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MAY 2

FES PTO Chocolate Truffle Shuffle 5K Trail Run

North Franklin, CT
Come run/walk/jog the 'sweet' trails of Giddings Park in Franklin, CT on 5/2, National Truffle Day!  This chocolate truffle themed 5K race is open to all ages. (Dogs are welcome!)  In addition to the all ages race, there will also be a "Mini Chocolate Chip" 800 meter (.5 mile) fun run for kids 12 and under.  The kids fun run will start at 9:00am with the 5K Trail Run following at 9:30am. Bib pick up will be on race day only and is located at Giddings Park from 7:45am to 9:00am.  Same day registration is available; credit card only.  All 5K finishers receive a custom designed medal.   Register by 4/17/26 for early bird pricing of $30 for the 5K.  After 4/17/26, price increases to $35. 5K course is three loops around the trails of Giddings Park with one large hill each loop.  Total elevation gain is 235ft.   Awards for Overall Male and Female finishers.  Additionally, prizes will be awarded for male and female age division winners.   Bib pick up and race location: 191 Pon
5Ktrail
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MAY 2

Rising Stars Training Program Session One Presented by SmartStart Pediatrics

Glastonbury, CT
Proudly Presented by SmartStart Pediatrics along with support from Fleet Feet Glastonbury, The Glastonbury River Runners offer this 9 week training program (no session May 24- Memorial Day Weekend) to encourage youth ages 4 to 13 to get up and move!  Let us help your child reach the goal of completing a 5K (3.1 miles) and have a great time doing it! Through this program, we are here to offer your child support, motivation and fun along the way!  Practices will begin promptly at 4 p.m. on Saturdays at the Smith Middle School Track (216 Addison Rd, Glastonbury, CT 06033). Practices will last about 45 minutes. After a group warm-up (stretches and running games), kids will be encouraged to run at their own pace and run as many laps as they feel comfortable running.   This is a non-competitive program so each child can run as many laps as they feel comfortable with. Older kids have run up to two miles while younger ones may only run two laps and that is perfectly okay. We just want to see e
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MAY 2

St.Mary-St.Michael School 1 Mile Run

Derby, CT
🏃‍♂️🏃‍♀️ St. Mary–St. Michael School 1-Mile Run📅 May 2 | ⏰ 9:00 A.M.📍 Naugatuck River Greenway KIDS RUN 5 AND UNDER WILL BE FROM 8:30-9:00 FREE OF CHARGE! Start at the Derby Municipal Lot - Route 8 Exit 15 onto Route 34W toward downtown Derby. Turn left at first light toward Rubino Scrap Metal. 💲 $25 to run - walkers welcome👶 Kids 6 & under run FREE! (all children must be accompanied by an adult) 👕 T-shirt guaranteed when you sign up by March 15. ✨ All proceeds help raise money for St. Mary–St. Michael School.Bring the whole family and support a great cause—sign up today  1st place for both male and female runners will be a $200 Gift Certificate to Marathon Sports! Gift cards will be awarded to the winners in each age group! (7-15) (16-30) (31-40) (41-50) (51-60) (61 and up) Bagels and water will be provided after the race! This event is rain or shine! Pick up your bib/timing chip and t-shirt as early as 7:30 A.M before the ra
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MAY 2

Roxbury Road Race Series #9

Roxbury, CT
6.3 Miles- South St, All the way down wellers, river rd, up south st Active duty military/veterans and active first responders are encouraged to contact the race for a discount.
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MAY 2

Woodstock CT Marathon & Relay

Woodstock, CT
Ready for a challenge? The Woodstock CT Marathon takes you through 26.2 miles of stunning rural Connecticut countryside with nearly 2,000 feet of elevation gain. This is not your flat, fast course—expect rolling hills, scenic backroads, and a true test of your endurance through the beautiful Quiet Corner. Race Options: Full Marathon - Individual runners tackling the complete 26.2-mile courseRelay Teams - Share the challenge with 2-5 teammates 2026 Theme: Totally 80s! Break out your leg warmers, neon, and best '80s gear for costume prizes and a fun throwback atmosphere at this year's race. Why Run Woodstock? This grassroots community event has raised over $40,000 for Community Kitchens of Northeastern Connecticut (CKNECT) and other local charities. Every registration supports food access throughout the region. Our motto is, "It takes a community to run a marathon"—and you'll feel that support every step of the way from our incredible volunteers, neighbors who gather
Marathonrelay
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MAY 2

