Found 308 races near Litchfield County, CT

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19

Poughkeepsie, NY
• 44.7 miles
$25 -$95
Join us for the 48th Annual Mid-Hudson Road Runners Club Dutchess County Classic! Similar to the last few years, this years event will be split over two days with the 1k Kids Fun Run and 5k on...
1K 5K 10K Half Marathon
69
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19

Deep River, CT
• 47.5 miles
$20 -$30
Deep River Parks & Recreation Department is proud to host The Run To The River 5K Road Race as part of the Deep River Family Day celebrations. The 5K race route is USATF certified and begins at...
5K
1
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19

Somers, CT
• 7.6 miles
$35
A TRUE "DESTINATION" RACE - THE 25th ANNUAL 4 TOWN 5K RACE Race registration includes: Custom Bumpa Built Finisher Medal & Free Admission into 4-Town Fair! Come for the run - stay for the Four...
5K
17
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19

Meriden, CT
• 9.1 miles
$20 -$35
ARC RUN 2026 Please join us for our largest fundraiser of the year to support our mission and community impact! The Arc Run 2026 includes two on-site races on September 19, 2026, as well as a...
5K 10K
57
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19

Springfield, MA
• 4.7 miles
$35
A little about us ...Christina's House is a faith-based transitional home and educational program. Our mission is to educate, embrace, and encourage women and children who are homeless or near...
1m 5K
1
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19

Springfield, MA
• 4.7 miles
$25 -$40
On Saturday, September 19, 2026 the Run/Walk starts at 10:00 AM.Colby’s Path to the Cure, a 5k run/walk, to raise funds for Synovial Sarcoma Research and Awareness. King Phillip's Stockade70...
5K
9
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19

Katonah, NY
• 41.0 miles
$10 -$35
Race day registration will be available online only, right from your phone, as we’ve moved away from paper forms. Join us as we celebrate the 26th year of the KVIS Katonah Road Races! Participate...
1m 5K
7
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19

Enfield, CT
• 4.7 miles
$30 -$40
The 9th Annual Outrun Addiction 5K will take place on Saturday, September 19th, 2026 Please join us for this 5K Run/Walk and 2 Mile Walk. Unable to join us on that day? Choose the option of...
2m 5K
17
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20

Farmington, CT
• 27.9 miles
$35
Race Location: 50 Winding Trails Drive, Farmington, CTRace Time: 9am Registration and 10am Race Start Farmington River 5K Trail Race will be held on Sunday, 9/20/2025. The race will be held on...
5K
3
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20

Darien, CT
• 50.6 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
• 44.6 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
• 45.1 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
• 40.1 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

Beacon, NY
• 40.3 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
• 45.1 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
• 41.6 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
• 31.7 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
• 48.7 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
• 62.6 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
• 39.4 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