Maryland × Clear all
Showing 50 of 450 races races found
SEP 13

Stef Ripple 10th Annual Stefanie Ashdown Memorial Do Your Best 5k Run and 1 Mile Walk

Arnold, MD
On Sunday, September 13, 2026, Stef Ripple will host its 10th Annual Stefanie Ashdown Memorial “Do Your Best” 5k Run and 1 Mile Walk.  Our mission is to: Provide hope, encouragement and support for ovarian cancer patients and their families Spread ovarian cancer awareness Share the principles of Stef’s life; be thankful, be helpful, be kind. This race is our major fundraiser.  Funds raised through this race will be used to continue our mission of supporting ovarian cancer patients and their families. More information about our initiatives we have in place to meet Stef Ripple’s mission can be found on our website at stefripple.org and on our Facebook page facebook.com/stefripple. Thank you for your consideration to support the Stefanie Ashdown Memorial “Do Your Best” 5k and 1 Mile Walk!
5K
🌐 Visit Website
SEP 13

Bay Bridge Paddle

Annapolis, MD
The 9th Annual Bay Bridge Paddle is a paddlesports showcase on the Chesapeake Bay.  There are divisions for kayaks, SUPs, surfskis, prone, outrigger canoe and three courses for all skill levels: The Span (9M), The Steamer (3M), and The Soft Shell (1M). If you don't see your craft type, reach out to us an we can try to include it.  After the race, kick back with your paddle people and enjoy the Maryland Seafood Festival with live music, great food, raffles benefitting the Foundation for Community Betterment, and awards ceremony. Over $2k in cash prizes will be awarded to top finishers in the Span course!  You can also register for our clinics in the store.  Need to rent a board?  Click here for information.
🌐 Visit Website
SEP 18

Annapolis RUN for The Light House

Annapolis, MD
The 17th annual Annapolis RUN for The Light House provides scenic half-marathon and 5k routes along the trails of Quiet Waters Park and through the beautiful Chesapeake Bay-front community of Hillsmere Shores. This race event is unlike any other in the greater Annapolis area! All proceeds from the RUN for The Light House will benefit The Light House in Annapolis, a well-known public charity working to end the cycle of homelessness and poverty. The race is organized by Friends of The Light House, Inc., also a public charity, and timing and race management are provided by T3 Race Management.   Location  Sassafras Pavilion in Quiet Waters Park - 600 Quiet Waters Park Rd, Annapolis, MD 21403 Dates In-Person - Sunday, September 20, 2026 Virtual - Friday, September 18 - Sunday, September 20, 2026   Race Starts 8:00am Half Marathon - 11:00am (must finish in 3 hours) 8:45am 5K 9:00am 1.25 mile Walk All Half Marathon participants should be at the starting line no later than 7:45am and 5K by 8:
🌐 Visit Website
SEP 19

Kensington 8K

Kensington, MD
Fun and Fast for 33 YearsSince 1994, the Kensington 8K Race has been a favorite DC area fall race - a fun, fast event with beauty, challenge, and excitement.  Run it this year on September 19, 2026! Our Community EventKnown throughout the DC area as a true community race - parents and kids cheering on each other and welcomed visitors running through Kensington and Rock Creek Park. Benefits Local SchoolsEight local schools - Kensington Parkwood ES, North Bethesda MS, Silver Creek MS, and Walter Johnson HS, plus now North Chevy Chase ES, Oakland Terrace ES, Rock View ES, and Rosemary Hills ES - benefit from race net proceeds, with more than $350,000 raised since 2009!
🌐 Visit Website
SEP 19

Rep Your Run Crew

Baltimore, MD
Join us for our 7th annual Rep Your Run Crew event. RYRC is a festival style, running event highlighting the impact of the urban running community on the health and well-being of the residents of Baltimore City and beyond. It is designed to connect runners of all ages, demographics, and running levels by providing a unique running experience.  The race brings together run clubs, fitness groups, workplace teams, fraternities, sororities, nonprofits, and everyday runners from across the region to represent their communities, their crews, and their pride. Taking place on Saturday, September 20, 2025 at Druid Hill Park in Baltimore, MD, Rep Your Run Crew transforms race day into a full-on experience: A scenic 5K course that welcomes runners and walkers of all levelsPost-race festival with music, food trucks, wellness activations, vendors, and giveawaysCash prize for the largest crew on the course — so bring your squad and run deepOpportunities to connect with the national run community and
🌐 Visit Website
SEP 19

The Milk Run and Stroll

Westminster, MD
Proceeds from The Milk Run and Stroll will support CCFS's milk voucher program, along with its other supplemental nutrition efforts for the Carroll Community.  Milk vouchers redeemable at local grocery stores are distributed to our client families each week. Carroll Food Sunday is a nondenominational, almost completely volunteer operated, non-profit organization now in its 44th year. CCFS is a major provider of supplemental nutrition in Carroll County.
🌐 Visit Website
SEP 19

Adams Light "Run for Recovery" 5K.

