Upcoming 5K Races Near Winsted, CT

Name: Strides For Scholars
Start: 2026-04-26
End: 2026-04-26
Location: Union

Glastonbury River Runners Race To Fill the Pantry

Glastonbury, CT

Sunday, November 16th, 2025

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View details for race Glastonbury River Runners Race To Fill the Pantry

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Roadtown Turkey Trot 5k

Shutesbury, MA

Saturday, November 22nd, 2025

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Cleats on the Streets 5K

Windsor, CT

Sunday, November 23rd, 2025

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Run for the Turkeys 5K Road Race and Health Walk

New Fairfield, CT

Sunday, November 23rd, 2025

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Rhinebeck Ferncliff Forest 5k Turkey Trot

Rhinebeck, NY

Thursday, November 27th, 2025

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Commodore Hull Thanksgiving Day 5k Road Race

Shelton, CT

Thursday, November 27th, 2025

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Web Hill PTO Turkey Trot 2025

West Hartford, CT

Thursday, November 27th, 2025

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Falcon 5K Turkey Trot

Avon, CT

Thursday, November 27th, 2025

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14th Annual O'BRiley 5K Turkey Trot AT 9AM

Collinsville, CT

Thursday, November 27th, 2025

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Turkey Trot

Adams, MA

Thursday, November 27th, 2025

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The Joyce Allen Great Turkey Escape

Redding, CT

Thursday, November 27th, 2025

1 Mile

View details for race The Joyce Allen Great Turkey Escape

Boys & Girls Club of Ridgefield 44th Annual Tur...

Ridgefield, CT

Thursday, November 27th, 2025

1 Mile

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Run Turkey Run! Thanksgiving Day 5K

Hamden, CT

Thursday, November 27th, 2025

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Newtown Turkey Trot

Newtown, CT

Thursday, November 27th, 2025

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2025 Southbury Turkey Trot 5K & Kids Fun Run

Southbury, CT

Thursday, November 27th, 2025

Fast

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Bethel Turkey Trot

Bethel, CT

Thursday, November 27th, 2025

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Give 'Em the Bird 5k Run / 2K Walk (11th Annual)

Easthampton, MA

Thursday, November 27th, 2025

Trail

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Branford Thanksgiving 5K

Branford, CT

Thursday, November 27th, 2025

Fast

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14th Annual Stuffing the Pantry 5k Run/Walk

East Longmeadow, MA

Thursday, November 27th, 2025

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Run Like Kat

Longmeadow, MA

Friday, November 28th, 2025

1 Mile

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Run Santa Run

New Milford, CT

Saturday, November 29th, 2025

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Fleet Feet Poughkeepsie's 2025 Grateful Gallop ...

Lagrangeville, NY

Saturday, November 29th, 2025

Fast

View details for race Fleet Feet Poughkeepsie's 2025 Grateful Gallop 5K to Benefit Dutchess Outreach

Cow Chip Cross Country Run for the 33rd year!

Trumbull, CT

Saturday, November 29th, 2025

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The ODO Gobbler Run & Ruck

South Glastonbury, CT

Saturday, November 29th, 2025

1 Mile

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Wolf Swamp Turkey Trot 5K Run/Walk

Longmeadow, MA

Saturday, November 29th, 2025

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2025 NIA Jingle Bell Run - 37th Annual

Trumbull, CT

Saturday, December 6th, 2025

1 Mile

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Santa Made Me Do It

Bethlehem, CT

Saturday, December 6th, 2025

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CLA Blue Back Mitten Run

West Hartford, CT

Sunday, December 7th, 2025

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Fleet Feet Poughkeepsie's 2025 Ugly Sweater Run

Poughkeepsie, NY

Sunday, December 7th, 2025

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YMCA 41st Annual Reindeer Ramble

Kingston, NY

Sunday, December 7th, 2025

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Christopher Martin's Christmas Run for Children

New Haven, CT

Sunday, December 7th, 2025

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BPT PAL Christmas Village Road Race

Trumbull, CT

Saturday, December 13th, 2025

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Santa Shuffle 5k

Longmeadow, MA

Saturday, December 13th, 2025

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Reindeer Dash

Chaplin, CT

Sunday, December 14th, 2025

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The Scrooge Scramble 5K

Vernon Rockville, CT

Thursday, December 25th, 2025

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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

Frosty 5K

Guilford, CT

Thursday, January 1st, 2026

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Chilly Chili Run

Orange, CT

Thursday, January 1st, 2026

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Brian Aselton East Hartford 5K Snow Dash

East Hartford, CT

Sunday, January 4th, 2026

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IRIS Run for Refugees

New Haven, CT

Sunday, February 8th, 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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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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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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Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Winsted, CT

Saturday, April 25th, 2026

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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

Strides For Scholars

Union, CT

Sunday, April 26th, 2026

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Explore more in Winsted, CT

Distances:

5K 10K Half Marathon Marathon

Months:

November December January

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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