Upcoming Races Near Cheshire, CT

Name: Deacon Chuck Dietsch Memorial 5K Run & Walk for Haiti
Start: 2026-04-25
End: 2026-04-25
Location: Southbury

BPT PAL Christmas Village Road Race

Trumbull, CT

Saturday, December 13th, 2025

Featured

View details for race BPT PAL Christmas Village Road Race

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Niantic Jingle 5k

Niantic, CT

Saturday, December 13th, 2025

View details for race Niantic Jingle 5k

Santa Shuffle 5k

Longmeadow, MA

Saturday, December 13th, 2025

View details for race Santa Shuffle 5k

SHAKE IT OFF in SHARON!

Sharon, CT

Saturday, December 13th, 2025

1 Mile

View details for race SHAKE IT OFF in SHARON!

2025 Norwalk Jingle Bell 5K

Norwalk, CT

Saturday, December 13th, 2025

View details for race 2025 Norwalk Jingle Bell 5K

Reindeer Dash

Chaplin, CT

Sunday, December 14th, 2025

View details for race Reindeer Dash

2025 Jingle Bell Run - Madison, CT

Madison, CT

Sunday, December 14th, 2025

View details for race 2025 Jingle Bell Run - Madison, CT

The Holiday Run & Walk For Toys

Stratford, CT

Sunday, December 14th, 2025

View details for race The Holiday Run & Walk For Toys

8th Annual Taco Trials

Rocky Hill, CT

Sunday, December 14th, 2025

10 Miles

View details for race 8th Annual Taco Trials

New Canaan Santa Run 2025

New Canaan, CT

Saturday, December 20th, 2025

1 Mile

View details for race New Canaan Santa Run 2025

Greenwich Road Runners Jingle Bell Run 2025

Old Greenwich, CT

Saturday, December 20th, 2025

View details for race Greenwich Road Runners Jingle Bell Run 2025

Battle for Burnett

Fairfield, CT

Sunday, December 21st, 2025

View details for race Battle for Burnett

The Scrooge Scramble 5K

Vernon Rockville, CT

Thursday, December 25th, 2025

View details for race The Scrooge Scramble 5K

ANSONIA Holiday Hangover Mile!

Ansonia, CT

Saturday, December 27th, 2025

1 Mile

View details for race ANSONIA Holiday Hangover Mile!

BETHANY end-of--year dash!

Bethany, CT

Sunday, December 28th, 2025

1 Mile

View details for race BETHANY end-of--year dash!

Chilly Chili Run

Orange, CT

Thursday, January 1st, 2026

View details for race Chilly Chili Run

Frosty 5K

Guilford, CT

Thursday, January 1st, 2026

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Brookfield Lions Run for Sight 4-Miler

Brookfield, CT

Thursday, January 1st, 2026

Fast

View details for race Brookfield Lions Run for Sight 4-Miler

Gordy's First Race to benefit the Boys & Girls ...

Westfield, MA

Thursday, January 1st, 2026

10K

View details for race Gordy's First Race to benefit the Boys & Girls Club of Greater Westfield

Fleet Feet Hartford Winter 2026 Training Programs

West Hartford, CT

Saturday, January 3rd, 2026

10K

View details for race Fleet Feet Hartford Winter 2026 Training Programs

Brian Aselton East Hartford 5K Snow Dash

East Hartford, CT

Sunday, January 4th, 2026

View details for race Brian Aselton East Hartford 5K Snow Dash

MADD Dry 5K

Fairfield, CT

Sunday, January 4th, 2026

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Team Mossman Triathlon Club Winter Running Chal...

Hamden, CT

Sunday, January 11th, 2026

10K

15K

Half

Trail

View details for race Team Mossman Triathlon Club Winter Running Challenge

HTC Winter Series Barkhamsted 8.5/17 mile -----...

Barkhamsted, CT

Sunday, January 11th, 2026

View details for race HTC Winter Series Barkhamsted 8.5/17 mile -----> There is a waitlist.

SRC 10 Mile Run to Moriches Field Brewery

Center Moriches, NY

Saturday, January 17th, 2026

10 Miles

View details for race SRC 10 Mile Run to Moriches Field Brewery

EDRRC - Frozen Looper

Pawling, NY

Sunday, January 18th, 2026

View details for race EDRRC - Frozen Looper

The Finish LYME!

Lyme, CT

Saturday, January 24th, 2026

1 Mile

View details for race The Finish LYME!

Winter Wonderland 5 Miler

Milford, CT

Sunday, January 25th, 2026

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IRIS Run for Refugees

New Haven, CT

Sunday, February 8th, 2026

View details for race IRIS Run for Refugees

41st Annual Lake Waramaug Polar Bear Run

Warren, CT

Sunday, February 22nd, 2026

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

Freezer 5 Miler

Yorktown Heights, NY

Sunday, February 22nd, 2026

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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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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

The Leprechaun Made Me Do It

Glastonbury, CT

Tuesday, March 17th, 2026

View details for race The Leprechaun Made Me Do It

Ospreys Dominion Wine Run 5k

Peconic, NY

Saturday, March 21st, 2026

View details for race Ospreys Dominion Wine Run 5k

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

Beach Bunny 5K

Fairfield, CT

Saturday, March 28th, 2026

View details for race Beach Bunny 5K

Bradley Road Race - 5K & 10K

Windsor Locks, CT

Saturday, March 28th, 2026

10K

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

Big Heart 5k

Center Moriches, NY

Saturday, March 28th, 2026

View details for race Big Heart 5k

NVCC Food Pantry Run/Walk

Waterbury, CT

Sunday, March 29th, 2026

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Hoppin Hodges Rails to Trails 5K

Andover, CT

Sunday, April 5th, 2026

Trail

View details for race Hoppin Hodges Rails to Trails 5K

John Jay Community Trail Race

Cross River, NY

Sunday, April 12th, 2026

Trail

View details for race John Jay Community Trail Race

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

Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

Trail

Fast

View details for race Ion Bank Cheshire Road Races

Race for YOUR Mental Health

Meriden, CT

Saturday, April 18th, 2026

View details for race Race for YOUR Mental Health

Shane Kinsella Memorial Run/ Walk

Goshen, CT

Saturday, April 25th, 2026

View details for race Shane Kinsella Memorial Run/ Walk

Deacon Chuck Dietsch Memorial 5K Run & Walk for...

Southbury, CT

Saturday, April 25th, 2026

View details for race Deacon Chuck Dietsch Memorial 5K Run & Walk for Haiti

Explore more in Cheshire, CT

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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