Perry Hall, MD
Adam was one to always lend a hand so in his name we are supporting those in recovery! Adams Light, Inc. is a 501c(3) charity supporting men and women in recovery Please register by 8/15 so you can be sure to receive a shirt in your choice of size. Those registering 8/16 and after are not guaranteed a shirt.
5K
🌐 Visit Website
SEP 19

ASICS Susquehanna River Running Festival presented by University of Maryland Upper Chesapeake Health

Havre de Grace, MD
Charm City Run Events is excited to bring you the 2026 ASICS Susquehanna River Running Festival presented by University of Maryland Upper Chesapeake Health in conjunction with the Al Cesky Scholarship Fund! Set in the scenic waterfront towns of Havre de Grace and Perryville, MD, the SRRF features Half Marathon, 10K, and 5K races. Stunning waterfront views, great SWAG, and local hospitality make this event one of the area's best. Half Marathon and 10K runners travel over the Hatem Bridge - an opportunity only available at SRRF! We can't wait to share this experience with you!
🌐 Visit Website
SEP 19

Jessica Meredith Jacobsen Memorial 5k and Fun Walk

Towson, MD
Welcome to the 19th Annual Jessica Meredith Jacobsen Memorial 5k & Fun Walk! For nearly two decades, our community has gathered every September to turn a tragic loss into a powerful legacy of support. Whether you are chasing a personal best or enjoying a morning stroll with the family, your footsteps directly support the House of Ruth Maryland, ICS Tuition Assistance, and Father O’Neill Charities.   The race and walk will begin at our host school, Immaculate Conception School, in Towson, MD, at 8:00 AM. The race and walk will follow the same course as last year. We will also include a virtual race option for all participants who prefer the flexibility of participating when and where it is convenient for them.    T-shirt and bib pickup will be on September 17th and September 18th at the Knights of Columbus Hall located at 616 W. Seminary Ave, Lutherville, MD 21093, between 3:00-7:00 PM.    Free parking for the event will be available in the garage on Ware Ave. on race day.    Online
5K
🌐 Visit Website
SEP 19

Climb to End Cancer - Historic Fort Ritchie presented by: WellAve Dermatology

Cascade, MD
DetermiNation is the American Cancer Society’s event endurance program, spanning a variety of sports including cycling, running, hiking, yoga, and more. The collective efforts of the dedicated athletes who use their fortitude to help raise funds to take down cancer are nothing short of amazing. When you join DetermiNation, you’re not just participating in an endurance event. You’re pushing yourself to help save lives from cancer. Just like hard work goes into your event training, the American Cancer Society gives it our all through things like breakthrough research, patient programs and services, and a free 24/7 cancer helpline. Together, we’ll tackle every course, rally every community, and stay absolutely relentless in the fight against cancer.
🌐 Visit Website
SEP 20

Claude Hall 5K and ColorRun Fundraiser

Snow Hill, MD
Come join us for a fun filled day of activities as we bring back The Claude Hall 5K event. We will start w a 5K at 8 am and conclude around 12 pm. Traditional 5K starts at aprox 9am. Pickup packet w bib#, t-shirt 8:30 -8:55. race day registration TIL 8:45 COLOR Fun Run/Walk 1 mile around SHHS, OR whenever you feel like turning around!DOG TRACK -See whose dog {and owner} together is the fastest.. Live MUSICCARNIVAL Games on turf by the HALL girlsFACE PAINTING by locally famous Artists Heather and MaeveFOOD, vendors, Cotton Candy, Facepainting, and morePHOTO BOOTHSplash Zone - to cool off and wash off
5Kcharity
🌐 Visit Website
SEP 20

MCRRC Country Road Run

Dickerson, MD
Welcome to the NON-MEMBER registration page for the MCRRC Country Road Run!  This page may also be used to sign up to volunteer - please see the "volunteer" tab to the left. This race is part of our free, low-key series for members.  Please refer to the "Low-Key Race Entry Procedure" on our website for more information.
🌐 Visit Website
SEP 26

Run On The Rocks 10 Miler, Half Marathon & 20 Miler

Point Of Rocks, MD
Join us at the 2026 Team AIMS Run On The Rocks! Whether you're up for a delightful 10 Miler, a hilarious half marathon, or an epic 20 Miler, our beautiful, lightning-fast, pancake flat course awaits. Get ready for a running adventure that'll have you sweating, smiling, and feeling like a champion on a mission! See you at the starting line.  Race Details Race Day - Saturday, September 26th, 2026This race is a chip-timed race.All participants receive a race premium t-shirt. Late registrations  after September 7th “may” receive t-shirts, if available, and sizes are not guaranteed.  There is a "no shirt" option for those who don't want a shirt.Finisher medals -  Check out the Medal pictures below!!!Awards 1st, 2nd & 3rd place Risers category awards for each gender in each event  (Ages 54 & below)1st, 2nd & 3rd place Masters category awards for each gender in each event (Ages 55 & above)Awards will be given by Age group and won't be combined irrespect
Half Marathon
🌐 Visit Website
SEP 26

