Upcoming Races Near Pleasantville, NY - Matching: Trail Races

Name: Leatherman's Loop
Start: 2026-04-26
End: 2026-04-26
Location: Cross River

10th Annual Flanders Field & Forest 5K Trail R...

Woodbury, CT

Friday, June 6th, 2025

Trail

Fast

View details for race 10th Annual Flanders Field & Forest 5K Trail Run/Walk

EDRRC - Pawling Moonlight Trail Run 5K

Pawling, NY

Friday, June 6th, 2025

Trail

View details for race EDRRC - Pawling Moonlight Trail Run 5K

Shirley Chisholm Trail Run 5K

Brooklyn, NY

Sunday, June 8th, 2025

Trail

View details for race Shirley Chisholm Trail Run 5K

Run in the Park 5K - to benefit the Milford Rotary

Milford, CT

Sunday, June 8th, 2025

Trail

Fast

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51st Annual Rooster Run

Newtown, CT

Saturday, June 14th, 2025

10K

Trail

View details for race 51st Annual Rooster Run

Hamden Fest Half Marathon & 5k

Hamden, CT

Saturday, June 14th, 2025

Half

Trail

View details for race Hamden Fest Half Marathon & 5k

RattleSnakeRun 2025

Wassaic, NY

Saturday, June 14th, 2025

Half

10K

Trail

View details for race RattleSnakeRun 2025

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

Bedford, NY

Sunday, June 22nd, 2025

Trail

View details for race Fork In The Trail 5k Presented By Peace, Love, Trails

Bowdoin Bushwhack Presented by Peace, Love, Trails

Wappingers Falls, NY

Wednesday, July 2nd, 2025

Trail

View details for race Bowdoin Bushwhack Presented by Peace, Love, Trails

5K Race for Recovery 4th of July

Central Park of Morris County, Parsippany-Troy Hills, NJ

Friday, July 4th, 2025

Trail

View details for race 5K Race for Recovery 4th of July

52nd Summer XC Series

Gardiner, NY

Monday, July 7th, 2025

Trail

View details for race 52nd Summer XC Series

Pinky’s Rock n Rolla

Richmond Hill, NY

Saturday, July 12th, 2025

Trail

View details for race Pinky’s Rock n Rolla

EDRRC - Racing to Save Lives 5K/10K

Lagrangeville, NY

Saturday, July 12th, 2025

10K

Trail

View details for race EDRRC - Racing to Save Lives 5K/10K

Dirt Bag Trail Series

Montclair, NJ

Sunday, July 13th, 2025

Trail

View details for race Dirt Bag Trail Series

Annual 5K Gardiner Classic Run/Walk

Gardiner, NY

Thursday, July 17th, 2025

Trail

View details for race Annual 5K Gardiner Classic Run/Walk

Interstate 17

Closter, NJ

Sunday, August 10th, 2025

Trail

View details for race Interstate 17

PATH TO THE PARADE 5K

Hamden, CT

Friday, August 22nd, 2025

Trail

Fast

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Shore 2 The Pour Beach Run 2025

