ultimately a cure. Register today and join us in making lupus visible. For more information, visit www.lupusne.org.
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OCT 25

FBE Halloween Apple Run

Belmont, MA
Spooktacular Halloween Run & Fun! Sunday, October 25, 2026 5K - 9:30am • 2K - 10:45am The real fun begins at 9:00am, so come along early to warm up! Start and Finish at Belmont High School Track, 291 Concord Ave, Belmont, MA 02478.
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OCT 25

2026 Pumpkin Run

Tyngsboro, MA
A 3K trail race at Innovation Academy Charter School on October 25th, 2026 and Lots of Fall fun This year we’ll have : 30+ vendors, Farmers Market Animals (Goat, Bunny and Bees) Apple Cider press demo and sampling Pumpkin Seed Roasting Pumpkin Photo op Kids games and Activities Concessions IACS Theater performance preview (2:00pm) Professionally timed 3K Trail Race/Walk Free Kids Fun Run for kids under 7 (1:30pm) Touch-a-Truck with the Tyngsboro Fire Dept
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OCT 25

Stairs4RTroops 2026 - Gillette Stadium

Foxboro, MA
Stairs4RTroops 2026 - Gillette Stadium is a walk, climb or run up the stairs and around the lower sections at Gillette Stadium. The event takes place on October 25, 2026 from 10am-1pm at Gillette Stadium. The cost is $40 per adult and $15 for children under 18. Net proceeds from the event go to Homes for Our Troops (HFOT) which builds homes for severely injured Veterans. Join S4RT for a great day of music, exercise and family friendly fun while supporting our Veterans. Waves run every 15 or 30 minutes. A special Firefighter wave will be run at 11:30. The first 1000 people to register will receive a S4RT t-shirt. Follow Stairs4RTroops on FaceBook and at s4rt_stairs4rtroops on Instagram.
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OCT 25

1/25 Brothers In Arms 11K Memorial Ruck honoring "The Eleven

Leominster, MA
The 1/25 Brothers in Arms 11K Memorial Ruck honors the 10 United States Marines and 1 Navy Corpsman who made the ultimate sacrifice during the 1st Battalion, 25th Marines 2006 deployment to Iraq. JOIN THE MISSION on Sunday, October 25, at 11:00 AM at Doyle Field 206 Priest St in Leominster, Massachusetts as we honor and remember these men for their service to their country. Uniform of the day will be Boots & Utes or SILKIES. If you don't have either, no worries! Regular workout clothes are fine! 25% of the proceeds raised will be donated to the 1st Battalion, 25th Marines Association to support its fundraising and charitable efforts. These funds will benefit the 1/25 Marine Association Scholarship and other activities dedicated to fostering the well-being of our Navy, Marine Corps, and Gold Star Family communities. All donations are tax-deductible. In addition to registering for the ruck, you can elevate your involvement by becoming a RUCK SPONSOR. Each Sponsor / Team will carry a rucksack representing one of the 11 fallen service members and commit to a fundraising goal of $1,000 in support of the mission. Each Sponsor / Team will be provided a memorial bib that can be placed on his or her pack. The bib will have a picture of one of the fallen Marines or Corpsman, name and rank, hometown, and KIA date. If you would like to carry the weight of one of these men, please reach out. The link to donate or create your own team for the fundraiser will be provided below. https://givebutter.com/the11ruck To learn more about becoming a Ruck Sponsor / Team Sponsor contact Tom Lyon, Founder and President of Oscar Mike Ruckers, at oscarmikeruckers@gmail.com. Oscar Mike Ruckers is a 501(c)(3) nonprofit organization. Through rucking & fitness events, our mission is to raise funds to support and honor the injured and fallen as well as their families. We bring veterans, first responders, & supporters together to carry the weight of those who can no longer carry it themselves and to ensure their sacrifices are never forgotten.
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OCT 25

