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

FES PTO Chocolate Truffle Shuffle 5K Trail Run

North Franklin, CT

Saturday, May 2nd, 2026

Featured

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

Want to feature your race?

Get your race seen first by thousands of runners

Learn More

Learn how to feature your race

Brew Run

New London, CT

Saturday, May 2nd, 2026

1 Mile

View details for race Brew Run

Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

View details for race Mount Archer Trail Race

Fourth Annual Race for Raymond

Hopkinton, RI

Sunday, May 3rd, 2026

View details for race Fourth Annual Race for Raymond

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 10K & 5K

Middletown, RI

Saturday, May 9th, 2026

10K

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

Sacandaga Sprint 5K/10K/ and Kids Fun Run

Northville, NY

Saturday, May 9th, 2026

10K

View details for race Sacandaga Sprint 5K/10K/ and Kids Fun Run

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

RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

View details for race RESERVOIR RUSH

Cassella Waste Presents Bailey's Garden 5K

Lebanon, CT

Saturday, May 16th, 2026

View details for race Cassella Waste Presents 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

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

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

America's 250 Celebration Color Run 5K

Ledyard, CT

Sunday, May 24th, 2026

View details for race America's 250 Celebration Color Run 5K

Woodland Ramble Trail Run

Mystic, CT

Saturday, May 30th, 2026

Trail

View details for race Woodland Ramble Trail Run

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

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:

May June July

Tags:

Trail Boston Qualifiers Fast Courses

State:

All New York races

Don't see your race? Add it!

Add Your Race (Free)