Upcoming 5K Races Near Winsted, CT

Name: Hamden Fest Half Marathon & 5k
Start: 2026-06-06
End: 2026-06-06
Location: Hamden

Hat City Dash

Danbury, CT

Sunday, June 7th, 2026

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Sgt. Joshua D. Desforges Walk/Run Challenge

Ludlow, MA

Saturday, May 9th, 2026

Trail

View details for race Sgt. Joshua D. Desforges Walk/Run Challenge

Baystate Health Nurses Week 5K Run/1K Walk

Holyoke, MA

Saturday, May 9th, 2026

View details for race Baystate Health Nurses Week 5K Run/1K Walk

WeCare-Mother's Day 5K

Brookfield, CT

Sunday, May 10th, 2026

View details for race WeCare-Mother's Day 5K

Run Like a Mother 5K and Kid's 1-Mile 2026

Ridgefield, CT

Sunday, May 10th, 2026

1 Mile

View details for race Run Like a Mother 5K and Kid's 1-Mile 2026

Vernon Mothers Day Dash 5K

Vernon, CT

Sunday, May 10th, 2026

View details for race Vernon Mothers Day Dash 5K

Milford Campus Bridgeport Hospital Mother's Day...

Milford, CT

Sunday, May 10th, 2026

View details for race Milford Campus Bridgeport Hospital Mother's Day 5K Run/Walk, 3K - Walkers only and Kids Fun Run

2nd Annual 5K Esopus Fire Department Run/Walk

Ulster Park, NY

Saturday, May 16th, 2026

View details for race 2nd Annual 5K Esopus Fire Department Run/Walk

Teacher vs Students 5K

Cromwell, CT

Saturday, May 16th, 2026

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Dan the Man 5K Run/Walk for ALS

Berlin, CT

Saturday, May 16th, 2026

View details for race Dan the Man 5K Run/Walk for ALS

Bailey's Garden 5K

Lebanon, CT

Saturday, May 16th, 2026

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Asher's Answer 5K Walk/Run

Shelton, CT

Saturday, May 16th, 2026

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Lauren's Haven 5K Run/ Walk

Springfield, MA

Saturday, May 16th, 2026

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RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

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Camp Challenge

Ashford, CT

Saturday, May 16th, 2026

Trail

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Fleet Feet Poughkeepsie's 9th Annual Great Donu...

Poughkeepsie, NY

Sunday, May 17th, 2026

View details for race Fleet Feet Poughkeepsie's 9th Annual Great Donut Run Powered by ASICS

Spring Into Spring Glen 5K

Hamden, CT

Sunday, May 17th, 2026

View details for race Spring Into Spring Glen 5K

Miles for Mary Run/Walk

Westfield, MA

Sunday, May 17th, 2026

1 Mile

View details for race Miles for Mary Run/Walk

Guardian Revival 5k

Carmel, NY

Sunday, May 17th, 2026

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Somers Summer Series

Somers, CT

Sunday, May 17th, 2026

Trail

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FreeFromEvil 5k Race/Walk

Waterbury, CT

Sunday, May 17th, 2026

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2026 Rossiter Run 5K Race and Fun Run/Walk

Washington Depot, CT

Sunday, May 17th, 2026

View details for race 2026 Rossiter Run 5K Race and Fun Run/Walk

Newington Library 5K Challenge

Newington, CT

Sunday, May 17th, 2026

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Spring Shuffle - Run, Walk, Roll!

Longmeadow, MA

Sunday, May 17th, 2026

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Strong Family Farm Chicken Run

Vernon, CT

Sunday, May 17th, 2026

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Book it! 2026

Hudson (Churchtown), NY

Sunday, May 17th, 2026

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Celebrate Kate 5k

Springfield, MA

Sunday, May 17th, 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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5K Walk/Jog/Run for Jon

Woodbury, CT

Saturday, May 23rd, 2026

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Memorial Day 5K

Ware, MA

Saturday, May 23rd, 2026

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Dustin L. Doyon Memorial Road Race

Suffield, CT

Saturday, May 23rd, 2026

10K

View details for race Dustin L. Doyon Memorial Road Race

Mount 5K and Fun Run 2026

Esopus, NY

Saturday, May 23rd, 2026

1 Mile

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Savin Rock Waves of Hope 5k

West Haven, CT

Saturday, May 23rd, 2026

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Marlborough Lions Club Round The Lake 5K

Marlborough, CT

Sunday, May 24th, 2026

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Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

Fast

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Catskill Spring Rush & 5K

Catskill, NY

Saturday, May 30th, 2026

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Spring Street Mile & 5K Presented by PTSMC

Manchester, CT

Saturday, May 30th, 2026

1 Mile

Fast

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Peach Hill "Run For the Hill of It" 5K

Poughkeepsie, NY

Saturday, May 30th, 2026

Trail

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Catskill Spring Rush & Sprint 5K

Catskill, NY

Saturday, May 30th, 2026

View details for race Catskill Spring Rush & Sprint 5K

EDRRC - Eagle Run 5K Run/Walk and Kids Run

Clinton Corners, NY

Saturday, May 30th, 2026

View details for race EDRRC - Eagle Run 5K Run/Walk and Kids Run

17th Annual Barkhamsted River Run 5K

Barkhamsted, CT

Sunday, May 31st, 2026

1 Mile

View details for race 17th Annual Barkhamsted River Run 5K

Glastonbury Education Foundation 5K Run/Walk (G...

Glastonbury, CT

Sunday, May 31st, 2026

View details for race Glastonbury Education Foundation 5K Run/Walk (GEF5K)

Worthington Early Summer 5k Running Series

Somers, CT

Wednesday, June 3rd, 2026

View details for race Worthington Early Summer 5k Running Series

The Big Run Presented by Brooks

Longmeadow, MA

Wednesday, June 3rd, 2026

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The Big Run 5K/10K - Fleet Feet Poughkeepsie

Poughkeepsie, NY

Wednesday, June 3rd, 2026

10K

Trail

Fast

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11th Annual Flanders Field & Forest 5K Trail R...

Woodbury, CT

Friday, June 5th, 2026

Trail

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Run for Rice's 5k

Wilbraham, MA

Saturday, June 6th, 2026

Fast

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Run the Race 5K

Danbury, CT

Saturday, June 6th, 2026

View details for race Run the Race 5K

RogersRun4AMC

Red Hook, NY

Saturday, June 6th, 2026

1 Mile

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Locust Cider Run

Milton, NY

Saturday, June 6th, 2026

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Hamden Fest Half Marathon & 5k

Hamden, CT

Saturday, June 6th, 2026

Half

Trail

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Explore more in Winsted, CT

Distances:

5K 10K Half Marathon Marathon

Months:

May June July

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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