Hollis Hawk Hustle 5K & Community Walk

Braintree, MA
Open to everyone! You don't have to be a Hollis student or family to participate. Whether you live in Braintree or beyond, everyone is welcome to join us! 5K Road Race The Hawk Hustle 5K is a neighborhood road race through Braintree, starting and finishing at Hollis Elementary School. The course winds through the surrounding streets before returning to the school. Whether you're racing for a personal best or simply enjoying a run with friends and family, all paces are welcome! Community Walk Prefer a more leisurely pace? Join us for our 1 mile community walk! The walk follows a shorter neighborhood route beginning and ending at Hollis. It's a great option for younger kids and anyone who wants to participate without running. Stick around after the race! The fun doesn't stop at the finish line! Stay for the Hollis Elementary Fall Festival with family-friendly activities, and enjoy some food from The Honey Kitchen food truck! Every registration helps support Hollis Elementary students and teachers. We can't wait to hustle with you! Don’t skip the T-shirt size! Although the 10/16 deadline to guarantee a race T-shirt has passed, shirts may still be available. Include your size when you register, and we’ll do our best to get you one! Schedule: 9:00am: Check-in/Registration 10:00am: 5K and Walk 11:00am: Fall Festival begins
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OCT 31

PortRun Half Marathon & 5K

Newburyport, MA
Celebrate Fall in beautiful Newburyport, MA with a scenic Half Marathon & 5K that start and finish at the RiverWalk Brewery. Enjoy a cold beer in the Beer Garden to celebrate your finish. Once you're done, you can spend the day enjoying everything greater Newburyport has to offer!
5KHalf Marathon
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OCT 31

Cambridge Half Marathon + 5K

Cambridge, MA
The Cambridge 5K is the kickoff to race weekend! It's a 3.1-mile course that starts and finishes at CambridgeSide. It's a quick out and back along the Charles River that will have you in awe of the Boston skyline. The Cambridge Half Marathon is a 13.1-mile USATF certified course that starts and finishes at CambridgeSide. It is a fast and flat course along Memorial Drive featuring views of the Charles River, MIT, John W. Weeks Footbridge, Harvard University Stadium, and more.
5KHalf Marathon
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OCT 31

Spooky Sprint 5K

Melrose, MA
Run for a cause. Run with the Y. Bring your costume and join us for the 17th Annual Spooky Sprint 5K hosted by the Melrose Family YMCA. This family-friendly run/walk begins at the Y and travels through charming downtown Melrose and beautiful Pine Banks. Registration includes post-race refreshments, awards for top runners in every age category, and prizes for best costume. All proceeds support the YMCA of Metro North Annual Fund to provide access to YMCA child care, camp, and health and wellness programs to everyone. NEW this year! Our "Family Rate" allows 4 participants from the same family household to register together for just $100. This rate is for family members only-- perfect for parents, kids, and siblings ready to get active together! Race Details:Saturday, October 31st, 8:30am Race StartPacket pick-up for Pre-Registered Runners: 7:00amRace day registration: 7:30amWhere: Melrose Family YMCA, 497 Main Street Melrose, MA 02176 Packet Pick-up & In-person Registration:F
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OCT 31

Wakefield Firefighter's Relief Association Halloween Hustle

Wakefield, MA
Join us for the Wakefield Firefighter's Relief Association Halloween Hustle! This family-friendly 5K fun run takes place around the picturesque Lake Quannapowitt in Wakefield. The race kicks off at the Lower Common and finishes at the same location. Runners of all ages and abilities are welcome to participate in this festive event. Costumes are optional, so feel free to don your best Halloween costume or just come as you are and enjoy the scenic route around the lake. There will be a prize for the best costume for both adults and children. After crossing the finish line, stick around for an afternoon of fun and entertainment for all ages. There will be food vendors and refreshments. All proceeds from the event will go to the Firefighter Relief Fund, allowing us to help our own members, surrounding towns, and their families. Come out and support our local firefighters while enjoying a day of fun, fitness, and community spirit. See you there!
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OCT 31

Halloween Holyoke Firefighters 5K

Holyoke, MA
Please join us for a Halloween Run or Walk October 31st 2026 Ashley Reservoir Race starts at 10am Costumes Encouraged,
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OCT 31