The Iger Fund 5K: Hosted by The Be Kind Project

Hartford, CT
This is the first annual Iger Fund 5K: Hosted by The Be Kind Project which is being held in an effort to promote awareness around the connection of mental health and homelessness in Connecticut. Both The Iger Fund and Be Kind Project were born from a shared realization that compassionate mental healthcare is critically underfunded and too often treated as an afterthought. Mental health care is unfortunately not a high-profit industry, which results in the people who need it most being frequently underserved and discharged without the support necessary to truly continue healing. As IOL staff, we believe this must change in an effort to promote a full journey to wellness.  The race will take place on the Institute of Living Campus. Registration will begin at 8:30am and the official race will start at 9:30 am. The fun run for children 10 and below will take place at 9:00 am. *children 10 and younger are free to attend Water and snacks will be provided to participants, as well as awards fo
5K
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MAY 3

Miles For Margaritas

Stratford, CT
Join us Sunday May 3rd, for our 6th edition-   Little Pub's Miles for Margaritas 5k                    WE ABSOLUTELY SOLD OUT EARLY IN '25!Our town permit is based on parking, narrow streets, and our margarita bags. THANK YOU FOR YOUR UNDERSTANDING AND YOUR SUPPORT.   You can run or walk the "chip timed" 3.11 mile/5k event OR walk/saunter the UNTIMED Margarita Mile option. All abilities are welcome.   EVERYONE 21 & over is eligible for a terrific margarita after their finish. (N/a margaritas, other N/a fluids & soft drinks also available).    NOTE START TIME @ 9:00 am Both courses are along the scenic seaside neighborhood of Lordship, in Stratford. All participants in both events will receive the same 'swag' of t-shirt and more.   The 5k timed distance participants are eligible for awards & prizes (see below).  The untimed walk does not include any awards. This event follows all state guidelines and health department mandates. WE WILL LIMIT T
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MAY 3

Mount Archer Trail Race

Lyme, CT
Join Us for the 2nd Annual Mount Archer Trail Race in Lyme, CT! Discover the beauty of Lyme’s trails and challenge yourself at the brand-new Mount Archer Trail Race, featuring two exciting race options on one of the area's most scenic routes. Mount Archer may be a small hill, but it has big aspirations—just like this race! Whether you're an experienced trail runner or new to the sport, there’s something for everyone. Race Options1. The “Moore Trail” (9.2 miles) - **USATF-CT Mountain/Trail/Ultra Series Race**Test your endurance on the full George and Rosemary Moore Trail Loop, a stunning 9.2-mile course that weaves through Mount Archer's trails. You'll run the loop in a counterclockwise direction, taking in trails on both the north and south sides of Mount Archer Road. This challenging route combines natural beauty with a rewarding sense of accomplishment.View the route on Strava: Classic Route (9.2 miles) 2. The “Sprint” (3 miles)Looking for a shorter, fast-paced advent
trail
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MAY 3

Glenholme 5K Run For Autism

Washington Depot, CT
Join us for The Glenholme School 5K Run for Autism - one of the most scenic 5K runs in Connecticut! You won't find a more beautiful Course: scenic flat, fast, out-and-back course on a dirt road that winds along the Shepaug River. Dogs Welcome! REGISTRATION LINK TO BE PROVIDED SOON
5K
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MAY 3

Burlington to Collinsville Classic

Collinsville, CT
https://www.hartfordmarathon.com/burlington-to-collinsville-classic-10k/
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MAY 3

Breast Cancer Alliance 5K for Hope

Greenwich, CT
Join family, friends and neighbors once again for Breast Cancer Alliance’s 5K for Hope! Run or walk, alone or with family or friends, as we honor and remember loved ones, friends and colleagues who have faced breast cancer head on and raise money to help BCA do its part to eradicate this disease. 100% of proceeds raised from this event will be designated for Breast Cancer Alliance Screening and Support Services grants. This funding helps to eliminate barriers of access to screening for diverse, socioeconomically underserved and uninsured patients who would otherwise not be able to afford, or gain access to, lifesaving breast cancer screening and diagnostic services. 5K Run or Walk Richards359 Greenwich Avenue Sunday, May 3 8:15:  Check-In and Complimentary Breakfast 9:00:  Welcome9:10:  Runners Start9:20:  Walkers Start9:45: Prizes Ticket Pricing $50 per adult 5K entry$25 per student 5K entryChildren under 7 are free! $25 Virtual Runners *** First 300 check-ins receive a swaggy free te
5K
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MAY 7

