Trail Races in New York

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

26 upcoming trail races found in New York

Upcoming Trail Races in New York

2K Kids Trail Run+2

Oct 18

Malta 2K, 3K, 5k Trail Race

Sun, October 18, 2026

Malta, NY

View Race

Paine to Pain Trail Half Marathon+1

Oct 11

Paine to Pain Trail Half Marathon

Sun, October 11, 2026

New Rochelle, NY

View Race

Raven Rocks Run 10k Trail Race+1

Nov 1

Raven Events

Sun, November 1, 2026

Cross River, NY

View Race

5K Adult Trail Run+1

Nov 29

ROB'S TRAIL RUN EDITION

Sun, November 29, 2026

Woodbury, NY

View Race

Suffolk County Legislature RELAY+9

Oct 17

SUFFOLK COUNTY MARATHON

Sat, October 17, 2026

BAY SHORE, NY

View Race

Sunshine Camp Trail Mix 5K & Beer Fest+1

Oct 16

Sunshine Camp Trail Mix & Beer Fest

Fri, October 16, 2026

Rush, NY

View Race

25K Trail Run or Walk+7

Oct 18

34th Annual RidgeWalk & Run

Sun, October 18, 2026

Wellsville, NY

View Race

Trail 5k

Nov 8

Clear Path 5k Trail Run

Sun, November 8, 2026

Chittenango, NY

View Race

GSC 5k Trail Run

Oct 4

Great Swamp Conservancy 5k Trail Run

Sun, October 4, 2026

Canastota, NY

View Race

10K Run/Hike (Trail)+3

Jun 5

Squatchy Hooky: Lake to Summit

Sat, June 5, 2027

Valley Cottage, NY

View Race

Fire Tower Trail Half Marathon+1

Jun 6

Fire Tower Trail Races

Sun, June 6, 2027

Cross River, NY

View Race

HHNC Meadows & Trails 5K

Oct 17

HHNC Meadows & Trails 5K

Sat, October 17, 2026

Cornwall, NY

View Race

YMCA Race Weekend Triathlon+7

Jun 12

YMCA Race Weekend

Sat, June 12, 2027

Fayetteville, NY

View Race

5 Mile Trail Run

Jul 14

Bowdoin Bushwhack Presented by Peace, Love, Trails

Wed, July 14, 2027

Wappingers Falls, NY

View Race

Brookhaven Trail Half Marathon+1

Nov 15

BROOKHAVEN TRAIL HALF MARATHON and 5 MILE

Sun, November 15, 2026

Wading River, NY

View Race

5 Mile Trail Run

Nov 1

Saratoga Stryders Fall Back 5 Mile Trail Race

Sun, November 1, 2026

Saratoga Springs, NY

View Race

10K Run/Hike (Trail)+3

Jun 5

Squatch the Hook

Sat, June 5, 2027

Valley Cottage, NY

View Race

5K Trail Run+1

Oct 25

Annual STC Halloween Run

Sun, October 25, 2026

FAYETTEVILLE, NY

View Race

TRAIL 5K - All American! - IN PERSON+1

Oct 4

Buried Barrel Hard Cider TRAIL 5K - All American!

Sun, October 4, 2026

Castile, NY

View Race

Canicross 5K Race+1

Oct 17

Ganondagan Canicross and Dog-Friendly 5K Trail Race

Sat, October 17, 2026

Victor, NY

View Race

Sand to Serengeti - 10 Mile Trail Run+1

May 16

Sand to Serengeti

Sun, May 16, 2027

Fayetteville, NY

View Race

VFW Post 6249 Rails To Trails 5K

Oct 24

VFW Post 6249 Suffolk County World War II and Military History Museum's "Rails to Trail" 5K

Sat, October 24, 2026

Rocky Point, NY

View Race

Trails, Tricks and Treats Race

Oct 25

Trails, Tricks and Treats Race

Sun, October 25, 2026

Painted Post, NY

View Race

Snowy Owl Trail Race

Dec 13

Snowy Owl Trail Race

Sun, December 13, 2026

North Salem, NY

View Race

VFW Post 6249 Rails To Trails 5K

Nov 7

VFW Post 6249 Suffolk County World War II and Military History Museum's "Rails to Trail" 5K

Sat, November 7, 2026

Rocky Point, NY

View Race

0.5 Mile Trail Run+1

Apr 18

Try the Trail

Sun, April 18, 2027

Katonah, NY

View Race