The Ivy Community Charities of Prince George's County, Inc. -31st Annual 5K Walk-Run Soul Fitness Weekend

Upper Marlboro, MD
THANK YOU FOR MAKING OUR 5K WALK/RUN SOUL FITNESS WEEKEND A SUCCESS EACH AND EVERY YEAR!! The Ivy Community Charities of Prince George's County, Inc. in collaboration with Alpha Kappa Alpha Sorority, Inc., Iota Gamma Omega Chapter is excited to once again offer this event as a customized hybrid experience. Our Annual 5K Walk/Run Soul Fitness Weekend will offer virtual options for run and walk participation, as well as virtual wellness activities. The in-person event will be held at Watkins Park on Saturday, September 26, 2026 starting at 8:30 am, with live Zumba and health vendors. Just choose your registration of choice and get ready for an exciting weekend. If you are unable to participate and still want to support, there are so many ways to contribute by becoming a sponsor for the event or making a donation to support The Ivy Community Charities of Prince George’s County, Inc. The funds raised from this event will support mental health awareness and research, address the fight a
5K
🌐 Visit Website
SEP 26

Color Splash 1K & 5K Run/Walk 2026

Hagerstown, MD
The YMCA’s Color Splash Fun Run is a vibrant 1K and 5K experience designed for families, all ages, and all fitness levels! This exciting and unique community event invites participants to walk, jog, run, or stroll through the course while being “splashed” with an array of colorful powder at multiple stations along the way. Color Splash is all about fun, movement, and togetherness—not competition. While a clock will be visible at the finish line, there will be no timing chips, keeping the focus on enjoyment rather than speed. Whether you’re pushing a stroller, walking with friends, or running for fitness, everyone is welcome! Come dressed in white, bring your biggest smiles, and leave covered in color—this is a celebration of healthy living and community spirit you won’t want to miss!
5K
🌐 Visit Website
SEP 26

Fox Trot 5K & 1Mile Bark in the Park

Elkton, MD
Join us for the 6th Annual Fair Hill Fox Trot 5k & 1 Mile Bark in the Park  Fox Trot 5K and 1 Mile Bark in the Park @ The Maryland 5 Star at Fair HillSaturday, September 26, 2026Race day - Registration and check in opens at 7:00amRace start time: 9:00am$40 for 5K Runners$25 for 1M Bark in the Park Walkers Location:  Fair Hill Natural Resources Management Area: Sawmill area of the Five Star course.   Parking located in the Sawmill Preferred Parking Lot.   With purchase of your race or walk bib, you receive a t-shirt, swag bag including a seedling tree from Bartlett Tree Experts, one complimentary Sunday General Admission ticket to the MD Five Star at Fair Hill AND a 20% off friends and family code to purchase additional tickets.  Age bracket winners will receive prizes provided by W. L. Gore. Located in the scenic hills of Northeastern Maryland, the Fair Hill Nature Center is a 501(c)3 nonprofit, providing immersive, hands-on environmental education opportunities for students in
5K
🌐 Visit Website
SEP 26

River's Edge Endurance Challenge

Brunswick, MD
***To be sure you get a T-Shirt you must Register before 9/3/2026. If you register after 9/3/2026 11:59PM you may not get the size you want or even a shirt at all.  ***Race Medals must be ordered ahead of time. Those who register after 8/15/2026 may not get a medal due to limited supplies. 1) Simply sign up for an in person race or challenge, show up at race, check in and race in our 8th Annual River's Edge Endurance Challenge! Last year we changed our 5 mile race to 5K (3.1Mile) race and it was a hit! Basically the whole race is on the River's Edge Trail system! You will love it!Our 3-hour challenge and a 6-hour challenge remain the same, and still use a 5 mile loop. How many 5 mile loops can you do in 3 or 6 hours? TIME:-Pre-Register now to save or in person Race Sign in for all races is 7:00 AM to 8:00 AM on Saturday, September 26, 2026.-Random drawings for free gifts is 7:45 AM.-The 5K & 3-Hour and 6-Hour Challenges ALL start at 8 a.m LOCATION:In Person, the lower pract
🌐 Visit Website
SEP 26

C3 Rolling Donuts ride

Centreville, MD
September 26th, 2025 Routes Of the Eastern Shore of Maryland with amazing routes, farmlands, water views, and Small Towns Donut and Coffee Hours from Dunkin Donuts  6am to 8:30am Donut Mascot: photo opt for all.  Lunch  Pupuseria Kent Island Food Truck 11am to 3pm  3 Taco's of your choice with Vegan and Vetgetarin, chicken, beef. Century Route Pink Arrows  Start Time 7am   https://ridewithgps.com/routes/52107344 Rest Stops  Pecometh  #1 at Mile 19 Saint Lukes Church #2 at mile 37 Crumpton Fire House #3 at mile 58 Pecometh #4 at mile 85                Century Metric Route Green arrows  Start Time 7:30am   https://ridewithgps.com/routes/51926113 Rest Stops  Pecometh #1 at mile 19 Saint Lukes Church #2 at mile 37 Pecometh #3 at mile 50     33 miler blue arrows  Start Time 8:00am Rest Stop  Pecometh #1 at mile 21   https://ridewithgps.com/routes/51926324                 SWAG: Rolling Donut Socks Beer: Bull Goat Brewery  Band: KG Band Marked course, SAG support, and rest stops.  SAG num
🌐 Visit Website
SEP 26

