Trail Runs in New York — 2026

There are 38 trail runs in New York scheduled for 2026. The next is the Try the Trail in Katonah on April 26. New York trail runs run primarily April through November.

Fleet Feet Poughkeepsie's Trail Running Series Powered by HOKA

Tue, Apr 21 · Poughkeepsie, NY Poughkeepsie

Fleet Feet Poughkeepsie's Trail Running Series Powered by HOKA

From $60 Open 65 spots left

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Leatherman's Loop

Sun, Apr 26 · Cross River, NY Cross River

Leatherman's Loop

From $56 Closed

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Try the Trail

Sun, Apr 26 · Katonah, NY Katonah

0.5 Mile Trail Run1 Mile Trail Run

From $30 Open Closing Soon

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Run our Trails

Tue, Apr 28 · Honeoye Falls, NY Honeoye Falls

Race 1- 3 Miles- Hopkins PointRace 6 - 3 Miles- Hopkins PointRace 5 - 4 Miles - Lookout Shelter +4

From $25 Open Closing Soon

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A Run to Remember

Sat, May 2 · Red Hook, NY Red Hook

5K Trail Run10k Trail Run

From $20 Open Closing Soon

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Medved Madness Trail Races

Sun, May 3 · Honeoye Falls, NY Honeoye Falls

Free Kid's K Trail RaceMedved Madness Short CourseMedved Madness Long Course - Early Start +1

From $0 Open Closing Soon

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Mother's Day 10K

Sat, May 9 · Lake Placid, NY Lake Placid

Mothers Day 5K RaceMothers Day 10K Race

From $35 Open

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Trail Race REXtravaganza

Sat, May 9 · Orangeburg, NY Orangeburg

3.75 mile REXtravaganza7.5 mile REXtravaganza11.25 mile REXtravaganza

From $30 Open Closing Soon

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Sehgahunda Trail Marathon, Marathon Relay & Vale of Three Falls

Sat, May 16 · Portageville, NY Portageville

Lower Falls 5KMiddle Falls 10KUpper Falls 15K +4

From $30 Open Closing Soon

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Spring Run The Farm

Sun, May 17 · Katonah, NY Katonah

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

From $20 Open

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Sand to Serengeti

Sun, May 17 · Fayetteville, NY Fayetteville

Sand to Serengeti - 3 Mile Trail RunSand to Serengeti - 10 Mile Trail Run

From $40 Open Closing Soon 61 spots left

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Nassau Suffolk Trail Marathon & 15 Miler

Sun, May 17 · Farmingdale, NY Farmingdale

Nassau Suffolk Trail 15 MilerNassau Suffolk Trail Marathon

From $75 Open

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Highland Forest 1-2-3 Trail Run

Sat, May 23 · Fabius, NY Fabius

1 Loop (10 Miles)2 Loops (20 Miles)3 Loops (31 miles/50k)

From $25 Open Closing Soon

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Fleet Feet Dirt Cheap Trail Race Series

Wed, May 27 · Rochester, NY Rochester

Race 1 - Durand Eastman Park - Magnolia ShelterDirt Cheap Trail Race Series (All 4 races)Race 2 - Webster Park - Parkview Lodge +2

From $23 Open Closing Soon

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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 Wheelchair Roll (Pavement)5K Run/Walk (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 Closing Soon

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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 RaceKids Fun Run On The Beach at Green Lakes State Park +5

From $0 Open 35 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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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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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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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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Fellows Frolic

Sat, Aug 22 · Tully, NY Tully

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

From $45 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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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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Amy's Adventure Race for the Lake

Sat, Oct 3 · Bolton Landing, NY Bolton Landing

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

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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

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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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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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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

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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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