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Upcoming 5K Races Near Cheshire, CT

Hat City Dash logo

Hat City Dash

Danbury, CT

Sunday, June 7th, 2026

Featured
5K
View details for race Hat City Dash

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Superhero Sunday 5K, Kids Mile, Community Bash logo

Superhero Sunday 5K, Kids Mile, Community Bash

Wethersfield, CT

Sunday, April 26th, 2026

5K
1 Mile
View details for race Superhero Sunday 5K, Kids Mile, Community Bash
Daffodil Dash 5K logo

Daffodil Dash 5K

Meriden, CT

Sunday, April 26th, 2026

5K
View details for race Daffodil Dash 5K
Julia's Run for Children logo

Julia's Run for Children

New Haven, CT

Sunday, April 26th, 2026

5K
1 Mile
View details for race Julia's Run for Children
East Farms Spring Ahead 5k & 1M Fun Run logo

East Farms Spring Ahead 5k & 1M Fun Run

Farmington, CT

Sunday, April 26th, 2026

5K
1 Mile
View details for race East Farms Spring Ahead 5k & 1M Fun Run
Minute Man Race logo

Minute Man Race

Westport, CT

Sunday, April 26th, 2026

10K
5K
View details for race Minute Man Race
NORTH FORK ENVIRONMENTAL COUNCIL EARTH DAY 5K logo

NORTH FORK ENVIRONMENTAL COUNCIL EARTH DAY 5K

Riverhead, NY

Sunday, April 26th, 2026

View details for race NORTH FORK ENVIRONMENTAL COUNCIL EARTH DAY 5K
Run For Veterans logo

Run For Veterans

Guilford, CT

Sunday, April 26th, 2026

10K
5K
View details for race Run For Veterans
Cinco K Mayo 5k Run/Walk logo

Cinco K Mayo 5k Run/Walk

Enfield, CT

Saturday, May 2nd, 2026

5K
View details for race Cinco K Mayo 5k Run/Walk
FES PTO Chocolate Truffle Shuffle 5K Trail Run logo

FES PTO Chocolate Truffle Shuffle 5K Trail Run

North Franklin, CT

Saturday, May 2nd, 2026

5K
View details for race FES PTO Chocolate Truffle Shuffle 5K Trail Run
AEF May the Course Be With You 5K logo

AEF May the Course Be With You 5K

Lagrangeville, NY

Saturday, May 2nd, 2026

5K
1 Mile
View details for race AEF May the Course Be With You 5K
2026 Granby Road Race logo

2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

5K
10K
1 Mile
View details for race 2026 Granby Road Race
Brew Run logo

Brew Run

New London, CT

Saturday, May 2nd, 2026

5K
1 Mile
View details for race Brew Run
The Iger Fund 5K: Hosted by The Be Kind Project logo

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

Hartford, CT

Saturday, May 2nd, 2026

5K
View details for race The Iger Fund 5K: Hosted by The Be Kind Project
Glenbrook Middle School Bulldog Dash logo

Glenbrook Middle School Bulldog Dash

Longmeadow, MA

Sunday, May 3rd, 2026

5K
View details for race Glenbrook Middle School Bulldog Dash
Miles For Margaritas logo

Miles For Margaritas

Stratford, CT

Sunday, May 3rd, 2026

5K
1 Mile
View details for race Miles For Margaritas
Breast Cancer Alliance 2025 5K for Hope Run/Walk logo

Breast Cancer Alliance 2025 5K for Hope Run/Walk

Greenwich, CT

Sunday, May 3rd, 2026

5K
View details for race Breast Cancer Alliance 2025 5K for Hope Run/Walk
Mount Archer Trail Race logo

Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

5K
Trail
Fast
View details for race Mount Archer Trail Race
Glenholme 5K Run For Autism logo

Glenholme 5K Run For Autism

Washington Depot, CT

Sunday, May 3rd, 2026

5K
Fast
View details for race Glenholme 5K Run For Autism
CTA Scholarship 5k Run/Walk logo

CTA Scholarship 5k Run/Walk

Carmel, NY

Sunday, May 3rd, 2026

5K
Trail
View details for race CTA Scholarship 5k Run/Walk
St. James 5 Mile Challenge and 5K Fun Run/Walk logo

St. James 5 Mile Challenge and 5K Fun Run/Walk

Saint James, NY

Saturday, May 9th, 2026

5K
Fast
View details for race St. James 5 Mile Challenge and 5K Fun Run/Walk
Sacandaga Sprint 5k logo

Sacandaga Sprint 5k

Northville, NY

Saturday, May 9th, 2026

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

Milford Campus Bridgeport Hospital Mother's Day...

Milford, CT

Sunday, May 10th, 2026

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

Mother's Day 5K

Yorktown Heights, NY

Sunday, May 10th, 2026

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

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

Ridgefield, CT

Sunday, May 10th, 2026

5K
1 Mile
View details for race  Run Like a Mother 5K and Kid's 1-Mile 2026
Vernon Mothers Day Dash 5K logo

Vernon Mothers Day Dash 5K

Vernon, CT

Sunday, May 10th, 2026

5K
View details for race Vernon Mothers Day Dash 5K
WeCare-Mother's Day 5K logo

WeCare-Mother's Day 5K

Brookfield, CT

Sunday, May 10th, 2026

5K
View details for race WeCare-Mother's Day 5K
Stamford Boys & Girls Club Corporate 5K at Mill River Park logo

Stamford Boys & Girls Club Corporate 5K at Mill...

