Upcoming 5K Races Near Old Saybrook, CT

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Donny's Dash

Simsbury, CT

Sunday, October 25th, 2026

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5K for Ballet!

East Hampton, CT

Sunday, October 25th, 2026

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Connecticut Law Enforcement Officers Memorial Run

Middletown, CT

Sunday, October 25th, 2026

View details for race Connecticut Law Enforcement Officers Memorial Run

Abner Oakes III Veterans Run 5K & 10K

Hamden, CT

Sunday, October 25th, 2026

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Run The Runway 5K & Kids Fun Run

Meriden, CT

Sunday, October 25th, 2026

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15th Annual Milford 5K Trick or Trot Run/Walk

Milford, CT

Saturday, October 31st, 2026

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Lyman Orchards Pie Run

Middlefield, CT

Saturday, October 31st, 2026

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Hamden Hall CISAC League Race

Hamden, CT

Saturday, October 31st, 2026

Trail

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Collinsville Trick or Trot

Collinsville, CT

Saturday, October 31st, 2026

Trail

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St. Michael School 5K Turkey Trot

Pawcatuck, CT

Saturday, October 31st, 2026

1 Mile

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Plainfield Salute the Troops 5k, Fun Run, & Sol...

Central Village, CT

Saturday, November 7th, 2026

1 Mile

View details for race Plainfield Salute the Troops 5k, Fun Run, & Soldier Stroll

Pawtuxet River 5k: Run of the Mills

Coventry, RI

Saturday, November 7th, 2026

Trail

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Robert J. Lynes Memorial Road Race

Meriden, CT

Saturday, November 7th, 2026

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East Windsor Veterans Day 5K Road Race

Broad Brook, CT

Saturday, November 7th, 2026

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CT Veterans Day Race

Coventry, CT

Saturday, November 7th, 2026

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2026 Colony Grill 'Hot Oil' 5K

Fairfield, CT

Sunday, November 8th, 2026

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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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Stratford Turkey Day Trot

Stratford, CT

Thursday, November 26th, 2026

Fast

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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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Branford Thanksgiving 5K

Branford, CT

Thursday, November 26th, 2026

Fast

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Norwich Winterfest 5K

Norwich, CT

Saturday, December 5th, 2026

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Santa Made Me Do It

Bethlehem, 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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99.1 PLR *Shamrock and Roll 5K*

New Haven, CT

Sunday, March 7th, 2027

View details for race 99.1 PLR *Shamrock and Roll 5K*

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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