Virtual Run Like A Mother 5k & Kids 1 Mile

Ridgefield, CT
Run Like a Mother ® Virtual 5K & Kids 1 Mile   The mission of Run Like A Mother® is to fuel a woman's journey through health and wellness, empower with education and training programs, inspire with communities, events and races, and enable through programs and partnerships. Run Like A Mother ® isn't just a Race, it’s our way of life. We are every woman, from every walk or run of life, gathering together (virtually) to encourage a healthy lifestyle through moving. On Mother’s Day weekend, we celebrate who we are and what we do.  Whether you are a mother or not, we understand the importance of modeling healthy behaviors for our future generations.  Most importantly, it is the caring of our own bodies and minds that make us stronger every day.
5K
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MAY 9

Bikes & Beers Stratford

Stratford, CT
Register for Connecticut's 6th Annual Bike Ride & Beer Festival 2026! BIKES & BEERS Cycling Event Series is back at TWO ROADS BREWING for the business's Best Bike Ride & Beer Event! Ride a 15, 30, or 45-mile route through the beautiful area of Stratford, Connecticut followed by a post-ride Beer Festival! Bikes & Beers STRATFORD is the area's premier cycling event departing from TWO ROADS BREWING and traveling the beautiful area of Stratford, CT. All rides feature morning fuel stations, marked routes, GPS turn-by-turn instruction, rest stops, refreshments, ride marshals, and SAG support. Finish back at TWO ROADS BREWING for a beer festival atmosphere of rewarding craft beers, live music, a charity raffle & much more! This is a ride for everyone - All riding levels are welcome!  WHAT IS BIKES & BEERS: Pick your ride distance and create a team of friends & family (optional)Mark your calendar for a fun day of cycling and craft beer!Pre Ride: Check in
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MAY 9

Beyond Stigma 5K Run & Walk

Madison, CT
Join us for the Beyond Stigma 5K Run/Walk, a powerful event to raise awareness and break the silence surrounding substance use and addiction. Hosted by For Cameron, Inc., a Connecticut-based nonprofit, we are dedicated to creating change through law reform, education, and public health initiatives. Our mission is to shed light on the fentanyl crisis, reduce stigma, and support those who still have a chance. Lace up your running shoes and be part of this meaningful movement. Whether you run, walk, or cheer from the sidelines, your participation helps amplify the message of recovery, hope, and advocacy. 💛 This is an alcohol-free event, fostering a space of support and encouragement for all.💛 We welcome and stand with individuals at every stage of their journey. Together, we can honor our loved ones, raise awareness, and push for real change. Join us and be a voice in the fight to go #BeyondStigma. #ForCameronInc #5KforChange #BeyondStigma 💛
5K
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MAY 9

Killingly Springtime Classic 5K

Danielson, CT
Springtime Classic 5k 2026Saturday May, 9th8:30am 5k Race StartDavis Park, Danielson, CT (GPS 210 Main St.)  Entry fees:Adults $25 (until 4/16/26)  Adults $30 (4/17/26- Race Day)  18 & Under $18  Individual & Group Awards TBD Enjoy a one loop 3.1 mile race on the infamous Springtime Festival Road Race course! The entire course is on paved roads and has been wheel measured.  Tentative Race Schedule :  7:00am Race Registration Opens  8:30am Springtime Classic 5k Starts  9:30am 5k Awards Group & Individual awards TBD  Volunteer and Sponsor opportunities Available email: killinglyspringfest@gmail.com  Parking- There are several Free parking lots within 1/4 mile of the start & finish line. Please Do Not park at the Killingly Public Library
5K
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MAY 9

MY MOTHER MADE ME DO IT 1 Mile Mother's Day Race

Prospect, CT
This is a 1 Mile Run/Walk in scenic Hotchkiss Field in Prospect, CT. Join us in celebrating Mother's Day and mothers everywhere. Race Details This race is being held at Hotchkiss Field in Prospect. It is a 2-LOOP COURSE on the cinder walking path around the park.    Race Day Schedule 7:30  AM   Registration/Packet Pickup Opens 9:00  AM   Run/Walk Start 9:30  AM   Awards, Post-Race Activities   Parking Plenty of Parking on site   Registration Pre-Registration Individuals:  $25 until 4/5, $30 until 5/8, $35 on Race Day     T-Shirts guaranteed for everyone registered by midnight, Sunday April 26th   Awards Overall Female, Male and Non-Binary Winners The top three in the following Age Groups: 12 and under, 13-18, 19-29, 30-39, 40-49, 50-59, 60-69, 70-79, 80+ Must be present at 9:30 to receive awards
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MAY 9