Johns Hopkins Children's Center Miracles in Motion

Baltimore, MD
Join us, Saturday, September 26, 2026, for the third annual Johns Hopkins Children's Center Miracles in Motion 5K and 1-mile walk! This event is a 5K Run or 1-mile walk, followed by a Critter Crawl Kids Dash, all to benefit the Johns Hopkins Children's Center!  Your registration fee includes a cotton t-shirt. Participants have the opportunity to fundraise for any area of the Children's Center where they feel a personal connection. We offer family pricing for a group of four, which includes a discount of 10%.
🌐 Visit Website
SEP 26

HER Cause, Inc. 3rd Annual Shatter the Stigma 5K Walk

Oxon Hill, MD
The HER Cause, Inc. 3rd Annual 5K Walk is to raise awareness and end the stigma surrounding mental health for Black women and women of color. With support, HER Cause, Inc. can make a positive impact on the lives of BIPOC women. Proceeds from the registration fees and donations will help to support costs associated with our upcoming training program, and other operational costs.
5K
🌐 Visit Website
SEP 27

Totally Awesome 80's Run

Prince Frederick, MD
Run and Party like it's 1985 at the Totally Awesome 80's Run and After Party at Mully's Brewery   Choose between the 5K Chip timed race and the 1 Mile Walk, then get ready to party 80's style with a live DJ, fun 80's trivia, best dressed competition, and yes... possibly even dancing! All participants will receive a shirt, pint glass, and complimentary beer (21+) or root beer (<21). This is a GDFAR Signature race concept that we are bringing to Mully's for the 1st time.  We can't wait to see the fun costumes and bright colors, and nostalgic memories as we celebrate the coolest decade ever!  5K Race starts at 10:00 AM and 1 Mile Walk starts at 10:05 AM.  All Participants get a Totally Awesome 80's Stylish Tee!! ** Please register by Sept. 13 to guarantee your first choice. Women’s, Men's/unisex and Youth sizes.  Many extras are ordered and available while supplies last after Sept. 13 Walkers and all ages are welcome in the 5K race, must be re
🌐 Visit Website
SEP 27

Charm City Run 20-Miler

Freeland, MD
Join us Sunday, September 27th for the annual Charm City Run 20-Miler on the Torrey C. Brown (NCR) Trail. The NCR Trail is a hardpacked, dirt/gravel surface and part of the “Rails to Trail” program. This race is scheduled as a supported training run to prepare for a fall marathon, or for those just looking to get a long run in!
🌐 Visit Website
SEP 27

Swim Across America - Baltimore Open Water Swim

Pasadena, MD
Please visit the below link for information Baltimore Open Water Swim - Swim Across America
🌐 Visit Website
SEP 27

16th Annual Run Wild for Autism 5K & 1 Mile Fun Run & Walk

Baltimore, MD
16TH ANNUAL 5K AND 1 MILE FUN RUN & WALK All proceeds benefit Pathfinders for Autism! Sunday, September 27, 2026Please join Pathfinders for Autism for our 16th Annual Run Wild for Autism. We are thrilled to be hosting our 16th year to bring a day of awareness, competition and fundraising for the community. We look forward to seeing you on September 27th at the Maryland Zoo and Druid Hill Park.
5K
🌐 Visit Website
SEP 27

Greenbrier SwimFest

Boonsboro, MD
Welcome to the 2026 Greenbrier SwimFest brought to you by French Creek Racing! This SwimFest event at Greenbrier State Park in Boonsboro, MD has three distances (plus options to combine events for longer distance) including:800 meter swim (1 loop)1600 meter swim (2 loops)2400 meter swim (3 loops) For an extra challenge, race in all 3!  Get 30% off your 2nd race and 45% off your 3rd race. Register today for your choice of races!Online Registration Closes Friday, September 25 at 12 midnight. Check-in is available from 7:30AM to 10:30AM on Sunday September 27.  All racers should check in when they arrive. NO REFUNDS and no rain date.  In the event of inclement weather, entries will roll into next year's race, or you may defer to another FCR event.  A registered athlete may request a deferral to next year's event if they do so at least 14 days prior to the event.  A nominal fee shall apply. Historical water temperature varies, but we expect water temperature to be between 62-70F fo
🌐 Visit Website
SEP 27