GET Fit Halloween 5k

Bridgewater, MA
The spookiest race in Bridgewater is here — and we want everyone on that start line. Whether you're a seasoned runner, a casual jogger, or someone who just really loves a good costume, the GET Fit Halloween 5K is for you. This is a community event first and a race second. Come as you are — just make sure "as you are" includes an awesome costume. 👻 Lace up your sneakers, throw on your best Halloween look, and join your neighbors for a 5K through Scotland Park starting and finishing right at GET Fit in Bridgewater. Cross the finish line and celebrate with a cold beer from our friends at Black Hat Brew Works — included in your registration. 🎃 What to expect: A fun, welcoming 5K course — walkers and runners both celebrated Costumes encouraged (and honestly, expected) Costume contest with prizes for Best Overall, Most Creative, and Best Group Costume A cold Black Hat Brew beer waiting at the finish line — included in your ticket Good people, good energy, and a whole lot of Halloween spirit This is more than a race — it's a neighborhood celebration. Bring your friends, bring your family, bring your whole crew in matching costumes and make a morning of it. All ages and paces welcome. No PR required. Just show up, have fun, and earn that beer. 🍺
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OCT 31

Center School's Halloween Hustle 5k Run/Walk

Longmeadow, MA
Costumes encouraged, but not required! Strollers welcome! Center School's 22nd Annual Halloween Hustle 5k Run/Walk will take place on Saturday Oct 31, 2026 at 8:30AM. Early bib and shirt pick-up is on Friday, October 30th from 2:45pm-3:15pm outside of Center School. You may also register at this time OR before the race on Saturday morning beginning at 7:00AM.
5K
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NOV 1

Ocean View Half Marathon & 5K

Ipswich, MA
Come enjoy beautiful ocean views as you run along the scenic coastline of Great Neck! On the course you'll race past some of the oldest and most historical homes (pre-revolution) in the entire country. You'll enjoy breathtaking views in this charming coastal community! Kids 5K registration only $10.00! (12 & under) YuKan is celebrating our 15th Anniversary in 2026! Register for the Six Pack Challenge and Save 15% on all six half marathons!
5KHalf Marathon
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NOV 1

GenesisHR Battlegreen Run 2025

Lexington, MA
The GenesisHR Battlegreen Run will be celebrating the 31st RUNNING of this race on Sunday, November 1, 2026 in Lexington, MA! Since its inception in 1996, the GenesisHR Battlegreen Run has been established as one of the most popular road race events in New England. This race event is unlike any other racing event from start to finish. Todd Angilly, voice of the Boston Bruins, sends the runners along their way with a stirring rendition of the Star Spangled Banner, accompanied by musket fire, courtesy of the Lexington Minute Men.            There is also and optional VIRTUAL run!  Sign up, join a team and run your chosen distance wherever you like between 11.1.26 and 11.07.26. Just be sure to post your results no later than 11:59 PM Sunday 11.07.26.  Off site parking and free shuttle service will be available from Minuteman High School 758 Marrett Rd Lexington, MA 02421. What is included with my virtual registration? Personalized race BibPersonalized race Certificate of Completion for do
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NOV 1

Western Mass 10 & NoHo 5K

Amherst, MA
https://www.hartfordmarathon.com/western-mass-10/
5K
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NOV 1

Beat the Bay State Team Challenge

Boston, MA
Join the 7th Annual Beat the Bay State Challenge! Starting November 1st, we’re inviting you to walk, run, and fundraise for safer, more accessible streets across Massachusetts! What’s the Challenge? 🗓️ Month-long virtual event: Nov 1–30 💵 $20 entry per person 👟 Walk or run anywhere—solo or with friends (team size unlimited!) 🗺️ Log your miles to move your team along the 900-mile perimeter of Massachusetts—can you go more than once? 🏅 Earn fun badges as you progress around the state Compete & Celebrate: Build the biggest team Raise the most money for WalkMassachusetts Be the first to finish the Challenge Win prizes and grab event swag! Why Participate? Every step and dollar helps WalkMassachusetts improve walkability, safety, and accessibility for communities across the state. By participating, you’re helping make streets safer for everyone—from kids walking to school to neighbors out for a stroll. 💪 Get moving, fundraise for impact, and have fun while doing it! Frequently Asked Questions | Join the Facebook Group Sponsorship Whether you want to form a team of your own or just help to support a great cause, we have lots of Sponsorship opportunities available! You can: Become a Sponsor - As an event sponsor, you automatically receive a set number of entries for your team and you enjoy additional promotional benefits which could include: “sponsor of the week” recognition, press coverage, e-news and social media shout outs, the ability to give out branded swag, and more! Play Now, Pay Later - Want to provide a fun option for your officemates, but not sure of how many people want to join in? We can create a unique code for your employees to use where they can sign up free of charge and we’ll send your organization an invoice at the end for the total cost. Customized Package - Have a sponsorship or partnership idea of your own? We’re happy to work with you to create something just for you! Want to get involved? Have sponsorship questions? Contact us at eitri@walkmass.org. We'd love to hear from you!
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NOV 1