Stratford, CT

Saturday, August 23rd, 2025

Trail

View details for race Shore 2 The Pour Beach Run 2025

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

Mount Kisco, NY

Sunday, August 24th, 2025

10K

Trail

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

Barn-B-Q Trail Festival

Berkeley Heights, NJ

Saturday, August 30th, 2025

Trail

View details for race Barn-B-Q Trail Festival

South Nyack 10-Miler

Nyack, NY

Saturday, August 30th, 2025

10 Miles

Trail

View details for race South Nyack 10-Miler

Pompton Lakes 5K Run

Pompton Lakes, NJ

Sunday, August 31st, 2025

Trail

View details for race Pompton Lakes 5K Run

FallApple

South Orange, NJ

Saturday, September 6th, 2025

10K

Half

Trail

View details for race FallApple

Where the Pavement Ends Single & Double Loop

Ridgefield, CT

Sunday, September 14th, 2025

Trail

View details for race Where the Pavement Ends Single & Double Loop

DECA Dash 5K Run/Walk

Ridgewood, NJ

Sunday, September 21st, 2025

Trail

View details for race DECA Dash 5K Run/Walk

Palisades Half Marathon + 8K Trail Run

Fort Lee, NJ

Sunday, September 21st, 2025

Half

Trail

View details for race Palisades Half Marathon + 8K Trail Run

2025 MHRRC Dutchess County Classic

Poughkeepsie, NY

Saturday, September 27th, 2025

Half

10K

Trail

View details for race 2025 MHRRC Dutchess County Classic

UltraTrek Lake Rickabear NJ

Kinnelon, NJ

Sunday, September 28th, 2025

1 Mile

Trail

View details for race UltraTrek Lake Rickabear NJ

NJ Trail Series One Day

Augusta, NJ

Thursday, October 2nd, 2025

1 Mile

Marathon

Ultra

Trail

View details for race NJ Trail Series One Day

2025 Rail Trail 10K Race

Hamden, CT

Saturday, October 4th, 2025

10K

Trail

View details for race 2025 Rail Trail 10K Race

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 11th, 2025

Trail

View details for race Gemstone Sparkle Sprint 5k

Paine to Pain Trail Half Marathon

New Rochelle, NY

Sunday, October 12th, 2025

Half

Trail

View details for race Paine to Pain Trail Half Marathon

Run The Farm

Katonah, NY

Sunday, October 19th, 2025

1 Mile

Trail

View details for race Run The Farm

Strides for Education Hybrid 5K Run/Walk

Morris Plains, NJ

Saturday, October 25th, 2025

Trail

Fast

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Grin 'N Bear It: Brewster 5K

Brewster, NY

Saturday, October 25th, 2025

Trail

View details for race Grin 'N Bear It: Brewster 5K

Thunderbird Run 2025: Annual Mahwah Schools Fou...

MAHWAH, NJ

Sunday, October 26th, 2025

Trail

View details for race Thunderbird Run 2025: Annual Mahwah Schools Foundation 5K Run, 2Mi Walk and Kids Run

Raven Rocks 10k Run and Raven 100k Challenge

Cross River, NY

Saturday, November 1st, 2025

10K

Trail

View details for race Raven Rocks 10k Run and Raven 100k Challenge

NJ Trail Series SOMO Winter 1

South Orange, NJ

Saturday, November 15th, 2025

10K

Half

Trail

View details for race NJ Trail Series SOMO Winter 1

ROB'S TRAIL RUN EDITION

Woodbury, NY

Sunday, November 30th, 2025

Trail

View details for race ROB'S TRAIL RUN EDITION

SRC Presents: A Backyard Ultra

Hauppauge, NY

Saturday, December 13th, 2025

Trail

View details for race SRC Presents: A Backyard Ultra

Morris Hot Cocoa 5K 12/13 10 am

Morris Plains, NJ

Saturday, December 13th, 2025

Trail

View details for race Morris Hot Cocoa 5K 12/13 10 am

NJ Trail Series SOMO Winter 2

South Orange, NJ

Saturday, December 13th, 2025

10K

Half

Trail

View details for race NJ Trail Series SOMO Winter 2

Mahlon Winter Donut Trail Run & Hike 5 & 10 & 13.1

Lake Hopatcong, NJ

Sunday, February 8th, 2026

10 Miles

Half

Trail

View details for race Mahlon Winter Donut Trail Run & Hike 5 & 10 & 13.1

John Jay Community Trail Race

Cross River, NY

Sunday, April 12th, 2026

Trail

View details for race John Jay Community Trail Race

Leatherman's Loop

Cross River, NY

Sunday, April 26th, 2026

10K

Trail

View details for race Leatherman's Loop

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