MoCo Dems 5K Fall FunRun

Derwood, MD
MoCo Dems 5K Fall Fun Run is organized by the MD District 15 Democratic Caucus in Montgomery County, Maryland. This is an annual 5K (3.1mile) run/walk event for adults and youth that will be held at the Agricultural History Farm Park in Derwood, MD on Sunday Sept. 27, 2026. This outdoor, fun and healthy gathering is to promote community engagement and voter participation in Montgomery County and our beautiful State of Maryland. Come on out, enjoy some great music and meet your Maryland elected officials!  Don't miss out.  Register to run or walk today!  All athletic levels are welcome. ARRIVE AT 9:00 AM FOR THE PEP RALLY WITH YOUR MARYLAND ELECTED OFFICIALS! HORN BLOWS TO START RACE PROMPTLY AT 10:00 am! All registered race participants will receive a race timing bib, race t-shirt (while supplies last), and race packet (packets can be safely stored during the race event).  Medals will be awarded to top finishers!  Snacks will be given to all runners at the finish line! See you at t
5K
🌐 Visit Website
SEP 27

Parks Half Marathon

Rockville, MD
Welcome to the MCRRC Parks Half Marathon! The race begins just before sunrise, at 6:45 AM, on a scenic Montgomery County road and quickly transitions into a tour of beautiful Rock Creek Park. As you run through the park, you’ll experience the sun rising through the tree cover and enjoy the sights and sounds of nature. Mile markers help keep you on track, and we also have an excellent pace team ready to help you reach your goals. Our thoughtfully placed hydration stations, complete with awesome volunteers, will keep you hydrated and motivated.  Everyone always loves our FREE, high-quality race photos, so be sure to wear a smile along the course because we will have photographers along the way capturing race memories. At the finish, catch up with your friends to exchange race stories at our Finish Festival.
Half Marathon
🌐 Visit Website
OCT 1

Spook Hill Cider & Wine 4 Mile Run

Burkittsville, MD
THE 2025 SPOOK HILL CIDER & WINE 4-MILE RUN HAS BEEN CANCELED, but we hope to bring this classic back in 2026, so put it on your calendar for next year!  Why did we cancel the 2025 race?  The short answer is that one of the key landowners on the course has put their property on the market, thus our ability to utilize the orchard portion of the course is in question. We will reach out to the new owners at the appropriate time to begin land-use negotiations.  I’ve always prided myself on giving our runners a great course and a wonderful, inclusive race-day experience. Hopefully we will be able to bring Spook Hill back, bigger and better than ever, in 2026!  Most appreciably, Bill Susa, Race Director, SMHS Runs  email: spookhill4mile@gmail.com
🌐 Visit Website
OCT 3

Black Nurses of Southern Maryland Health Fair and Walk/Run

Fort Washington, MD
The Black Nurses of Southern Maryland, Incorporated (BNSMD) is dedicated to advancing the quality of nursing care and promoting health equity for Black communities. Through advocacy, education, and equitable access to health resources, we empower diverse populations and work to reduce health disparities in minority communities. We are also committed to supporting nurses in their professional development and career advancement by providing education, mentorship, and growth opportunities. Join Us for the 4th Annual BNSMD Health Fair & Walk/Run! https://bnsmd.nbna.org/📅 Saturday, October 3, 2026📍 Hosted by the Black Nurses Association of Southern Maryland (BNSMD) We are excited to invite you to our 4th Annual Health Fair and Walk/Run—an energizing, family-friendly event focused on promoting wellness and community connection. We would love for you to be a part of it! Race Day Schedule8:00 AM – 9:30 AM: Registration, Race Package & T-shirt Pickup8:00 AM – 11:00 AM: F
🌐 Visit Website
OCT 3

MCRRC Cabin John Kids' Run

Bethesda, MD
ALERT: THIS PAGE HAS BEEN SET UP FOR VOLUNTEER REGISTRATIONS ONLY! If you found this page in error, and are trying to register for the Cabin John Kids' Run, please visit the MCRRC Youth Series Registration Page HERE.
🌐 Visit Website
OCT 3

MoCo CARES Charity Race

Gaithersburg, MD
Thank you for registering for our 5th annual charity race!  We are excited to host this event and to interact with local community members and businesses.  This race has grown from being a small community event (previously called LaunchCARES Charity Race) to a county-wide effort of uniting people and companies who CARE.  We are thrilled to announce the charity recipients of the 2026 race - - - COMFORT CASES and COVENANT LIFE SCHOOL (our location host)!  Both of these organizations work diligently to improve the lives of children in and around MoCo.     Your donation is tax deductible.  After the races are over we will work together on a service project for Comfort Cases.  Together, we will aim to pack 1,000 backpacks of essential goods for children in foster care. Students participating in this will receive SSL hours for their time of service.    It is our goal is to raise $100,000 with this event in 2025.   YOU are helping make this a reality. YOU are helping to change lives of child
charity
🌐 Visit Website
OCT 3