Harvest Home Festival & 5K Farm Run

North Grafton, MA
Join CHP for our annual Harvest Home Festival & 5K! You can purchase both festival tickets and 5K registrations in advance here. Festival admission is included with your 5K registration fee. Register early to take advantage of early bird pricing! Before September 25 $25 September 26th - October 16th $30 October 17th - October 31st $35 Day of $40 Kids (18 and under) $15 pre registration, $20 day of Admission to the Harvest Home Festival only is $10 ($50 family cap). Kids under 5 are free. All 5K runners receive free admission to the festival. Cash, credit, debit, or Venmo accepted at the door. Visit our website for more on the festival activities and schedule of events. Get active this fall and join CHP at our annual Harvest Home 5K Farm Race to celebrate our 2026 season. Race starts and finishes at the Community Harvest Barn and will take place around the farm fields on Wheeler and N Brigham Hill Roads. Be aware that the farm fields have uneven terrain, and may have muddy areas depending on the weather. Bib Pick-up at 37 Wheeler Rd, North Grafton Thursday, 10/29 from 4-6pm All proceeds directly support CHP's mission of engaging and educating volunteers to grow fruits and vegetables for local hunger relief. Please contact Liz Colognesi, Development Assistant, with any questions about this year's 5K at development@community-harvest.org.
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NOV 1

10th Anniversary Devin’s Dash 5K Family Event

Framingham, MA
💚 CELEBRATING 10 YEARS STRONG 💚 10TH ANNIVERSARY DEVIN’S DASH 5K FAMILY EVENT Sunday, November 1, 2026 Jack’s Abby Craft Lagers • Framingham, MA This year marks an incredibly special milestone — the 10th Anniversary of Devin’s Dash. For 10 years, Devin’s Army, our community, sponsors, friends, and supporters have continued to come together in honor of Devin Suau and the mission he inspired. What began in 2017 as a community rallying around one incredible little boy has grown into something so much bigger — a day filled with hope, love, community, and Devin’s forever light. And this year, we want to make it bigger and greener than ever. 💚 WEAR GREEN FOR DEVIN! Run it. Walk it. Create a team. Fundraise. Bring your friends. Most importantly, WEAR GREEN as we fill Jack’s Abby with Devin’s Army and celebrate 10 Years Strong! MORE THAN A 5K Devin’s Dash is a family and community event with something for everyone. Join us for the 5K in the morning and stay for an afternoon of fun, including food, live music, vendors, raffles, kids’ activities, Touch-a-Truck, and more. Whether you run, walk, volunteer, fundraise, sponsor, or simply come spend the day with us, you are part of Devin’s Army. 💚 FUNDRAISE FOR DEVIN Personal and Team Fundraising are a big part of this year’s 10th Anniversary celebration! Create your own fundraiser or gather your friends, family, coworkers, teammates, or community and start a team. Every dollar raised supports the WhyNotDevin Foundation to End DIPG and helps us continue supporting families affected by DIPG. 🏒 FUNDRAISE FOR A CHANCE TO WIN 2 BOSTON BRUINS TICKETS! For every $100 you personally raise, you’ll receive one entry for a chance to win: 2 Boston Bruins Tickets Bruins vs. LA Kings 📅 November 17, 2026 • 7:00 PM 📍 TD Garden 🎟️ Loge 6 • Row 2 • Seats 11 & 12 $100 raised = 1 entry $200 raised = 2 entries $500 raised = 5 entries $1,000 raised = 10 entries The more you raise, the more entries you earn! 💚 10 YEARS STRONG For a decade, this community has continued to show up. You’ve run with us. You’ve walked with us. You’ve volunteered. You’ve donated. You’ve sponsored. You’ve fundraised. And you’ve helped us keep Devin’s light shining. On November 1st, we come together again — this time to celebrate 10 years of Devin’s Dash, 10 years of Devin’s Army, and 10 years of hope. HOPE LIVES HERE — AFTER 10 YEARS. 💚 Register. Start a Team. Fundraise. Wear Green. Be Part of the 10th Anniversary. Why Not Devin💚
5K
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NOV 1

