Upcoming 5K Races Near Middletown, CT

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2026 Colony Grill 'Hot Oil' 5K

Fairfield, CT

Sunday, November 8th, 2026

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Centerville Bank Thompson Turkey Trot

Thompson, CT

Sunday, November 8th, 2026

Trail

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Monson Memorial Classic Half Marathon & 5K

Monson, MA

Sunday, November 8th, 2026

Half

Fast

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Husky Run & Ruck 10K, 5K and Fitness Walk

Storrs, CT

Sunday, November 8th, 2026

10K

1 Mile

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Stonington Vineyards Wine Run Turkey Trot 5k

Stonington, CT

Sunday, November 8th, 2026

Trail

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Hot COCO 5K

Cheshire, CT

Saturday, November 14th, 2026

1 Mile

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Waterford High School 14th Annual 5K Turkey Trot

Waterford, CT

Saturday, November 21st, 2026

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Roxbury Thanksgiving Day Charity Race

Roxbury, CT

Thursday, November 26th, 2026

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Branford Thanksgiving 5K

Branford, CT

Thursday, November 26th, 2026

Fast

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The Joyce Allen Great Turkey Escape

Redding, CT

Thursday, November 26th, 2026

1 Mile

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Newtown Turkey Trot

Newtown, CT

Thursday, November 26th, 2026

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Run Turkey Run! Thanksgiving Day 5K

Hamden, CT

Thursday, November 26th, 2026

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Stratford Turkey Day Trot

Stratford, CT

Thursday, November 26th, 2026

Fast

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Santa Made Me Do It

Bethlehem, CT

Saturday, December 5th, 2026

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Norwich Winterfest 5K

Norwich, CT

Saturday, December 5th, 2026

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CLA Blue Back Mitten Run

West Hartford, CT

Sunday, December 6th, 2026

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Niantic Jingle 5k

Niantic, CT

Saturday, December 12th, 2026

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2026 Jingle Bell Run - Connecticut

Madison, CT

Sunday, December 13th, 2026

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Frosty Forest 5k

Stratford, CT

Saturday, December 19th, 2026

Trail

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

Westfield, MA

Friday, January 1st, 2027

10K

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

99.1 PLR *Shamrock and Roll 5K*

New Haven, CT

Sunday, March 7th, 2027

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Catch A Leprechaun 5K

Essex, CT

Saturday, March 13th, 2027

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Ospreys Dominion Wine Run 5k

Peconic, NY

Saturday, March 20th, 2027

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2026 Rossiter Run 5K Race and Fun Run/Walk

Washington Depot, CT

Sunday, May 16th, 2027

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Moonlight 5K

New Milford, CT

Friday, May 21st, 2027

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