Found 345 races

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20

Darien, CT
• 43.1 miles
$45 -$55
For 46 years, The Community Fund of Darien has brought the community together for the annual Darien Road Race & Family Fun Day. This beloved fall event features two races—a 1.5-mile Timed...
7
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20

Westport, CT
• 34.9 miles
$20 -$35
Join us for our 12th Annual Walk/Run supporting kids with cancer right here in Connecticut.  
5K
1
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20

Chester, CT
• 27.7 miles
$20 -$40
Choose between a 4 or 9 mile trail race in the Cockaponsett State Forest in Chester, CT.  The 4 miler is the first part of the 9 mile course. The course consists of roots, rocks, muddy sections...
4m 9m
7
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20

Wilton, CT
• 33.3 miles
$25 -$30
A community event presented by Wilton Pride & Wilton Library Join Wilton Pride and Wilton Library for the Third  Annual Come Out & Run 5K celebrating PRIDE, diversity, inclusivity, and the spirit...
5K
1
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20

Sands Point, NY
• 18.6 miles
$35
Helen's 5K Run/Walk 2026 In Person: Sunday, September 20, 2026 USATF Certified   VIRTUALLY: September 14 through September 26, 2026...
5K
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20

Beacon, NY
• 48.8 miles
$25 -$40
WE ARE BACK!!!   I Am Beacon is committed to our mission of offering college scholarships to Beacon seniors. With that, we are excited to announce...   14th Annual | I Run Beacon 5K Run/Walk 2025...
5K
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20

Mount Kisco, NY
• 37.7 miles
$5 -$30
The 13th Annual Kisco 5K and Kids Mad Dash will take place on September 20,2026 One of Mount Kisco's favorite events is back for a 13th year and we are excited for the Mount Kisco Volunteer Fire...
5K
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20

Woodbridge, CT
• 14.8 miles
$25 -$45
Family-friendly fun in Woodbridge welcoming runners and walkers of all ages
2m 5K
284
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20

Ridgefield, CT
• 50.8 miles
$50 -$65
                          Where the Pavement Ends Trail Races are set for Sunday, September 20, 2026                             You can do one loop of the course or do two loops for a “Pavement...
12
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26

Middlebury, CT
• 5.9 miles
$35 -$50
Race Date: Saturday, September 26, 2026 Start Time: 9:00 AM Location: Pies & Pub · 1 Store Road, Middlebury, CT Benefiting: American Cancer Society's Making Strides Against Breast Cancer...
5K
83
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26

Rhinebeck, NY
• 52.3 miles
$37 -$95
The Hudson Valley’s favorite autumn tradition returns. Whether you’re using our half marathon as the final "big push" before your fall championship or taking on the 5K for the sheer atmosphere of...
5K Half Marathon
52
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26

Meriden, CT
• 10.2 miles
$30 -$40
Get ready to lace up your running shoes and make a difference at the Chamber Challenge 5K. Presented by the Midstate Chamber of Commerce Health & Wellness Council and the Young Business Leaders...
5K
3
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26

Portland, CT
• 19.7 miles
$20 -$30
Portland Come on Over 5K Race Information - Online Registration only Date: Saturday, September 27, 2025, Rain or Shine Start Time: 10:00 AM Location: Portland Riverfront Park, 284 Brownstone...
2m 5K
36
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26

Cromwell, CT
• 19.6 miles
$25 -$30
This race will kick off day three of the Cromwell Riverport Festival!  Over half the course is run parallel to the CT river, starting at River Front Park with a turnaround at the beautiful...
5K
3
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26

Redding, CT
• 51.4 miles
$15 -$45
Ready, Set, RACE!Join us for the first annual New Pond Farm Hayfield Hustle! Choose from a scenic 5 mile, 5k, or Children's Sap fun run through the hayfields and byways of New Pond Farm, all...
5K 5m
16
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26

Colebrook, CT
• 29.6 miles
$60
2026 Hogsback Half Marathon Information: Start Time: 8:30 a.m. on September 26, 2026.   Amenities: Rural course on lightly travelled country roads along the Farmington River;Amazing race shirts;6...
Half Marathon
32
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26

Congers, NY
• 31.2 miles
$35 -$40
WELCOME TO THE NICKY CASS 5K CHALLENGE! We are super excited that you have decided to join us on Saturday, September 26, 2026. Expect a morning full of good vibes, music, and good people! Check...
5K
1
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26

New Haven, CT
• 18.5 miles
$25
Participants may walk, run or bike on Saturday September 20th, 2025 at East Rock Park!  The event takes place at College Woods in East Rock Park. 5K participants will run along the Mill River and...
5K
27
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26

Simsbury, CT
• 24.5 miles
$30 -$45
The River Run will take place Saturday September 9/26/2026 10:00 am in picturesque Simsbury, Connecticut.  Featuring USATF certified 5k and 10k road races as well as 1 mile & 1/2 mile kid's...
5K 10K
40
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27

Morris, CT
• 12.2 miles
$30
Connecticut's Newest Lake Road Race!  The Beach to Beach 5K offers scenic views of Bantam Lake with rolling hills and a fast finish at Morris Town Beach. All proceeds of the race go to the Bantam...
5K
3