Upcoming Races Near Cheshire, CT

Name: Tommy Sullivan's 5K
Start: 2026-04-19
End: 2026-04-19
Location: Branford

Winter Wonderland 5 Miler

Milford, CT

Sunday, February 1st, 2026

Featured

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Cupid Made Me Do It 2 Mile Urban Challenge

Willimantic, CT

Saturday, February 7th, 2026

View details for race Cupid Made Me Do It 2 Mile Urban Challenge

IRIS Run for Refugees

New Haven, CT

Sunday, February 8th, 2026

View details for race IRIS Run for Refugees

Freezer 5k

Yorktown Heights, NY

Sunday, February 8th, 2026

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YOUR BEST CHANCE FOR ROMANCE 3 Mile Run, or walk.

Stratford, CT

Saturday, February 14th, 2026

View details for race YOUR BEST CHANCE FOR ROMANCE 3 Mile Run, or walk.

Freezer 5 Miler

Yorktown Heights, NY

Sunday, February 22nd, 2026

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41st Annual Lake Waramaug Polar Bear Run

Warren, CT

Sunday, February 22nd, 2026

View details for race 41st Annual Lake Waramaug Polar Bear Run

99.1PLR CrossPoint Federal Credit Union ShamRoc...

New Haven, CT

Sunday, March 1st, 2026

View details for race 99.1PLR CrossPoint Federal Credit Union ShamRock & Roll 5K

King of The Hill

Kings Park, NY

Saturday, March 7th, 2026

Trail

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2026 MHRRC Ed Erichson Memorial Races: 5mi/10mi

Lagrangeville, NY

Sunday, March 8th, 2026

10 Miles

View details for race 2026 MHRRC Ed Erichson Memorial Races: 5mi/10mi

Catch A Leprechaun 5K

Essex, CT

Saturday, March 14th, 2026

View details for race Catch A Leprechaun 5K

Run To End Homelessness 5K10K Walk/Run

Springfield, MA

Saturday, March 14th, 2026

10K

View details for race Run To End Homelessness 5K10K Walk/Run

HTC Winter Series Simsbury 10K run

Simsbury, CT

Saturday, March 14th, 2026

10K

View details for race HTC Winter Series Simsbury 10K run

EDRRC - St. Patrick's 5K Run/Walk

Dover Plains, NY

Saturday, March 14th, 2026

View details for race EDRRC - St. Patrick's 5K Run/Walk

MATTITUCK - CUTCHOGUE ATHLETIC BOOSTER CLUB SHA...

Peconic, NY

Sunday, March 15th, 2026

View details for race MATTITUCK - CUTCHOGUE ATHLETIC BOOSTER CLUB SHAMROCK SHUFFLE 5K

THE LITTLE O’PUB 5K

Stratford, CT

Sunday, March 15th, 2026

View details for race THE LITTLE O’PUB 5K

Run For The Shamrock

Hamden, CT

Sunday, March 15th, 2026

Trail

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SRC & Friends Supported Long Run

Wading River, NY

Sunday, March 15th, 2026

15K

Ultra

Trail

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St. Patrick's Day 10K and 2M in memory of Jack ...

Yorktown Heights, NY

Sunday, March 15th, 2026

10K

View details for race St. Patrick's Day 10K and 2M in memory of Jack Brennan

The Leprechaun Made Me Do It

Glastonbury, CT

Tuesday, March 17th, 2026

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Daisy Dash 5K

Westbrook, CT

Saturday, March 21st, 2026

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Enchanted Forest Ultra Run

Stratford, CT

Saturday, March 21st, 2026

Trail

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Ospreys Dominion Wine Run 5k

Peconic, NY

Saturday, March 21st, 2026

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Annual Johnny's Jog for Charity 5K - Blue Back ...

