Upcoming Races Near Suffolk County, NY - Matching: Trail Races

Name: Paine to Pain Trail Half Marathon
Start: 2026-10-11
End: 2026-10-11
Location: New Rochelle

SRC Presents: A Backyard Ultra

Hauppauge, NY

Saturday, December 13th, 2025

Featured

Trail

View details for race SRC Presents: A Backyard Ultra

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Team Mossman Triathlon Club Winter Running Chal...

Hamden, CT

Sunday, January 11th, 2026

10K

15K

Half

Trail

View details for race Team Mossman Triathlon Club Winter Running Challenge

King of The Hill

Kings Park, NY

Saturday, March 7th, 2026

Trail

View details for race King of The Hill

Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

Trail

Fast

View details for race Ion Bank Cheshire Road Races

John Jay Community Trail Race

Cross River, NY

Sunday, April 12th, 2026

Trail

View details for race John Jay Community Trail Race

2026 Deer Lake 5 Mile Trail Run

Killingworth, CT

Sunday, April 26th, 2026

Trail

View details for race 2026 Deer Lake 5 Mile Trail Run

Leatherman's Loop

Cross River, NY

Sunday, April 26th, 2026

10K

Trail

View details for race Leatherman's Loop

Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

View details for race Mount Archer Trail Race

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

Fast

View details for race Oh Boy 5K

Run the Vineyards - Pindar Vineyards 5K

Peconic, NY

Sunday, July 26th, 2026

Trail

View details for race Run the Vineyards - Pindar Vineyards 5K

Run for The Hills

Niantic, CT

Saturday, September 12th, 2026

Trail

View details for race Run for The Hills

Paine to Pain Trail Half Marathon

New Rochelle, NY

Sunday, October 11th, 2026

Half

Trail

View details for race Paine to Pain Trail Half Marathon

Explore more in Suffolk County, NY

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All New York races

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