Upcoming Races Near Southampton, NY in May, 2026

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

St.Mary-St.Michael School 1 Mile Run

Derby, CT

Saturday, May 2nd, 2026

Featured

1 Mile

View details for race St.Mary-St.Michael School 1 Mile Run

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Bretton Woods 5k Run/Walk for ALS Ride for Life

Hauppauge, NY

Saturday, May 2nd, 2026

View details for race Bretton Woods 5k Run/Walk for ALS Ride for Life

Brew Run

New London, CT

Saturday, May 2nd, 2026

1 Mile

View details for race Brew Run

Miles For Margaritas

Stratford, CT

Sunday, May 3rd, 2026

1 Mile

View details for race Miles For Margaritas

Chasing the Rainbows Bursting Bubble 5K Walk & ...

East Islip, NY

Sunday, May 3rd, 2026

View details for race Chasing the Rainbows Bursting Bubble 5K Walk & Run — East Islip, NY

"Using our Voices" Mental Health Run- Connetquot

Bohemia, NY

Sunday, May 3rd, 2026

1 Mile

View details for race "Using our Voices" Mental Health Run- Connetquot

Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

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SUPER MOM 5K AND FUN RUN

East Islip, NY

Saturday, May 9th, 2026

View details for race SUPER MOM 5K AND FUN RUN

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

Saint James, NY

Saturday, May 9th, 2026

View details for race St. James 5 Mile Challenge and 5K Fun Run/Walk

Sacandaga Sprint 5k

Northville, NY

Saturday, May 9th, 2026

View details for race Sacandaga Sprint 5k

2nd Annual Camp Mountain Laurel - Color Run & T...

Hamden, CT

Saturday, May 9th, 2026

View details for race 2nd Annual Camp Mountain Laurel - Color Run & Trail Run

Mighty Mother's Day Du and Time Trial

East Islip, NY

Sunday, May 10th, 2026

1 Mile

View details for race Mighty Mother's Day Du and Time Trial

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

Forgotten Forest 9 Hour Ultra

Stratford, CT

Saturday, May 16th, 2026

Trail

View details for race Forgotten Forest 9 Hour Ultra

RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

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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

The Follow Natural Fitness Women's Health 5K

Bridgeport, CT

Sunday, May 17th, 2026

1 Mile

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

Spring Into Spring Glen 5K

Hamden, CT

Sunday, May 17th, 2026

View details for race Spring Into Spring Glen 5K

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

Medford, NY

Sunday, May 17th, 2026

1 Mile

View details for race "Using our Voices" Mental Health Run- Patchogue-Medford

Tom McCoy Family Fun Run - Series

Westerly, RI

Wednesday, May 20th, 2026

View details for race Tom McCoy Family Fun Run - Series

North Stonington Education Foundation 5k and 2 ...

North Stonington, CT

Saturday, May 23rd, 2026

View details for race North Stonington Education Foundation 5k and 2 Mile Walk

Cpl. Christopher G. Scherer Memorial "I Did the...

East Northport, NY

Saturday, May 23rd, 2026

1 Mile

View details for race Cpl. Christopher G. Scherer Memorial "I Did the Grid" 5K Run/Walk

Savin Rock Waves of Hope

West Haven, CT

Saturday, May 23rd, 2026

View details for race Savin Rock Waves of Hope

America's 250 Celebration Color Run 5K

Ledyard, CT

Sunday, May 24th, 2026

View details for race America's 250 Celebration Color Run 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

Meriden Memorial Mile

Meriden, CT

Monday, May 25th, 2026

1 Mile

View details for race Meriden Memorial Mile

The River Run 5K and Kids Fun Run

Old Saybrook, CT

Saturday, May 30th, 2026

1 Mile

View details for race The River Run 5K and Kids Fun Run

Woodland Ramble Trail Run

Mystic, CT

Saturday, May 30th, 2026

Trail

View details for race Woodland Ramble Trail Run

PFC JOSEPH P DWYER PTSD MEMORIAL 5K RUN

Rocky Point, NY

Saturday, May 30th, 2026

View details for race PFC JOSEPH P DWYER PTSD MEMORIAL 5K RUN

The Joe Keany Memorial 5K and 1 Mile Fun Run

Miller Place, NY

Sunday, May 31st, 2026

1 Mile

View details for race The Joe Keany Memorial 5K and 1 Mile Fun Run

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 Southampton, NY

Distances:

5K 10K Half Marathon Marathon

Months:

May June July

Tags:

Trail Boston Qualifiers Fast Courses

State:

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