West Hartford, CT

Sunday, March 22nd, 2026

View details for race Annual Johnny's Jog for Charity 5K - Blue Back Square, West Hartford

Boston Blowout- Spring Fling 3/22/2026

Stratford, CT

Sunday, March 22nd, 2026

1 Mile

View details for race Boston Blowout- Spring Fling 3/22/2026

Beach Bunny 5K

Fairfield, CT

Saturday, March 28th, 2026

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Bradley Road Race - 5K & 10K

Windsor Locks, CT

Saturday, March 28th, 2026

10K

View details for race Bradley Road Race - 5K & 10K

Boys and Girls Club of Greater Westfield Half M...

Westfield, MA

Saturday, March 28th, 2026

Half

10K

View details for race Boys and Girls Club of Greater Westfield Half Marathon

ANDREW'S TOP GUN RUN 5K

Calverton, NY

Saturday, March 28th, 2026

Trail

Fast

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Big Heart 5k

Center Moriches, NY

Saturday, March 28th, 2026

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PJ Run for a Cause 5K

Storrs Mansfield, CT

Saturday, March 28th, 2026

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Mudders and Grunters

Yorktown Heights, NY

Sunday, March 29th, 2026

Trail

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Run to Remember: In Honor of Our Beloved Pets

Madison, CT

Sunday, March 29th, 2026

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NVCC Food Pantry Run/Walk

Waterbury, CT

Sunday, March 29th, 2026

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Sparrow's Nest Superhero Rock 'N' Run Challenge...

Poughquag, NY

Monday, March 30th, 2026

Ultra

Trail

View details for race Sparrow's Nest Superhero Rock 'N' Run Challenge and 5K

Hoo's Fooling Who 2 Miler

South Windham, CT

Saturday, April 4th, 2026

View details for race Hoo's Fooling Who 2 Miler

Hoppin Hodges Rails to Trails 5K

Andover, CT

Sunday, April 5th, 2026

Trail

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Greenway 5K Charity Run & Walk

Derby, CT

Saturday, April 11th, 2026

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Hartford Track Club Quarter Marathon

West Hartford, CT

Saturday, April 11th, 2026

10K

View details for race Hartford Track Club Quarter Marathon

2026 MHRRC Barri Donnellan Memorial Walk/Run to...

Millbrook, NY

Saturday, April 11th, 2026

View details for race 2026 MHRRC Barri Donnellan Memorial Walk/Run to Benefit Angels of Light

Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

Trail

Fast

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Farm & Forest All- Terrain 5K & Hog Wild Kids F...

Stamford, CT

Sunday, April 12th, 2026

View details for race Farm & Forest All- Terrain 5K & Hog Wild Kids Fun Run

John Jay Community Trail Race

Cross River, NY

Sunday, April 12th, 2026

Trail

View details for race John Jay Community Trail Race

Race for YOUR Mental Health

Meriden, CT

Saturday, April 18th, 2026

View details for race Race for YOUR Mental Health

Naugatuck YMCA & Rotary 5K

Naugatuck, CT

Saturday, April 18th, 2026

View details for race Naugatuck YMCA & Rotary 5K

KIM’S KINDNESS 5K

Mattituck, NY

Saturday, April 18th, 2026

View details for race KIM’S KINDNESS 5K

Brookhaven Trail 15K and 4 Mile Trail Run

Wading River, NY

Sunday, April 19th, 2026

15K

Trail

View details for race Brookhaven Trail 15K and 4 Mile Trail Run

Healthy Kids Running Series Spring 2026 - East ...

East Windsor, CT

Sunday, April 19th, 2026

View details for race Healthy Kids Running Series Spring 2026 - East Windsor, CT

SRC 5k, 10k, Half Marathon

Stamford, CT

Sunday, April 19th, 2026

10K

Half

View details for race SRC 5k, 10k, Half Marathon

Tommy Sullivan's 5K

Branford, CT

Sunday, April 19th, 2026

Trail

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Explore more in Cheshire, CT

Distances:

5K 10K Half Marathon Marathon

Months:

January February March

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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