Baltimore Triathlon Festival

Chase, MD
The 2026 Baltimore Triathlon Festival will again take place in the scenic Hammerman Area of Gunpowder State Park. Join us for two days of exciting racing with the women's sprint triathlon on Saturday, and the men's sprint triathlon on Sunday. Come race with us and see why we're one of Maryland's most popular triathlons! NEW this year will be a youth event on Saturday, prior to the start of the Women's Race!   Have you youth triathlete, from 6 years old to 15 years old (Age as of Dec 31, 2026) come out for the 100 yard swim, 2.2 mile bike and 1/2 mile run, all within the confines of the park!
🌐 Visit Website
OCT 3

Haunted 5K, 10K & 13.1M at Bel Air, MD (40)

Bel Air, MD
Race InformationThe race starts at 8:00 AM.Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.All runners must register on RunSignup. No on-site registration. 5K & 10K Course (0.78M)https://www.mapmyrun.com/routes/view/2853327571 This is an out-and-back course. (1.56M)The 5K does the course twice.The 10K does the course four times. Half Marathon Course (1.09M)https://www.mapmyrun.com/routes/view/5792803567 The course is an out-and-back. (2.18M)The Half Marathon does the course six times. Course Time Limit3 hours and 30 minutes.  Finisher Medalshttps://usroadrunning.com/FinisherMedals.php  Shirt and Gear Shophttps://usroadrunning.com/Gear.php  Best Costumehttps://usroadrunning.com/BestCostume.php  Series Pointshttps://usroadrunning.com/S.php Awardshttps://usroadrunning.com/Awards.php Frequently Asked Questions and Informationhttps://usroadrunning.com/FAQ.php US Road Runninghttps://usroadrunning.com
5K10K
🌐 Visit Website
OCT 3

Waterman's Triathlon Festival

Rock Hall, MD
The Waterman’s Triathlons are nestled on the Eastern Shore of Maryland in picturesque Rock Hall, MD. Just 18 miles from Baltimore “as the fish swims” (put your bike rack on a boat!), Rock Hall is one of the friendliest, most laid back towns anywhere…and is full of history. George Washington took the Annapolis Ferry to Rock Hall nearly ten times before heading to Philly on horseback to work out America’s Independence! The time trial swim takes place in Rock Hall Harbor on the Chesapeake Bay, protecting athletes from any serious wind or chop. The bike course is a triathlete’s dream with beautiful ribbons of pavement and wide shoulders throughout most of the rural course. The run course is pancake flat and takes athletes through the quaint nautically themed neighborhoods and side roads of Rock Hall, MD. This race is worth the trip to Maryland’s Eastern Shore. Check out our race videos HERE and see why athletes consistently come back year after year to race. Don’t miss out, register today.
🌐 Visit Website
OCT 4

Swim & Paddle the South River

Riva, MD
This 5 Mile event celebrates the awesomeness of outdoor recreation on the South River and supports the efforts of Arundel Rivers Federation! We are a gathering of novice and experienced swimmers & paddlers celebrating the efforts of these organizations and the impact they have on inclusive water access and sustainable rivers. Each participant is required to fundraise at least $100 in addition to their registration fee. The tools to help you reach the fundraising goal will be provided. Fundraisers who exceed $500 will have their registration fee reimbursed. .    Swimmers participate as pods. A pod is 2-4 similarly speeded swimmers. Every pod has a support boat with them. The Solo Swim All 5 Miles option allows for the pod to swim the entire distance with a dedicated paddler. Solo Pods may bring their own paddler, or request that option at check out.  The Take a Turn Swim/Paddle pod functions as a relay, taking turns paddling. Swimmers may register with friends as a fully formed pod,
🌐 Visit Website
OCT 4

Sowebo Landmark 5K

Baltimore, MD
The 14th annual 5k run/walk is on Sunday, October 5, 2025, at 9 am. The course starts in Union Square Park and winds through and around Southwest Baltimore's historic landmarks and parks, including Hollins Market, the Irish Railroad Workers Museum, the B&O Railroad Museum, the Mount Clare Museum House in Carroll Park, and the H.L. Mencken House and Museum. The course showcases SOWEBO’s rich cultural diversity, architectural beauty, historic landmarks, and parks. Race participants enjoy refreshments and music during the awards ceremony in historic Union Square.
5K
🌐 Visit Website
OCT 10

Walk By Faith Breast Cancer Walk for Life

Bowie, MD
Walk for Life: Honoring the Journey, Celebrating the Strength Join us for the Walk for Life, a community-centered event dedicated to breast cancer survivors, caregivers, and the loved ones we hold in our hearts. This is more than just a walk—it’s a movement of hope, healing, and unity. Whether you’re walking in celebration, remembrance, or support, every step tells a story.   This is not a 5K or a race. It’s a peaceful, powerful walk that invites people of all ages and abilities to come together and make every step count. As we walk side by side, we honor the strength of those who’ve battled breast cancer, support those currently in the fight, and remember those we’ve lost with love and purpose.   Event Highlights Include:  Survivor & Caregiver Recognition: A heartfelt moment to honor those who inspire us with their strength and resilience. Tribute Wall & Photo Area: Share a name, a message, or a memory in honor of someone special. Pink Lane:  Visit health vendors, enjoy wel
🌐 Visit Website
OCT 10

