Trail Runs in New York — 2026

There are 36 trail runs in New York scheduled for 2026. The next is the Peach Hill "Run For the Hill of It" 5K in Poughkeepsie on May 30. New York trail runs run primarily May through April.

Peach Hill "Run For the Hill of It" 5K

Sat, May 30 · Poughkeepsie, NY Poughkeepsie

5K Walk/Run

From $20 Open Closing Soon

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Squatchy Hooky: Lake to Summit

Sat, Jun 6 · Valley Cottage, NY Valley Cottage

5K Run/Walk (Pavement)5K Wheelchair Roll (Pavement)10K Run/Hike (Trail)

From $35 Open Closing Soon

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Fire Tower Trail Races

Sun, Jun 7 · Cross River, NY Cross River

Fire Tower 10k Trail RaceFire Tower Trail Half Marathon

From $46 Open Closing Soon

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Mendon Mauler Trail Races - 4 or 8 Miler

Fri, Jun 12 · Mendon, NY Mendon

4 Mile8 Mile

From $28 Open

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YMCA Race Weekend

Sat, Jun 13 · Fayetteville, NY Fayetteville

Y-Challenge (For Saturday registrants Only) 8K Add onYMCA Race Weekend 8K Trail RaceYMCA Race Weekend Relay +5

From $0 Open Closing Soon 35 spots left

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Camp Saratoga 5K Trail Series

Mon, Jun 22 · Gansevoort, NY Gansevoort

Camp Saratoga 5K Trail Series #5Camp Saratoga 5K Trail Series #2Camp Saratoga 5K Trail Series #3 +3

From $10 Open 75 spots left

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EDRRC - Pawling Moonlight Trail Run 5K

Sat, Jun 27 · Pawling, NY Pawling

Pawling Moonlight Trail Run 5K

From $30 Open 90 spots left

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

Sun, Jun 28 · Bedford, NY Bedford

Fork In The Trail 5k

From $35 Open

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52nd Summer XC Series

Mon, Jul 6 · Gardiner, NY Gardiner

Series Registration

From $0 Closed

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UNDERCLIFF/OVERCLIFF—53rd Summer Series Week One

Mon, Jul 6 · Gardiner, NY Gardiner

Closed

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Pinky’s Rock n Rolla

Sat, Jul 11 · Richmond Hill, NY Richmond Hill

4 Mile Trail Race

From $30 Open 100 spots left

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Beyond the Call - Trail Challenge

Sun, Jul 12 · Watkins Glen, NY Watkins Glen

Beyond the Call - 1.5 Mile Family Friendly ChallengeBeyond the Call - 3 Mile Team ChallengeBeyond the Call - 3 Mile Individual Challenge

From $30 Open Closing Soon

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PATTERSONS PELLET—53rd Summer Series Week Two

Mon, Jul 13 · Kerhonkson, NY Kerhonkson

Closed

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Bowdoin Bushwhack Presented by Peace, Love, Trails

Wed, Jul 15 · Wappingers Falls, NY Wappingers Falls

5 Mile Trail Run

From $35 Open

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BLUEBERRY RUN—53rd Summer Series Week Three

Mon, Jul 20 · Kerhonkson, NY Kerhonkson

Closed

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LOU’S RUN—53rd Summer Series Week Four

Mon, Jul 27 · High Falls, NY High Falls

Closed

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Swain Mountain Race

Sat, Aug 1 · Swain, NY Swain

Swain Mountain Race

From $50 Open

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Newbsanity Extreme Ravine Trail Race

Sat, Aug 1 · Binghamton, NY Binghamton

5K15K12 Hour

From $35 Open

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Stephen's Run 6k

Sun, Aug 2 · Bemus Point, NY Bemus Point

6K Run

From $30 Open

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5th Annual Seize the Day: Amer’s Epilepsy Trail Race 5K/10K and One Mile Walk/Fun Run

Sun, Aug 2 · Mendon, NY Mendon

5th Annual Seize the Day One-Mile Fun Run5th Annual Seize the Day 5K5th Annual Seize the Day 10K

From $10 Open

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Trail Fest 2026 @ Tilden Hill Farm

Sat, Aug 15 · Verona, NY Verona

Trail Fest 10 Hour Endurance ChallengeTrail Fest 3 Hour Endurance ChallengeTrail Fest 6 Hour Endurance Challenge

From $40 Open

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Serenity on the Trails

Sat, Aug 22 · Schenectady, NY Schenectady

Serenity on the Trails

From $35 Open

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Fellows Frolic

Sat, Aug 22 · Tully, NY Tully

Fellows Frolic -$1,000 ChallengeFellows Frolic -3 Hour

From $45 Open

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Raptor Ridge Presented by Peace, Love, Trails

Sun, Aug 23 · Mount Kisco, NY Mount Kisco

Raptor Ridge 6.5

From $40 Open

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Last Woman Standing

Sat, Sep 5 · Phoenix, NY Phoenix

Last Woman Standing Back Yard Ultra

From $85 Open

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Amy's Adventure Race for the Lake

Sat, Oct 3 · Bolton Landing, NY Bolton Landing

Amy's Adventure Race for the Lake (4.5 mile)Amy's Adventure Race for the Lake (Virtual)Amy's Adventure Race for the Lake (10 mile Loop)

From $20 Open

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4 in the Forest Presented by Peace, Love, Trails

Sun, Oct 4 · Irvington, NY Irvington

4 in the Forest

From $40 Open

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Paine to Pain Trail Half Marathon

Sun, Oct 11 · New Rochelle, NY New Rochelle

Paine to Pain Trail Half MarathonClaim your NewRo Club Membership!

From $0 Open Closing Soon

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Sunshine Camp Trail Mix & Beer Fest

Fri, Oct 16 · Rush, NY Rush

Sunshine Camp Trail Mix 5K & Beer FestSunshine Camp Trail Mix 5K (under 21 years old)

From $20 Open

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SUFFOLK COUNTY MARATHON

Sat, Oct 17 · BAY SHORE, NY BAY SHORE

1k KIDS FUN RUN5K FAMILY TRAIL RUN / WALK10K RUN +6

From $15 Open Closing Soon

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Malta 2K, 3K, 5k Trail Race

Sun, Oct 18 · Malta, NY Malta

2K Kids Trail Run3K Kids Trail Run5K Trail Run/Hike

From $15 Open

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UR Skeleton Run

Sun, Oct 18 · Deerfield, NY Deerfield

Kids Quarter mile Run (3-12 year old)Skeleton Community Run (1.5 mile)Skeleton Run 5K (3.1 mile)

From $0 Open

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FALL Run The Farm

Sun, Oct 25 · Katonah, NY Katonah

Fall Kids Run The Farm (Race 1 - age 7-12 race)Fall Run The Farm 5 MilerFall Kids Run The Farm (Race 2 - age 6 & under race)

From $20 Open Closing Soon

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Clear Path 5k Trail Run

Mon, Nov 9 · Chittenango, NY Chittenango

Trail 5k

From $47.99 Open

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Dirt Cheap Stage Race

Fri, Nov 13 · Mendon, NY Mendon

Stage 1 - Pond Road Time TrialStage 2 - Devil's Bathtub 5 MileStage 3 - The Epic Stage 11 Mile +1

From $25 Open

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Leatherman's Loop

Sun, Apr 25 · Cross River, NY Cross River

Leatherman's LoopLeatherman's Loop

From $58 Closed

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