Upcoming Races Near Montauk, NY in May, 2026

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

Brew Run

New London, CT

Saturday, May 2nd, 2026

Featured

1 Mile

View details for race Brew Run

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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

Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

View details for race Mount Archer Trail Race

Third Annual Race for Raymond

Hopkinton, RI

Sunday, May 3rd, 2026

View details for race Third Annual Race for Raymond

Sacandaga Sprint 5k

Northville, NY

Saturday, May 9th, 2026

View details for race Sacandaga Sprint 5k

Charlie Holder Sr. Memorial Charity 10K & 5K

Middletown, RI

Saturday, May 9th, 2026

10K

View details for race Charlie Holder Sr. Memorial Charity 10K & 5K

Charlie Holder, Sr. Memorial Charity 10K & 5K

Middletown, RI

Saturday, May 9th, 2026

10K

View details for race Charlie Holder, Sr. Memorial Charity 10K & 5K

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

Bailey's Garden 5K

Lebanon, CT

Saturday, May 16th, 2026

View details for race Bailey's Garden 5K

Tom McCoy Family Fun Run - Series

Westerly, RI

Wednesday, May 20th, 2026

View details for race Tom McCoy Family Fun Run - Series

Boots on the Ground for Heroes 5K

Newport, RI

Saturday, May 23rd, 2026

View details for race Boots on the Ground for Heroes 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

May Day River Run 5K and Kids Fun Run

Old Saybrook, CT

Saturday, May 30th, 2026

1 Mile

View details for race May Day 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

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 Montauk, NY

Distances:

5K 10K Half Marathon Marathon

Months:

March April May

Tags:

Trail Boston Qualifiers Fast Courses

State:

All New York races

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