Upcoming Races Near East Islip, NY - Matching: Trail Races

Name: Frosty Forest 5k
Start: 2026-12-19
End: 2026-12-19
Location: Stratford

ANDREW'S TOP GUN RUN 5K

Calverton, NY

Saturday, March 28th, 2026

Featured

Trail

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Connetquot Classic 15k & 30k Trail Race

Oakdale, NY

Saturday, March 28th, 2026

Ultra

15K

Trail

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Mudders and Grunters

Yorktown Heights, NY

Sunday, March 29th, 2026

Trail

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Urban Environmental Challenge 10k

Bronx, NY

Sunday, March 29th, 2026

10K

Trail

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Heckscher Classic 7 & 14 Mile Trail Race

East Islip, NY

Sunday, March 29th, 2026

Trail

View details for race Heckscher Classic 7 & 14 Mile Trail Race

IBBC Trail Classic 5k and Kid's Trail Run prese...

Irvington, NY

Sunday, April 12th, 2026

Trail

View details for race IBBC Trail Classic 5k and Kid's Trail Run presented by Peace, Love, Trails

John Jay Community Trail Race

Cross River, NY

Sunday, April 12th, 2026

Trail

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Tommy Sullivan's 5K

Branford, CT

Sunday, April 19th, 2026

Trail

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Brookhaven Trail 15K and 4 Mile Trail Run

Wading River, NY

Sunday, April 19th, 2026

15K

Trail

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Leatherman's Loop

Cross River, NY

Sunday, April 26th, 2026

10K

Trail

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Try the Trail

Katonah, NY

Sunday, April 26th, 2026

1 Mile

Trail

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Crotona Park 5K

Bronx, NY

Saturday, May 2nd, 2026

Trail

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Forgotten Forest 9 Hour Ultra

Stratford, CT

Saturday, May 16th, 2026

Trail

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Spring Run The Farm

Katonah, NY

Sunday, May 17th, 2026

1 Mile

Trail

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Nassau Suffolk Trail Marathon & 15 Miler

Farmingdale, NY

Sunday, May 17th, 2026

Marathon

Trail

View details for race Nassau Suffolk Trail Marathon & 15 Miler

Run the Vineyards - Memorial Day at Pindar 5K

Peconic, NY

Sunday, May 24th, 2026

1 Mile

Trail

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Hamden Fest Half Marathon & 5k

Hamden, CT

Saturday, June 6th, 2026

Half

Trail

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Run in the Park 5K - to benefit the Milford Rot...

Milford, CT

Sunday, June 7th, 2026

Trail

View details for race Run in the Park 5K - to benefit the Milford Rotary and the Beth-El Center

Centurion Trail 33 Hour Ultra

Stratford, CT

Saturday, June 27th, 2026

Trail

View details for race Centurion Trail 33 Hour Ultra

Fork In The Trail 5k Presented By Peace, Love, ...

Bedford, NY

Sunday, June 28th, 2026

Trail

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Pinky’s Rock n Rolla

Richmond Hill, NY

Saturday, July 11th, 2026

Trail

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Run the Vineyards - Pindar Vineyards 5K

Peconic, NY

Sunday, July 26th, 2026

Trail

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Interstate 17

Closter, NJ

Saturday, August 8th, 2026

Trail

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Raptor Ridge Presented by Peace, Love, Trails (...

Mount Kisco, NY

Sunday, August 23rd, 2026

10K

Trail

View details for race Raptor Ridge Presented by Peace, Love, Trails (formerly the Sanctuary 6.5)

South Nyack 10-Miler

Nyack, NY

Saturday, September 5th, 2026

10 Miles

Trail

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Where the Pavement Ends Single & Double Loop

Ridgefield, CT

Sunday, September 20th, 2026

Trail

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Forbidden Forest 30 Hour Ultra

Stratford, CT

Saturday, October 3rd, 2026

Trail

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4 in the Forest-April 6th, 2025-Irvington, NY

Irvington, NY

Sunday, October 4th, 2026

Trail

View details for race 4 in the Forest-April 6th, 2025-Irvington, NY

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 10th, 2026

1 Mile

Trail

View details for race Gemstone Sparkle Sprint 5k

Paine to Pain Trail Half Marathon

New Rochelle, NY

Sunday, October 11th, 2026

Half

Trail

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FALL Run The Farm

Katonah, NY

Sunday, October 25th, 2026

1 Mile

Trail

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Raven Events

Cross River, NY

Sunday, November 1st, 2026

10K

Trail

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Storybook Half Marathon

Stratford, CT

Saturday, November 21st, 2026

Half

Trail

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ROB'S TRAIL RUN EDITION

Woodbury, NY

Sunday, November 29th, 2026

Trail

View details for race ROB'S TRAIL RUN EDITION

Frosty Forest 5k

Stratford, CT

Saturday, December 19th, 2026

Trail

View details for race Frosty Forest 5k

Explore more in East Islip, 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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