MCRRC Matthew Henson 5K

Silver Spring, MD
Welcome to the NON-MEMBER registration page is for the MCRRC Matthew Henson 5K! This page may also be used to sign up to volunteer - please see the "volunteer" tab to the left. This race is part of our free, low-key series for members.  Please refer to the "Low-Key Race Entry Procedure" on our website for more information.
5K
🌐 Visit Website
OCT 10

Haunted 5K & 10K at Westminster, MD (41)

Westminster, MD
Race InformationThe race starts at 8:00 AM.Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.All runners must register on RunSignup. No on-site registration. 5K & 10K Coursehttps://www.mapmyrun.com/routes/view/6425252701 The course is an out and back.The 5K does the course two times.The 10K does the course four times. Course Time Limit2:00 hours.  Finisher Medalshttps://usroadrunning.com/FinisherMedals.php  Shirt and Gear Shophttps://usroadrunning.com/Gear.php  Best Costumehttps://usroadrunning.com/BestCostume.php  Series Pointshttps://usroadrunning.com/S.php Awardshttps://usroadrunning.com/Awards.php Frequently Asked Questions and Informationhttps://usroadrunning.com/FAQ.php US Road Runninghttps://usroadrunning.com
5K10K
🌐 Visit Website
OCT 10

Tom McHugh Arts Scholarship 5K Run/Walk

Rock Hall, MD
Join the Tom McHugh Art Scholarship 5k When: Saturday, October 10, 2026, 9:00 a.m. Rain or Shine. FREE Kiddie K Run (10 & under) starts at 8:45 a.m. Where: Waterman’s Crab House & Dock Bar, 21055 East Sharp Street, Rock Hall, MD 21661. Registration: $30 until Oct 3rd; $35 after and on event day. Registration starts 8:00 a.m.  Questions? Contact Info@TCREventManagement.com Silent Hero: Can't attend but would like to show your support? Register as a silent hero. We appreciate your support! Awards: Awards to overall male/female and master winners, top 3 male/female runners in 10-year age groups awards and top 5 male/female walk finishers. Ribbons to all Kiddie K finishers. The awards ceremony will be held immediately after last participant finishes. SWAG: Quality "Tom McHugh Arts Scholarship" tech shirts for all of our registered participants.  Celebrate:   FallFest is an annual celebration of family, community, and oysters. Live music, entertainment, vendors, arti
5K
🌐 Visit Website
OCT 11

Rick O'Donnell Memorial 5 Mile Trail Run and Ultra Challenge

Mount Airy, MD
Welcome to the 13th annual Rick's Run!  We are VERY excited to welcome you to join us in celebrating the 13th running of the Rick O'Donnell 5 Mile Trail Run and Ultra Challenge. After 13 years, we're having just as much fun as we did in 2013, while still honoring the memory of some very special members of the running community.
trailultra
🌐 Visit Website
OCT 11

New Market STRONG Run/Walk and Festival

New Market, MD
🩷Join Us for the 2025 New Market STRONG 5K Fighter Run/Walk & Festival!Sign up today for the annual New Market STRONG 5K Fighter Run/Walk and Festival, a heartfelt community event honoring the life and legacy of Karen Durbin, beloved New Market Town Clerk for over 14 years. Karen's courageous battle with breast cancer ended in November 2020, and each year, we gather to celebrate her strength, spirit, and service. Together, we raise funds and awareness to fight breast cancer, with proceeds benefiting the Hurwitz Breast Cancer Fund, a local nonprofit that directly supports the Frederick Health Hospital Cancer Center.  🏃‍♀️ Walk. Run. Fight.Join us on Sunday, October 26th as we lace up and hit the 3.1-mile course winding through the historic streets of New Market and its charming surrounding neighborhoods. This event is officially timed by Racine MultiSports, so whether you're in it to win it or just here for fun, there's a place for you at the starting lin
🌐 Visit Website
OCT 11

Chestertown Challenge Half Marathon Run and 5K Run/Walk

Chestertown, MD
Benefits: Kent Association of Riding Therapy, Inc. (KART) Registration opens at 8 a.m. - Half Marathon Run & 5K Run/Walk start at 9 a.m. Registration: Race day registration will be available! Packet pickup starts at 8 a.m. and races start at 9 a.m. at Wilmer Park, Chestertown, Maryland. Silent Hero Donation: Can't make this event but would like to show your support? Register as a Silent Hero! Benefactor: Kent Association of Riding Therapy (KART) was founded in 1984 to help children and adults with disabilities enhance their social and developmental growth. KART uses a multi-faceted program involving therapeutic horseback riding, barn management, and caring for the horse. Packet Pickup: All race packets can be picked up on Sunday morning starting at 8 a.m. Race day registration will also be accepted at this time. Directions: Wilmer Park is located across the street from address 400 South Cross Street, Chestertown, MD. For directions, use your GPS or MapQuest. Awards: Unique awar
5KHalf Marathon
🌐 Visit Website
OCT 11

