Trail Races in New York

Find upcoming trail races in New York — with dates, locations, and direct registration links.

33 upcoming trail races found in New York

Upcoming Trail Races in New York

Open Trail Run (3.6 Miles)

Aug 13

Trail Night NYC

Thu, August 13, 2026

Richmond Hill, NY

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Friday 5k+8

Aug 14

Fit Fest 2026

Fri, August 14, 2026

Verona, NY

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Trail Fest 10 Hour Endurance Challenge+2

Aug 15

Trail Fest 2026 @ Tilden Hill Farm

Sat, August 15, 2026

Verona, NY

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Heron Trail Run 5K+1

Aug 16

Heron Trail Run

Sun, August 16, 2026

Panama, NY

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Serenity on the Trails

Aug 22

Serenity on the Trails

Sat, August 22, 2026

Schenectady, NY

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Trail

Aug 23

Thacher Park Trail Running Festival

Sun, August 23, 2026

Voorheesville, NY

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OakRunner Trail Run

Aug 23

OakRunner

Sun, August 23, 2026

Speculator, NY

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Half Marathon+1

Aug 30

Monster Marathon & Half Marathon Trail Runs

Sun, August 30, 2026

Ithaca, NY

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Tour de Trail: NYC – Ride Only+2

Sep 5

Tour de Trail: NYC

Sat, September 5, 2026

New York, NY

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Trail Run 5K+2

Sep 12

Centaur Stride Trail Fun Run

Sat, September 12, 2026

Sherman, NY

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ROAD Course 5k+4

Sep 13

12th Annual ROCovery Run/Walk and X-Challenge! Presented by Wegmans & Owen's Point

Sun, September 13, 2026

Henrietta, NY

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ROAD Course 5k+4

Sep 13

ROCovery Annual Run/Walk & X-Challenge

Sun, September 13, 2026

Henrietta, NY

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ROAD Course 5k+4

Sep 13

12th Annual ROCovery Run/Walk and X-Challenge! Presented by Wegmans, Rochester Regional Health & Owen's Point

Sun, September 13, 2026

Henrietta, NY

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Mill to Mill 10K (Keuka Outlet Trail)+1

Sep 19

Mill to Mill 5K/10K (Keuka Outlet Trail)

Sat, September 19, 2026

Penn Yan, NY

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THE L8KE MONSTER (Both 8K & 5K)+4

Sep 20

THE L8KES RUN - Presented by Charity For Children (Green Lakes State Park)

Sun, September 20, 2026

Fayetteville, NY

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Greenway Trail 5K

Sep 27

Live Well Community Wellness 5K- Greenway Trail

Sun, September 27, 2026

Dolgeville, NY

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GSC 5k Trail Run

Oct 4

Great Swamp Conservancy 5k Trail Run

Sun, October 4, 2026

Canastota, NY

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Paine to Pain Trail Half Marathon+1

Oct 11

Paine to Pain Trail Half Marathon

Sun, October 11, 2026

New Rochelle, NY

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Sunshine Camp Trail Mix 5K & Beer Fest+1

Oct 16

Sunshine Camp Trail Mix & Beer Fest

Fri, October 16, 2026

Rush, NY

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HHNC Meadows & Trails 5K

Oct 17

HHNC Meadows & Trails 5K

Sat, October 17, 2026

Cornwall, NY

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MARATHON & 5K+8

Oct 17

SUFFOLK COUNTY MARATHON

Sat, October 17, 2026

BAY SHORE, NY

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2K Kids Trail Run+2

Oct 18

Malta 2K, 3K, 5k Trail Race

Sun, October 18, 2026

Malta, NY

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25K Trail Run or Walk+7

Oct 18

34th Annual RidgeWalk & Run

Sun, October 18, 2026

Wellsville, NY

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5 Mile Trail Run

Nov 1

Saratoga Stryders Fall Back 5 Mile Trail Race

Sun, November 1, 2026

Saratoga Springs, NY

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Raven Rocks Run 10k Trail Race+1

Nov 1

Raven Events

Sun, November 1, 2026

Cross River, NY

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Trail 5k

Nov 8

Clear Path 5k Trail Run

Sun, November 8, 2026

Chittenango, NY

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Brookhaven Trail Half Marathon+1

Nov 15

BROOKHAVEN TRAIL HALF MARATHON and 5 MILE

Sun, November 15, 2026

Wading River, NY

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5K Adult Trail Run+1

Nov 29

ROB'S TRAIL RUN EDITION

Sun, November 29, 2026

Woodbury, NY

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10K Run/Hike (Trail)+3

Jun 5

Squatchy Hooky: Lake to Summit

Sat, June 5, 2027

Valley Cottage, NY

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10K Run/Hike (Trail)+3

Jun 5

Squatch the Hook

Sat, June 5, 2027

Valley Cottage, NY

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