2nd Annual Camp Mountain Laurel - Color Run & Trail Run

Hamden, CT
HAMDEN/NORTH HAVEN YMCA & NEW HAVEN YMCA YOUTH CENTER COLOR RUNFAMILY RUN & 5K TRAIL RUN 10:00am | for Family Color Run10:30am | for the 5K Trail Run May 9, 2026 The first 100 pre-registered participants will receive a Y giveaway. Water stations will be available throughout the event. Race Line Start Services will be providing the bibs and pins for all the 5K Trail runners. Register in person: New Haven YMCA Youth Center50 Howe Street New Haven CT 06511 Register race day: 9:00AM-9:30AM
trail
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MAY 9

Roxbury Road Race Series #10

Roxbury, CT
4.3 Miles- High Bridge Counterclockwise Active duty military/veterans and active first responders are encouraged to contact the race for a discount.
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MAY 9

CT Race in the Park

New Britain, CT
https://www.hartfordmarathon.com/ct-race-in-the-park/
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MAY 10

Run Like a Mother 5K and Kid's 1-Mile 2026

Ridgefield, CT
Run Like a Mother 2026 🌸Women’s 5K & Kids 1-Mile📍 Ridgefield, Connecticut🗓 Sunday, May 10, 2026 Kids 1-Mile – 8:00 AMWomen’s 5K – 8:30 AM Mother’s Day in Ridgefield means one thing — Run Like a Mother is back! Celebrate the incredible women in your life (or yourself!) with a joyful, high-energy morning filled with movement, community, and fun. Whether you're chasing a PR or jogging with friends, this welcoming 5K is perfect for beginners and seasoned runners alike. The scenic course kicks off at The Ridgefield Playhouse and finishes in beautiful Ballard Park, where the celebration continues!  Expect: A supportive, all-women race atmosphereFamilies lining the streets cheering you onA festive finish-line celebrationRunner refreshmentsA fun-filled kids’ activity areaSmiles, memories, and Mother’s Day magicBring the whole family — the kids can race in the 1-Mile before lining the course to cheer Mom to the finish! Make it your new Mother’s Day tradition.Run.
5K
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MAY 10

Milford Campus Bridgeport Hospital Mother's Day 5K Run/Walk, 3K - Walkers only and Kids Fun Run

Milford, CT
For over thirty years the Bridgeport Hospital Milford Campus has hosted a Mother's Day Run and Walk to promote wellness and health. All abilities are invited to join us as we celebrate this special day!  Proceeds from this year’s Mother’s Day 5K Run/Walk will support programs and patients of Bridgeport Hospital's Milford Campus. Important to note: THIS YEAR WE ARE LIMITING OUR PARTICIPANT NUMBER TO 650.  Please consider registering early - we were close to sold out last year.  We do not want to compromise your safety and  have limited space.Once registration is closed, it will NOT be reopened. Thank you for understanding.  EVENTS: Our 5K chip timed Run (or walk) and 3k Fitness Walk (untimed) both begin and ends at the Milford Campus of Bridgeport Hospital. You must RUN or WALK the entire 5K if you want to be computer timed and eligible for awards. Our 3K walk (1.8mi) is not timed.  Our FREE, 1/10 mi Kids Fun Run is prior to the start of the 5K.   All kids 5th grade (10 year
5K
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MAY 10

WeCare-Mother's Day 5K

Brookfield, CT
♥ ♥ ♥ 14th annual Mother's Day WeCare 5K ♥ ♥ ♥    May 10, 2026. Race kicks off at 9am. Sign-in and warm up starting at 8am. Presented by Brookfield High School's National Honor Society  ∼ Supporting ________________TBD!  Beneficiary announced in the spring. Certified 5K USATF course  •  chip timing  •  T-shirts to first 100 registrants  •  Refreshments  •  Awards   Registration: $30 per person. Register up to 10 runners at a time to save on processing fees.   Teams welcome! Runners must enter together as a team, pay as individuals. (Teams not eligible for individual awards.) Registration closes May 6 at 12:00 noon.  In-person, race-day registration starting at 8:15AM ($35)   Straight DONATIONS  are also gratefully accepted by contacting the race director Awards:  Overall Female: 1st place Overall Male: 1st place TROPHY awarded for First place for each team: Mother/Daughter, Grandmother/Granddaughter, Mother/Son, Grandmother/Grandson  RIBBONS: 1st, 2nd, & 3rd  place for mal
5K
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MAY 10

