Upcoming 5K Races Near Winsted, CT

Name: Sgt. Joshua D. Desforges Walk/Run Challenge
Start: 2026-05-09
End: 2026-05-09
Location: Ludlow

PJ Run for a Cause 5K

Storrs Mansfield, CT

Saturday, March 28th, 2026

Featured

View details for race PJ Run for a Cause 5K

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5K Bunny Hop Race

Redding, CT

Saturday, March 28th, 2026

View details for race 5K Bunny Hop Race

Bradley Road Race - 5K & 10K

Windsor Locks, CT

Saturday, March 28th, 2026

10K

View details for race Bradley Road Race - 5K & 10K

Women's Center SAAM 5K Walk, Run & Walk

Storrs Mansfield, CT

Sunday, March 29th, 2026

View details for race Women's Center SAAM 5K Walk, Run & Walk

NVCC Food Pantry Run/Walk

Waterbury, CT

Sunday, March 29th, 2026

View details for race NVCC Food Pantry Run/Walk

Sparrow's Nest Superhero Rock 'N' Run Challenge...

Poughquag, NY

Wednesday, April 1st, 2026

Ultra

Trail

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Hoppin Hodges Rails to Trails 5K

Andover, CT

Sunday, April 5th, 2026

Trail

View details for race Hoppin Hodges Rails to Trails 5K

2026 MHRRC Barri Donnellan Memorial Walk/Run to...

Millbrook, NY

Saturday, April 11th, 2026

View details for race 2026 MHRRC Barri Donnellan Memorial Walk/Run to Benefit Angels of Light

UConn Nutrition Club 5k

Storrs Mansfield, CT

Saturday, April 11th, 2026

View details for race UConn Nutrition Club 5k

Boys and Girls Club of Greater Westfield Half M...

Westfield, MA

Saturday, April 11th, 2026

Half

10K

View details for race Boys and Girls Club of Greater Westfield Half Marathon

2026 Spirit of Spring Tolland Road Race

Tolland, CT

Saturday, April 11th, 2026

1 Mile

View details for race 2026 Spirit of Spring Tolland Road Race

Greenway 5K Charity Run & Walk

Derby, CT

Saturday, April 11th, 2026

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Joseph Ennesser 5K Run/Walk

Wappingers Falls, NY

Saturday, April 11th, 2026

Trail

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Miles for Migraine Connecticut

Meriden, CT

Sunday, April 12th, 2026

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Syrup Stampede

Florence, MA

Sunday, April 12th, 2026

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Miles for Migraine Connecticut

Meriden, CT

Sunday, April 12th, 2026

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Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

Trail

Fast

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11th Annual F.O.R 5k Trail Race

Wilbraham, MA

Sunday, April 12th, 2026

Trail

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11th Annual F.O.R. 5K Trail Race Event

Wilbraham, MA

Sunday, April 12th, 2026

View details for race 11th Annual F.O.R. 5K Trail Race Event

Naugatuck YMCA & Rotary 5K

Naugatuck, CT

Saturday, April 18th, 2026

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Race for YOUR Mental Health

Meriden, CT

Saturday, April 18th, 2026

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Tommy Sullivan's 5K

Branford, CT

Sunday, April 19th, 2026

Trail

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Puzzles 5k

Danbury, CT

Saturday, April 25th, 2026

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The 14th Annual MacDuffie Run For Hope

Granby, MA

Saturday, April 25th, 2026

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Walk, Run, Remember for Rick's Place

Wilbraham, MA

Saturday, April 25th, 2026

1 Mile

View details for race Walk, Run, Remember for Rick's Place

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

Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Winsted, CT

Saturday, April 25th, 2026

View details for race Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

PK5K Wellness Run/Walk

Poughkeepsie, NY

Saturday, April 25th, 2026

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Shane Kinsella Memorial 5K Run or 2M Walk

Goshen, CT

Saturday, April 25th, 2026

View details for race Shane Kinsella Memorial 5K Run or 2M Walk

The Jeet Patel Memorial 5k

New Haven, CT

Saturday, April 25th, 2026

View details for race The Jeet Patel Memorial 5k

Julia's Run for Children

New Haven, CT

Sunday, April 26th, 2026

1 Mile

View details for race Julia's Run for Children

The Mommy Dash 5K To Benefit the Terry D'Amato ...

Wappingers Falls, NY

Sunday, April 26th, 2026

View details for race The Mommy Dash 5K To Benefit the Terry D'Amato Scholarship Fund

Superhero Sunday 5K, Kids Mile, Community Bash

Wethersfield, CT

Sunday, April 26th, 2026

1 Mile

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Strides For Scholars

Union, CT

Sunday, April 26th, 2026

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Run For Veterans

Guilford, CT

Sunday, April 26th, 2026

10K

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East Farms Spring Ahead 5k & 1M Fun Run

Farmington, CT

Sunday, April 26th, 2026

1 Mile

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Daffodil Dash 5K

Meriden, CT

Sunday, April 26th, 2026

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AEF May the Course Be With You 5K

Lagrangeville, NY

Saturday, May 2nd, 2026

1 Mile

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A Run to Remember

Red Hook, NY

Saturday, May 2nd, 2026

10K

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The Iger Fund 5K: Hosted by The Be Kind Project

Hartford, CT

Saturday, May 2nd, 2026

View details for race The Iger Fund 5K: Hosted by The Be Kind Project

2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

10K

1 Mile

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Cinco K Mayo 5k Run/Walk

Enfield, CT

Saturday, May 2nd, 2026

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Jack Rome Memorial 5K

Wilbraham, MA

Saturday, May 2nd, 2026

1 Mile

Fast

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Glenbrook Middle School Bulldog Dash

Longmeadow, MA

Sunday, May 3rd, 2026

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Runway 5K

Northampton, MA

Sunday, May 3rd, 2026

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Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 3rd, 2026

1 Mile

Trail

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CTA Scholarship 5k Run/Walk

Carmel, NY

Sunday, May 3rd, 2026

Trail

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Glenholme 5K Run For Autism

Washington Depot, CT

Sunday, May 3rd, 2026

Fast

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Virtual Run Like A Mother 5k & Kids 1 Mile

Ridgefield, CT

Thursday, May 7th, 2026

1 Mile

View details for race Virtual Run Like A Mother 5k & Kids 1 Mile

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

Explore more in Winsted, CT

Distances:

5K 10K Half Marathon Marathon

Months:

March April May

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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