Stamford, CT

Thursday, May 14th, 2026

5K
View details for race Stamford Boys & Girls Club Corporate 5K at Mill River Park
End the Stigma: Mental Health Awareness 5K logo

End the Stigma: Mental Health Awareness 5K

New London, CT

Saturday, May 16th, 2026

5K
View details for race End the Stigma: Mental Health Awareness 5K
Dan the Man 5K Run/Walk for ALS logo

Dan the Man 5K Run/Walk for ALS

Berlin, CT

Saturday, May 16th, 2026

5K
View details for race Dan the Man 5K Run/Walk for ALS
Bailey's Garden 5K logo

Bailey's Garden 5K

Lebanon, CT

Saturday, May 16th, 2026

5K
View details for race Bailey's Garden 5K
RESERVOIR RUSH logo

RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

View details for race RESERVOIR RUSH
Teacher vs Students 5K logo

Teacher vs Students 5K

Cromwell, CT

Saturday, May 16th, 2026

5K
View details for race Teacher vs Students 5K
Quiet Corner Winery First Annual Alzheimer’s Fundraiser 5K logo

Quiet Corner Winery First Annual Alzheimer’s Fu...

Hampton, CT

Saturday, May 16th, 2026

5K
View details for race Quiet Corner Winery First Annual Alzheimer’s Fundraiser 5K
Lauren's Haven 5K Run/ Walk logo

Lauren's Haven 5K Run/ Walk

Springfield, MA

Saturday, May 16th, 2026

5K
View details for race Lauren's Haven 5K Run/ Walk
Camp Challenge logo

Camp Challenge

Ashford, CT

Saturday, May 16th, 2026

5K
Trail
View details for race Camp Challenge
2026 CACNA1A 5K logo

2026 CACNA1A 5K

Norwalk, CT

Saturday, May 16th, 2026

View details for race 2026 CACNA1A 5K
The Follow Natural Fitness Women's Health 5K logo

The Follow Natural Fitness Women's Health 5K

Bridgeport, CT

Sunday, May 17th, 2026

5K
1 Mile
View details for race The Follow Natural Fitness Women's Health 5K
Strong Family Farm Chicken Run logo

Strong Family Farm Chicken Run

Vernon, CT

Sunday, May 17th, 2026

5K
View details for race Strong Family Farm Chicken Run
Spring Into Spring Glen 5K logo

Spring Into Spring Glen 5K

Hamden, CT

Sunday, May 17th, 2026

5K
View details for race Spring Into Spring Glen 5K
Outrun Hunger 5K race - and 1-mile fun walk logo

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

Springfield, MA

Sunday, May 17th, 2026

5K
1 Mile
View details for race Outrun Hunger 5K race - and 1-mile fun walk
"Using our Voices" Mental Health Run- Patchogue-Medford logo

"Using our Voices" Mental Health Run- Patchogue...

Medford, NY

Sunday, May 17th, 2026

5K
1 Mile
View details for race "Using our Voices" Mental Health Run- Patchogue-Medford
Somers Summer Series logo

Somers Summer Series

Somers, CT

Sunday, May 17th, 2026

5K
Trail
View details for race Somers Summer Series
Spring Shuffle - Run, Walk, Roll! logo

Spring Shuffle - Run, Walk, Roll!

Longmeadow, MA

Sunday, May 17th, 2026

5K
View details for race Spring Shuffle - Run, Walk, Roll!
Celebrate Kate 5k logo

Celebrate Kate 5k

Springfield, MA

Sunday, May 17th, 2026

5K
View details for race Celebrate Kate 5k
Miles for Mary Run/Walk logo

Miles for Mary Run/Walk

Westfield, MA

Sunday, May 17th, 2026

5K
1 Mile
View details for race Miles for Mary Run/Walk
2026 Rossiter Run 5K Race and Fun Run/Walk logo

2026 Rossiter Run 5K Race and Fun Run/Walk

Washington Depot, CT

Sunday, May 17th, 2026

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

FreeFromEvil 5k Race/Walk

Waterbury, CT

Sunday, May 17th, 2026

5K
View details for race FreeFromEvil 5k Race/Walk
Guardian Revival 5k logo

Guardian Revival 5k

Carmel, NY

Sunday, May 17th, 2026

5K
View details for race Guardian Revival 5k
Newington Library 5K Challenge logo

Newington Library 5K Challenge

Newington, CT

Sunday, May 17th, 2026

5K
View details for race Newington Library 5K Challenge
Get Smart for Wilton 5K logo

Get Smart for Wilton 5K

Wilton, CT

Friday, May 22nd, 2026

5K
Fast
View details for race Get Smart for Wilton 5K

Explore more in Cheshire, CT

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