The Rotary Club of Marblehead 5K

Marblehead, MA
Welcome! Thanks for joining us in our annual Marblehead Rotary Club 5k walk/run through the charming streets of Old Town Marblehead's Historic District. The race will be held Sunday, November 1 at 11 AM, starting and finishing at Crocker Park. Please be mindful of Daylight Savings time. Thank you for sharing our vision in supporting today's youth. All proceeds go towards college scholarships, camperships and the integration of a structured mental health curriculum in Marblehead schools (in addition to other causes). T-shirts are available to the first 150 entrants! LET'S GO !
5K
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NOV 3

REACH GREEN Stadium Challenge - Nov/Dec

Allston, MA
Join REACH GREEN for our first fundraising event in Boston! REACH GREEN (reachgreen.org) is a Boston-based nonprofit focused on connecting participatory and endurance athletes with green space protection. We channel people’s passion for sport into tangible environmental impact by enabling them to do what they already love, running, cycling or walking, while raising funds for green space preservation, restoration, and creation. For our first fundraising event, we are challenging participants to climb the Harvard Stadium stairs (37 sections, 1,147 steps). To participate, choose a day to complete the climb and find people to join you to commit to the challenge together! Dates will be offered throughout the fall. Before the climb, participants will collect donation pledges from friends, family, and other supporters. Donations can be a one-time amount or based on the number of stadium sections completed (for example, $1 per section would equal $37 for the full climb). Funds raised will support local environmental organizations in the Boston area and their work to protect and expand accessible green spaces. For example, one of our beneficiaries is Tree Boston (treeboston.org), an organization dedicated to expanding Boston’s urban tree canopy in under-resourced communities through tree planting, tree care, and education. Keep scrolling to learn how to register as well as specific details about the event (go past the 'Challenge Dates' section).
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NOV 7

DAV 5K Boston

Boston, MA
In 2026, we look forward to returning to DCR Fort Independence at Castle Island to celebrate Veterans Day weekend together on November 7 for the 11th Annual DAV 5K Boston! Race with us on one of the "fastest and flattest" race courses and stay for our famous "post-race feast" in South Boston. #VetsRunBoston We are thrilled to be back at DCR Fort Independence at Castle Island and cannot wait to see you and all of our DAV 5K Boston friends and family on Veterans Day weekend. The DAV 5K Boston race committee is working with our municipal partners at the Commonwealth of Massachusetts, DCR, State Police and the City of Boston to ensure a safe and responsible family-friendly event experience. The DAV 5K Boston is a run, walk or roll that thanks those who served and raises awareness of the issues our ill and injured veterans face every day. This event helps further the mission of the DAV Department of Massachusetts to ensure our injured heroes are not alone on their road to re
5K
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NOV 7

Cider Hill Farm 5K Fall Run

Amesbury, MA
This unique Farm 5K race series in 2026 will feature three exhilarating races, all set within the scenic grounds of our beautiful farm in Amesbury, MA. The varying seasons here in New England will offer a different race experience at each of the three events. The series is designed to promote health and fitness, test your endurance all while showcasing our award winning farm.  Perfect for families, the series encourages participants of all ages to enjoy an active lifestyle together, with opportunities for fun and connection for everyone, participants and attendees. We encourage you to join us for a memorable race series that celebrates community spirit, highlights our beautiful farm while experiencing the great outdoors.
5K
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NOV 7

St. Mary’s 5K

Brookline, MA
We are thrilled to announce our school's fourth annual 5K event, and we want you to be a part of it! Lace up your running shoes and join us for a fun-filled morning of St. Mary school spirit and community bonding. This event is open to everyone. Your participation will be contributing to a great cause, with proceeds benefiting our school’s programs and initiatives. So gather your friends, family, and classmates, and let’s all come together for a memorable day of fun, fitness, and fundraising. Save the date and run, walk, or jog your way through the finish line and toward a healthier and happier school community. Let’s make this 5K an event to remember! Race day will also include a ticketed raffle for prizes such as fitness classes and gift cards to local businesses! The St. Mary's 5K is an officially timed race that starts and finishes at St. Mary's School. Participants will receive race t-shirts, finish line photos, a free raffle ticket, and official race results.
5K
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