Upcoming Races Near Windsor, CT

Name: Run the Vineyards - Jonathan Edwards 5K
Start: 2026-05-31
End: 2026-05-31
Location: North Stonington

2025 Jingle Bell Run - Connecticut

Madison, CT

Sunday, December 21st, 2025

Featured

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The Scrooge Scramble 5K

Vernon Rockville, CT

Thursday, December 25th, 2025

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ANSONIA Holiday Hangover Mile!

Ansonia, CT

Saturday, December 27th, 2025

1 Mile

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BETHANY end-of--year dash!

Bethany, CT

Sunday, December 28th, 2025

1 Mile

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Chilly Chili Run

Orange, CT

Thursday, January 1st, 2026

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Frosty 5K

Guilford, CT

Thursday, January 1st, 2026

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

Westfield, MA

Thursday, January 1st, 2026

10K

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Brookfield Lions Run for Sight 4-Miler

Brookfield, CT

Thursday, January 1st, 2026

Fast

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Kelley's Pace Frostbite

Mystic, CT

Saturday, January 3rd, 2026

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Fleet Feet Hartford Winter 2026 Training Programs

West Hartford, CT

Saturday, January 3rd, 2026

10K

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Brian Aselton East Hartford 5K Snow Dash

East Hartford, 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

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HTC Winter Series Barkhamsted 8.5/17 mile

Barkhamsted, CT

Sunday, January 11th, 2026

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MRC Winter Track Showcase

Middletown, CT

Saturday, January 17th, 2026

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The Finish LYME!

Lyme, CT

Saturday, January 24th, 2026

1 Mile

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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

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41st Annual Lake Waramaug Polar Bear Run

Warren, CT

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

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

Dover Plains, NY

Saturday, March 14th, 2026

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HTC Winter Series Simsbury 10K run

Simsbury, CT

Saturday, March 14th, 2026

10K

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Run To End Homelessness 5K10K Walk/Run

Springfield, MA

Saturday, March 14th, 2026

10K

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The Leprechaun Made Me Do It

Glastonbury, CT

Tuesday, March 17th, 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

Bradley Road Race - 5K & 10K

Windsor Locks, CT

Saturday, March 28th, 2026

10K

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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

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Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

Trail

Fast

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Race for YOUR Mental Health

Meriden, CT

Saturday, April 18th, 2026

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Redcoat Retreat Marathon & 5K

North Grosvenordale, CT

Saturday, April 18th, 2026

Marathon

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Redcoat Retreat 5K

North Grosvenordale, CT

Saturday, April 25th, 2026

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Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Winsted, CT

Saturday, April 25th, 2026

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Shane Kinsella Memorial Run/ Walk

Goshen, CT

Saturday, April 25th, 2026

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

Southbury, CT

Saturday, April 25th, 2026

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Strides For Scholars

Union, CT

Sunday, April 26th, 2026

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2026 Deer Lake 5M Trail Run

Killingworth, CT

Sunday, April 26th, 2026

Trail

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Brew Run

New London, CT

Saturday, May 2nd, 2026

1 Mile

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2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

10K

1 Mile

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Seven Sisters Trail Race Charity Bibs

Amherst, MA

Saturday, May 2nd, 2026

Trail

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Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

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Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 3rd, 2026

1 Mile

Trail

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Runway 5K

Northampton, MA

Sunday, May 3rd, 2026

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Sgt. Joshua D. Desforges Walk/Run Challenge

Ludlow, MA

Saturday, May 9th, 2026

Trail

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WeCare-Mother's Day 5K

Brookfield, CT

Sunday, May 10th, 2026

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End the Stigma: Mental Health Awareness 5K

New London, CT

Saturday, May 16th, 2026

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RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

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Outrun Hunger 5K race - and 1-mile fun walk

Springfield, MA

Sunday, May 17th, 2026

1 Mile

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Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

Fast

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Spring Street Mile & 5K Presented by PTSMC

Manchester, CT

Saturday, May 30th, 2026

1 Mile

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Run the Vineyards - Jonathan Edwards 5K

North Stonington, CT

Sunday, May 31st, 2026

View details for race Run the Vineyards - Jonathan Edwards 5K

Explore more in Windsor, 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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