Vernon Mothers Day Dash 5K

Vernon, CT
Vernon Mothers Day Dash 5K with Mother-Son and Mother-Daughter Team Competition                          ***   Mother Son and Mother Daughter teams (Both parent and child must register) must register before May 8. 2026  ****                           USATF Certified Course Every participant registered by April 6th receives a T-shirt. The first 100 registered participants will receive a specialty designed race bib. All entries must register using the online system at WWW.RUNSIGNUP.COM Divisions: Overall Male and Female, Age Divisions: 0-14,15-18,19-29,30-39, 40-49, 50-59, 60-69, 70 and over Mother-Son Category, Mother-Daughter Category  (Teams must register before May 8, 2026)                                          Teams of 2 Both Mother and Son or Daughter must register Each Person ( both mother and child) must enter in order to compete as a team
5K
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MAY 14

Stamford Boys & Girls Club Corporate 5K at Mill River Park

Stamford, CT
More information:  http://www.stamfordboysandgirls5k.com/
5K
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MAY 15

Moonlight 5K

New Milford, CT
New Milford Moonlight 5K Road Race – Benefiting The Ostomy Foundation  Friday, May 15, 2026 | Race Starts at 7.30  Young’s Field, New Milford, CT  Held during New Milford Goat Days  Lace up and join us as we bring back the Moonlight 5K in New Milford, CTSupport The Ostomy Foundation, enjoy the beautiful Housatonic River views, and challenge yourself on a fast, flat, USATF-certified course (CT18028JHP) — ideal for runners aiming for a PR and walkers looking to move for a cause.  5K starts at 7:30 PM  Medals and prizes to be awarded  Stick around or show up early for Goat Days live music, food trucks, festivities and fireworks!REGISTER NOW  Early sign-up encouraged – spots fill fast!  Professionally timed by iRunCT  All proceeds benefit The Ostomy Foundation, supporting ostomates, educational programs and raising awareness locally and nationwide
5K
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MAY 16

RESERVOIR RUSH

Moodus, CT
Join us for the 2nd Annual Reservoir Rush 5k Run/Walk in Moodus, CT! Discover the tranquil beauty of Moodus, while enjoying this 5K run/walk through the winding country roads, around the town's reservoir area with scenic water views on mostly level running course. Show your most festive patriotic support by wearing red, white and blue!  This fundraising event is hosted by the East Haddam/Moodus VFW Post 3336. All Proceeds from this event will benefit Post 3336, and will be distributed to the following Veteran's non-profit organizations: The House of Heroes of Connecticut,  a non-profit organization that helps our veterans (and their spouses) who are disabled, living on a fixed income, or facing other physical/financial challenges. The Forever in My Heart Foundation program: VETS Valor a psychiatric & mobility service dog training to assist disabled veterans. This event will not only bring together members of our community, but also increase the exposure of the VFW Post 33
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MAY 16

Quiet Corner Winery First Annual Alzheimer’s Fundraiser 5K

Hampton, CT
On May 16th, we’re coming together as a community to support an important cause. The First Annual Hampton Alzheimer’s 5K aims to bring 250 participants together to raise over $5,000 for the Alzheimer’s Association.This event is proudly sponsored by Quiet Corner Winery, and we hope many of our friends, customers, and neighbors will join us to run, walk, and support families affected by Alzheimer’s. Please Share this so we can hit our goal! Every step helps raise awareness and funding for research and support services.📅 May 16th📍164 Main Street, Hampton, Connecticut (Town Hall starting line) Let’s make this first year a huge success for a cause that impacts so many families.
5Kcharity
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MAY 16

2026 Windsor Kiwanis Shad Derby Road Race

Windsor, CT
This is a fundraiser for Windsor Kiwanis activities including college scholarships, middle school trips to Cape Cod and Washington DC, youth clubs at two grammar schools and a middle school, Boy Scout Eagle projects, donations to local, national and international charities and sponsoring projects done by other local organizations.  Awards:  Runners: Overall Winners Male & Female (No double dipping) Gold, Silver, Bronze (Male and Female): 12 and under Youth, 13-18 Junior, 19-29 Open, 30-39 Mid Master, 40-49 Sub Master, 50-59 Master, 60-69 Senior & 70+ Walkers: Overall Male & Female
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MAY 16