Rocky Gap 25K, 50K, Relay Trail Run

Flintstone, MD
It’s no secret that we adore Rocky Gap State Park and it absolutely has a special place in our hearts and the hearts of thousands of EX2 racers.  We’ve been hosting races in the park since 2004, and three years we introduced this brand new ultra distance trail running event.  We are thrilled to bring back the Rocky Gap 25K, 50K, and Relay Trail Running Race for year four!  We hope you join us for an awesome adventure in the mountains of western Maryland. Race Date: Sunday October 11, 2026Start Time: 8:30am (50K), 9:00am (25K)Location: Rocky Gap State Park in Flintstone, MDCourse Length: 25K (~16ish miles) and 50K (~32ish miles)Course Format: 3 different loops.  25K does each loop once, while the 50K does each loop twiceEntry types: Solo runners and relay teams of 2 or 3 in both the 25K and 50K The race highlights three different beautiful loops in the park that vary in length between 4.4 miles and 6.5 miles.  We are calling these loops simply Loop A, Loop B, and Loop C.  The 25K race d
5Ktrailrelay
🌐 Visit Website
OCT 11

Run the Vineyards - Running Hare Fall 5K

Prince Frederick, MD
Run (or Walk) for Wine or Beer on this beautiful 300+ acre property of Running Hare Vineyard for the 9th Annual 5K Fall Race. Enjoy the amazing views and delicious wine!  Charity Partner is Habitat for Humanity. Amenities and Features: Scenic 5K course through the Vineyard. Race starts at 9 AM. Chip Timed Race with Instant Results Complimentary Glass of Wine or Beer age 21 and over Live Musician performs until noon.  Custom Tech Tee included or upgrade to Long Sleeve Tech for $6 extra ~ Women's, Men's/Unisex, and Youth options. *Please sign up by Sept. 27 to guarantee your first choice. Many extras ordered and available while supplies last after Sept. 27.  Souvenir "Run the Vineyards" Stemless Wine Glass  Souvenir Finisher Medals available for $8 during registration or $10 on race day. Professional Photographer and Free downloadable photos available 24-48 hours after race day. Awards for Top 3 Male and Female Overall and Age Group Winners. Ages 14 & und
5K
🌐 Visit Website
OCT 17

MCRRC Black Hill 10K

Boyds, MD
Welcome to the NON-MEMBER registration page for the MCRRC Black Hill 10K! This page may also be used to sign up to volunteer - please see the "volunteer" tab to the left. This race is part of our free, low-key series for members.  Please refer to the "Low-Key Race Entry Procedure" on our website for more information.
10K
🌐 Visit Website
OCT 17

CalvertHealth Breast Cancer 5K Run/Walk

Solomons, MD
Join Us for the 2026 CalvertHealth Breast Cancer 5K! Proceeds benefit the Sheldon E. Goldberg Center for Breast Care, supporting vital programs and services for our community. Thanks to our generous sponsor, Seven Lands and Seas Travel, your registration does more than make a difference—it gives you a chance to win big! When you sign up for the 2026 CalvertHealth Breast Cancer 5K, you’ll be entered to win a Viking Cruise valued at up to $10,000. Each registration counts as one entry. The drawing will take place at the 5K, but you do not need to be present to win. Bonus: If we reach 2,000 participants, Seven Lands and Seas Travel will double the excitement by giving away two Viking Cruises, each valued at up to $10,000!
5K
🌐 Visit Website
OCT 17

Hyattsville Zombie Run

Hyattsville, MD
Join the Hyattsville Elementary School PTA for the 10th annual Zombie Run! The 10th anniversary Hyattsville Zombie Run will be held in Driskell Park on October 18th! This fun, family-friendly event includes three races: a 1K Family Fun Run, a 1 Mile Kids Run, and a USATF certified 5K, all of which raise funds for our neighborhood schools!  The Hyattsville Zombie Run is organized by volunteers of the Hyattsville Elementary School PTA.
🌐 Visit Website
OCT 17

Baltimore Running Festival

Baltimore, MD
Marathon / Half / 10K / 5K
Maryland's largest running event through the Inner Harbor, Federal Hill, and historic Baltimore neighborhoods.
marathonhalf-marathon10k5k
🌐 Visit Website
OCT 17

Rev3 Mighty Matapeake

Stevensville, MD
Be a part of a celebration of the parks in beautiful Queen Anne's County, Maryland. Just over the Chesapeake Bay Bridge, on the Eastern Shore of Maryland, this straight forward event will be a great way to end your season!  Come experience the Matapeake Beach area with a 1/2 mile swim in the Chesapeake Bay, a 12 mile out-and-back bike ride along the straight and flat Route 8 (Romancoke Road) corridor, and then it's back out for an out-and-back 3.1 mile run on the South Island Trail. Once you see the views from here, you'll be sure to be back for training!!
🌐 Visit Website