Upcoming 5K Races Near Southeastern Connecticut Planning Region, CT in May, 2026

Name: Run the Vineyards - Jonathan Edwards 5K
Start: 2026-05-31
End: 2026-05-31
Location: North Stonington

Cinco K Mayo 5k Run/Walk

Enfield, CT

Saturday, May 2nd, 2026

Featured

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

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2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

10K

1 Mile

View details for race 2026 Granby Road Race

FES PTO Chocolate Truffle Shuffle 5K Trail Run

North Franklin, CT

Saturday, May 2nd, 2026

View details for race FES PTO Chocolate Truffle Shuffle 5K Trail Run

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

Jack Rome Memorial 5K

Wilbraham, MA

Saturday, May 2nd, 2026

1 Mile

Fast

View details for race Jack Rome Memorial 5K

Brew Run

New London, CT

Saturday, May 2nd, 2026

1 Mile

View details for race Brew Run

AIDS Run/Walk for Life

East Providence, RI

Saturday, May 2nd, 2026

1 Mile

View details for race AIDS Run/Walk for Life

Fourth Annual Race for Raymond

Hopkinton, RI

Sunday, May 3rd, 2026

View details for race Fourth Annual Race for Raymond

Glenbrook Middle School Bulldog Dash

Longmeadow, MA

Sunday, May 3rd, 2026

View details for race Glenbrook Middle School Bulldog Dash

Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

View details for race Mount Archer Trail Race

Northmen 5k

North Smithfield, RI

Sunday, May 3rd, 2026

View details for race Northmen 5k

Providence Rhode Races

East Providence, RI

Sunday, May 3rd, 2026

Marathon

Half

View details for race Providence Rhode Races

Killingly Springtime Classic 5K

Danielson, CT

Saturday, May 9th, 2026

View details for race Killingly Springtime Classic 5K

Charlie Holder Sr. Memorial 5K

Middletown, RI

Saturday, May 9th, 2026

View details for race Charlie Holder Sr. Memorial 5K

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

Sacandaga Sprint 5k

Northville, NY

Saturday, May 9th, 2026

View details for race Sacandaga Sprint 5k

Vernon Mothers Day Dash 5K

Vernon, CT

Sunday, May 10th, 2026

View details for race Vernon Mothers Day Dash 5K

It Takes a Village 5K and 1K Fun Run

Warwick, RI

Friday, May 15th, 2026

View details for race It Takes a Village 5K and 1K Fun Run

Camp Challenge

Ashford, CT

Saturday, May 16th, 2026

Trail

View details for race Camp Challenge

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

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

Hampton, CT

Saturday, May 16th, 2026

View details for race Quiet Corner Winery First Annual Alzheimer’s Fundraiser 5K

Bailey's Garden 5K

Lebanon, CT

Saturday, May 16th, 2026

View details for race Bailey's Garden 5K

3rd Annual LSC Soccer Stride

Ledyard, CT

Saturday, May 16th, 2026

View details for race 3rd Annual LSC Soccer Stride

RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

View details for race RESERVOIR RUSH

End the Stigma: Mental Health Awareness 5K

New London, CT

Saturday, May 16th, 2026

View details for race End the Stigma: Mental Health Awareness 5K

Lauren's Haven 5K Run/ Walk

Springfield, MA

Saturday, May 16th, 2026

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

Blueberry Hill 2026 Spring Shuffle - Run, Walk,...

Longmeadow, MA

Sunday, May 17th, 2026

View details for race Blueberry Hill 2026 Spring Shuffle - Run, Walk, Roll!

Celebrate Kate 5k

Springfield, MA

Sunday, May 17th, 2026

View details for race Celebrate Kate 5k

Newington Library 5K Challenge

Newington, CT

Sunday, May 17th, 2026

View details for race Newington Library 5K Challenge

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

FreeFromEvil 5k Race/Walk

Waterbury, CT

Sunday, May 17th, 2026

View details for race FreeFromEvil 5k Race/Walk

Strong Family Farm Chicken Run

Vernon, CT

Sunday, May 17th, 2026

View details for race Strong Family Farm Chicken Run

Rhode Island Half Marathon & 5K

East Providence, RI

Sunday, May 17th, 2026

Half

View details for race Rhode Island Half Marathon & 5K

The Blazin’ Battle Against Brain Cancer

Greenville, RI

Sunday, May 17th, 2026

10K

View details for race The Blazin’ Battle Against Brain Cancer

The John Martins Foundation/RI Burn Foundation ...

Warwick, RI

Sunday, May 17th, 2026

View details for race The John Martins Foundation/RI Burn Foundation 3rd Annual 5k and 1k Race/Walk

Tom McCoy Family Fun Run - Series

Westerly, RI

Wednesday, May 20th, 2026

View details for race Tom McCoy Family Fun Run - Series

Dustin L. Doyon Memorial Road Race

Suffield, CT

Saturday, May 23rd, 2026

10K

View details for race Dustin L. Doyon Memorial Road Race

Savin Rock Waves of Hope

West Haven, CT

Saturday, May 23rd, 2026

View details for race Savin Rock Waves of Hope

Marlborough Lions Club Round The Lake 5K

Marlborough, CT

Sunday, May 24th, 2026

View details for race Marlborough Lions Club Round The Lake 5K

Run the Vineyards - Memorial Day at Pindar 5K

Peconic, NY

Sunday, May 24th, 2026

1 Mile

Trail

View details for race Run the Vineyards - Memorial Day at Pindar 5K

Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

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Woodland Ramble Trail Run

Mystic, CT

Saturday, May 30th, 2026

Trail

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The River Run 5K and Kids Fun Run

Old Saybrook, CT

Saturday, May 30th, 2026

1 Mile

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Run Your Axe Off 5k

Tiverton, RI

Saturday, May 30th, 2026

View details for race Run Your Axe Off 5k

Spring Street Mile & 5K Presented by PTSMC

Manchester, CT

Saturday, May 30th, 2026

1 Mile

Fast

View details for race Spring Street Mile & 5K Presented by PTSMC

Run the Vineyards - Jonathan Edwards 5K

North Stonington, CT

Sunday, May 31st, 2026

View details for race Run the Vineyards - Jonathan Edwards 5K

Explore more in Southeastern Connecticut Planning Region, CT

Distances:

5K 10K Half Marathon Marathon

Months:

April May June

Tags:

Trail Boston Qualifiers Fast Courses

State:

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