2026 CACNA1A 5K

Norwalk, CT
On May 16-17, 2026, the CACNA1A Foundation and families around the globe will be participating in the 6th Annual Virtual CACNA1A 5K Run, Walk, and Roll! Participate from Anywhere! Run, walk, roll, treadmill, swim, or pick another activity — the choice is yours! Enjoy the flexibility to complete this event at your own pace and in the way that suits you best. Connect with Your Community! We encourage everyone to gather with friends, family, and supporters at their favorite local spot: a park, neighborhood, school, or any place that feels special to you. Let's celebrate this event together!
5K
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MAY 16

BEACH ROSES WALK

Madison, CT
This inaugural Beach Roses Walk is a powerful call to action in the fight against breast cancer. This event brings together people of all ages to honor breast cancer survivors and those we've lost to the disease. Participants will raise vital funds for groundbreaking research aimed at ending breast cancer, as well as for initiatives that support and enhance the lives of survivors. Set against the backdrop of Hammonasset's blooming beach roses, the walk symbolizes strength, perseverance, and hope.
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MAY 16

Roxbury Road Race Series #11

Roxbury, CT
8.5 Miles- Painter with Booth/Goldmine loop Active duty military/veterans and active first responders are encouraged to contact the race for a discount.
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MAY 16

Forgotten Forest 9 Hour Ultra

Stratford, CT
The Forgotten Forest Awaits: FYI: First the Enchanted will be on Saturday  March 21, 2026  and will start at 8:30 am  until  2:30 pm. It is a great race for training in fact the Enchanted 6 hour feeds training for the Fogotten 9 hour Saturday May 16, which leads to the Centurion 33 hour June 27/28, 2026 for a 100 mile buckle.Do as many miles or hours, as you wish over single and double track with typical New England trails of roots, rocks and rolling hills. https://rooseveltforestultras.com/ Deep in the heart of Roosevelt Forest, where the trails whisper secrets and the trees stand as silent sentinels, an endurance challenge like no other awaits. Some say the forest was forgotten—but for those who run here, it’s anything but. The Forgotten Forest 9-Hour Ultra isn’t just about logging miles—it’s about testing your limits, supporting your fellow runners, and soaking in the beauty of the trails.The event runs from 8:30 AM to 5:30 PM on a well-marked single and double-track loop with appro
ultra
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MAY 16

Bailey's Garden 5K

Lebanon, CT
Bailey's Garden Foundation in Lebanon, CT, supports children with disabilities, founded by Jim and Mary-Grace Shifrin after losing their daughter Bailey, who had Trisomy 18, creating an accessible playground and providing grants. Race details: Race Time: 9:00 AMBib pickup 7:30 AM to 8:45 AMRace Day Registration ​7:30 AM to 8:45 AM​Location: Lebanon Green, CT170 West Town Street, Lebanon, CT​Near the First Congregational Church Race highlights: Race shirt ​​ (Must register by May 3rd to guarantee a shirt) ​Division awardsCustom race bibsPost race refreshments​Fast course​USA/TF CertifiedMusic​Professional chip timing
5K
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MAY 16

Dan the Man 5K Run/Walk for ALS

Berlin, CT
Please join us for the Third Annual Dan the Man 5K Run/Walk for ALS!
5K
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MAY 16

Camp Challenge

Ashford, CT
Raise a little hell with Camp at our 5K Run/Walk or 6-hour Trail Run! Explore our gravel trails, feel the Magic of Camp, and help us bring joy to children with serious illnesses and their families. Create a fundraising team or join as an individual. Together, we'll raise funds to support programs for thousands of children across the Northeast and Mid-Atlantic. Get a lil Campy at our Finish Festival with food, Camp activities, tours, and music. Families and friends are welcome!
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MAY 17

2026 Rossiter Run 5K Race and Fun Run/Walk

Washington Depot, CT
Are You Up for the 6th Annual Steep Rock’s 5K Challenge? You’re invited to Steep Rock Association’s 2026 Rossiter Run 5K Race and Fun Run/Walk on Sunday, May 17th at 9:00am in Steep Rock Preserve! The racecourse follows a scenic route along the Shepaug River with a gradual incline in the stunning Steep Rock Preserve. Join us for the challenge and the chance to celebrate your achievement at the finish line! Registration Fees Adults: $25 online (early registration) | $35 on race dayYouth (14 & under): $10Fun Run/Walk: $5Fun Run/Walk participants are untimed and will not receive a race bib.Please note: All registration fees are non-refundable. Go Green: To show your love of the environment, please bring your own water bottles; we will have water to refill them. Awards Overall:🏆Prizes awarded to 1st place Male, Female, and Nonbinary finishers. Recognition - Age Groups:Top 3 Male, Female, and Nonbinary finishers in each of the following age groups will be recognized: 19 & Un
5K
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MAY 17

