Upcoming 5K Races Near Winsted, CT

Name: Outrun Hunger 5K race - and 1-mile fun walk
Start: 2026-05-17
End: 2026-05-17
Location: Springfield

99.1PLR CrossPoint Federal Credit Union ShamRoc...

New Haven, CT

Sunday, March 1st, 2026

Featured

View details for race 99.1PLR CrossPoint Federal Credit Union ShamRock & Roll 5K

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EDRRC - St. Patrick's 5K Run/Walk

Dover Plains, NY

Saturday, March 14th, 2026

View details for race EDRRC - St. Patrick's 5K Run/Walk

Run To End Homelessness 5K10K Walk/Run

Springfield, MA

Saturday, March 14th, 2026

10K

View details for race Run To End Homelessness 5K10K Walk/Run

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

PJ Run for a Cause 5K

Storrs Mansfield, CT

Saturday, March 28th, 2026

View details for race PJ Run for a Cause 5K

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

Westfield, MA

Saturday, March 28th, 2026

Half

10K

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

Bradley Road Race - 5K & 10K

Windsor Locks, CT

Saturday, March 28th, 2026

10K

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

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

View details for race Sparrow's Nest Superhero Rock 'N' Run Challenge and 5K

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

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

Joseph Ennesser 5K Run/Walk

Wappingers Falls, NY

Saturday, April 11th, 2026

Trail

View details for race Joseph Ennesser 5K Run/Walk

Greenway 5K Charity Run & Walk

Derby, CT

Saturday, April 11th, 2026

View details for race Greenway 5K Charity Run & Walk

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

Wilbraham, MA

Sunday, April 12th, 2026

Trail

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

Syrup Stampede

Florence, MA

Sunday, April 12th, 2026

View details for race Syrup Stampede

Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

Trail

Fast

View details for race Ion Bank Cheshire Road Races

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

Race for YOUR Mental Health

Meriden, CT

Saturday, April 18th, 2026

View details for race Race for YOUR Mental Health

Naugatuck YMCA & Rotary 5K

Naugatuck, CT

Saturday, April 18th, 2026

View details for race Naugatuck YMCA & Rotary 5K

Tommy Sullivan's 5K

Branford, CT

Sunday, April 19th, 2026

Trail

View details for race Tommy Sullivan's 5K

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

Wappingers Falls, NY

Friday, April 24th, 2026

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

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

The Jeet Patel Memorial 5k

New Haven, CT

Saturday, April 25th, 2026

View details for race The Jeet Patel Memorial 5k

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

View details for race PK5K Wellness Run/Walk

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

Superhero Sunday 5K, Kids Mile, Community Bash

Wethersfield, CT

Sunday, April 26th, 2026

1 Mile

View details for race Superhero Sunday 5K, Kids Mile, Community Bash

Julia's Run for Children

New Haven, CT

Sunday, April 26th, 2026

1 Mile

View details for race Julia's Run for Children

Strides For Scholars

Union, CT

Sunday, April 26th, 2026

View details for race Strides For Scholars

Jack Rome Memorial 5K

Wilbraham, MA

Saturday, May 2nd, 2026

1 Mile

Fast

View details for race Jack Rome Memorial 5K

2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

10K

1 Mile

View details for race 2026 Granby Road Race

Cinco K Mayo 5k Run/Walk

Enfield, CT

Saturday, May 2nd, 2026

View details for race Cinco K Mayo 5k Run/Walk

A Run to Remember

Red Hook, NY

Saturday, May 2nd, 2026

10K

View details for race A Run to Remember

CTA Scholarship 5k Run/Walk

Carmel, NY

Sunday, May 3rd, 2026

Trail

View details for race CTA Scholarship 5k Run/Walk

Runway 5K

Northampton, MA

Sunday, May 3rd, 2026

View details for race Runway 5K

Glenbrook Middle School Bulldog Dash

Longmeadow, MA

Sunday, May 3rd, 2026

View details for race Glenbrook Middle School Bulldog Dash

Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 3rd, 2026

1 Mile

Trail

View details for race Dandelion Dash and Mushroom Mile

Glenholme 5K Run For Autism

Washington Depot, CT

Sunday, May 3rd, 2026

Fast

View details for race Glenholme 5K Run For Autism

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

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

WeCare-Mother's Day 5K

Brookfield, CT

Sunday, May 10th, 2026

View details for race WeCare-Mother's Day 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

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

RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

View details for race RESERVOIR RUSH

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

Rossiter Run 2026

Washington Depot, CT

Sunday, May 17th, 2026

View details for race Rossiter Run 2026

Outrun Hunger 5K race - and 1-mile fun walk

Springfield, MA

Sunday, May 17th, 2026

1 Mile

View details for race Outrun Hunger 5K race - and 1-mile fun walk

Explore more in Winsted, CT

Distances:

5K 10K Half Marathon Marathon

Months:

February March April

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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