Running Battles- A 5k"ish" Race To The Finish

Wolcott, CT
Please join us at Woodtick Recreation Area for a 3.5 mile trail run/walk in Wolcott, CT.  All profit from the race will go to the Wolcott Cross Country Teams!  Stick around after the race with a free entry ($10 value) into the CT Food Truck Battles Festival! https://ctfoodtruckbattles.com/ Registration-$30, Day of Registration is $40 Medals given out to division winners Registration opens up on race day at 8:30 am, race starts at 10 am. Gates for the festival open up at 12 pm!
5K
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MAY 17

Mystic Half Marathon & 10K

Mystic, CT
https://www.hartfordmarathon.com/mystic-half-marathon-10k/
10KHalf Marathon
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MAY 17

Friendship Day & Walk

Stamford, CT
Walk 4 Friendship and bring an extra smile ot our special friends' faces! Every dollar raised goes towards connecting members of the special needs community with friends. Through Sunday Children's Circle and Adult Socials, Cooking Circle, animal fun, Friends at Home, Challah Bakes, and more, Friendship Circle ensures that no one should ever feel alone or isolated. Your contribution will make this possible. Together we can perform miracles!
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MAY 17

Strong Family Farm Chicken Run

Vernon, CT
Welcome this year's chickens to the farm at the 13th annual Chicken Run. For 13 years, the Chicken Run has been a way to start the farm season and welcome the new baby chicks to the farm and to support the Strong Family Farm, Vernon’s nonprofit community farm located in the center of Vernon, CT.     The Strong family along with a large number of community members are committed to seeing that the beloved 7 generation Strong family farm is preserved in order to provide an agricultural education center where everyone can experience an authentic family farm environment.  This doesn’t come cheap. Our yearly Chicken Run is our biggest and most successful fundraiser - thanks to all our sponsors and participants!  Won’t you join them?  Register above! -Kids Fun Fun at 8:30 -5K Road Race at 9:00 -1.5 mile walk at 9:05 Special discount to Strong Family Farm Members upon request - Why not become a member and save on our many programs this year?  Click HERE and become a member today. Then, ema
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MAY 23

Savin Rock Waves of Hope 5k

West Haven, CT
Join us for the Savin Rock Waves of Hope 5K, a family-friendly run/walk along the beautiful West Haven shoreline presented by Cruz Roofing & Siding. This inspiring community event brings together runners, families, and supporters to raise awareness and critical funds for pediatric cancer, honoring the bravery, strength, and resilience of children fighting every day. We’re excited to invite you to join us for this year’s Waves of Hope 5K, a powerful community event where we come together to support an incredible cause and make a real impact. This is an official timed race with bibs. Whether you’re running, walking, or coming to enjoy the festivities, this is an event for the whole family!    What’s Included With Registration:  FREE event T-shirt for every registered participantTimed race with bibs  Mini golf fun for all ages The Therapy mini ponies special appearance Raffles & giveawaysFace painting Set against the iconic backdrop of Savin Rock, the course follows the scenic bea
5K
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MAY 23

5K Walk/Jog/Run for Jon

Woodbury, CT
As many of you may already know, a valued member of our Nonnewaug school community, Jon Cheung, was recently diagnosed with Leukemia.  Just as he always has done in the classroom, on the sports fields, and in life, Jon is giving his all in this fight and the whole community is behind him.  Our chapter of the Math Honor Society, of which Jon is a member want to show support and help raise funds to assist with the medical costs that his recover process involves so that him and his family can focus their attention on his health.  To that end, we have planned a charity 5K walk/jog/run on Nonnewaug's campus for the 23rd of May.  We hope you will show your support by signing up and enjoying a fun race with music, games, food, and more.  If you have any questions, please email rrobillard@ctreg14.org or text 860-605-3730.   The race will be hand timed by our students and results will be posted afterwards.
5K
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MAY 23

Roxbury Road Race Series #12

Roxbury, CT
Roxbury Mile- Starts at the park and ends at Booth School Active duty military/veterans and active first responders are encouraged to contact the race for a discount.
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MAY 23

32nd Annual | Weston Memorial Day Weekend 5K & Kids Fun Run

Weston, CT
(ACTUAL DESCRIPTION THAT SHOWS ON LANDING PAGE IS UNDER THE COVER PAGE FEATURE - CHANGE IT THERE AND THEN CAN COPY IT BACK HERE). Lace up your sneakers & bring your crew | Our signature USATF-certified 5K road race features a scenic, tree-lined course through the heart of Weston. Whether you’re a competitive runner, a casual jogger, or just looking to enjoy a morning walk for a great cause, we invite you to join us for this 32nd annual premier community event on Saturday, May 23rd. Fun for the Littles | Our Kids Fun Run events include 3 races for our youngest runners (the dash, 1/4 mile, and 1 Mile), plus the popular Kids Fun Zone -  featuring an oversized bouncy obstacle course and activities to keep the energy high all morning long. Run for a Reason | While there are ribbons to be won and personal records to be smashed, your participation means so much more. As the largest fundraiser for the WHS PTO, the event supports enrichment programs and educational needs that benefit teache
5K
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MAY 23

Lift For Kindness

North Haven, CT
Lift for Kindness is a team-based weightlifting fundraiser built around lifting each other up. Participants will complete weightlifting challenges as individuals and teams.Donations may be pledged per pound lifted, per participant, per team, or across multiple pledges. All proceeds supports kindness, mental health awareness, and youth-focused anti-bullying programs.
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MAY 23

Dustin L. Doyon Memorial Road Race

Suffield, CT
The Dustin L. Doyon Memorial Road Race is being held on Saturday May 23, 2026 at Suffield Middle School. All money raised will go towards a scholarship fund in Dustin's name. The 5K Run/Walk and 10K Run starts at Suffield Middle School and is a down and back course on Hill Street (ending again at the Middle School). The race begins at 9:25 am. These races will be timed with prizes awarded. For more information see the webpage link above. Bib pick up and day of registration will take place between 7:45 and 9:00am at the Middle School.
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MAY 24

RACE AROUND THE LAKE

New Hartford, CT
3.5 mile Race Around New Hartford's Gorgeous West Hill Lake
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MAY 24

Newtown Savings Bank Mile Down the Pike

Monroe, CT
Join us for the Newtown Savings Bank Mile Down the Pike, a one mile road race.  The route proceeds down Monroe Turnpike along the Monroe Memorial Day parade route AFTER the roads close, but before the parade begins.  A swift mile downhill, this event is on the same route as the Monroe Memorial Day parade.  Enjoy a quick mile race starting at Firemen's Field and ending at Elm Street and Cross Hill intersection.  Be cheered on as the crowds gather for the parade.  Don't miss this fun event!  You should be able to do a mile in 15 minutes or less to sign up for this race.  THIS IS A TIMED ROAD RACE. Race will be held rain or shine.  In the event the parade is cancelled, the race will be moved to an alternate location.  In the event of severe weather the race will be cancelled.  No refunds will be issued in the event of cancellation or change in location.  Any changes based on inclement weather will be made by 10:15am on race day and communicated via email and social media to all re
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MAY 25

Easton Memorial Day Mile Race

Easton, CT
15th Annual Easton Memorial Day Mile Race  Monday May 26th 2025 sign in beginning at 7:30am, race starts at 8:30am. Easton Fire House, 1 Center Road, Easton, CT Net proceeds to benefit Easton Senior Center  Race starts in front of the Easton Fire House @ 8:30am. Finishes at same spot to accommodate Parade goers.**RAIN or SHINE **Post Race Water and FoodAward Ceremony & Prizes at end of race.Commemorative shirt guaranteed to all pre-registered participantsEntry Fee: $25.00 - Race day: $30.00
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MAY 25

Meriden Memorial Mile

Meriden, CT
Join us for the 2026 Meriden Memorial Mile! A one-mile walk/run event to coincide with Meriden’s Memorial Day Parade on Monday, May 25th. We expect a terrific mix of participants, including children and their families, serious runners and those who simply want to enjoy a neighborhood walk to celebrate our Veterans! Proceeds benefit our local Veterans and help connect our community with future running & fitness events! Event Schedule Race Day Check-In Begins: 8amRace Begins: 9am Awards Trophies for the top three Males and FemalesMedals for first male and female in following categories: 15 and under16-1920-2930-3940-4950-5960-6970+ Registration Fees Before May 11th - $20 (16 years and under $10)May 12th - May 24th - $25 (16 years and under $10)Race Day Registration - $30Veterans & Active Military Members - FREE!
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