Upcoming Races Near Chester, NY - Matching: Trail Races

Name: Reindeer Run at ShawneeCraft 5K
Start: 2026-12-12
End: 2026-12-12
Location: Shawnee On Delaware

Febapple Frozen 50M, 50K, 20M, 10M

South Orange, NJ

Saturday, February 21st, 2026

Featured

Ultra

10 Miles

Trail

View details for race Febapple Frozen 50M, 50K, 20M, 10M

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Mahlon Winter Donut Trail Run & Hike 5 & 10

Lake Hopatcong, NJ

Sunday, March 1st, 2026

10 Miles

Trail

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

Hair of the Bear 15K & 5K

Shawnee On Delaware, PA

Sunday, March 29th, 2026

15K

Trail

View details for race Hair of the Bear 15K & 5K

Mudders and Grunters

Yorktown Heights, NY

Sunday, March 29th, 2026

Trail

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Urban Environmental Challenge 10k

Bronx, NY

Sunday, March 29th, 2026

10K

Trail

View details for race Urban Environmental Challenge 10k

Sparrow's Nest Superhero Rock 'N' Run Challenge...

Poughquag, NY

Wednesday, April 1st, 2026

Ultra

Trail

View details for race Sparrow's Nest Superhero Rock 'N' Run Challenge and 5K

Spring SOMO Timed Trail Races

South Orange, NJ

Saturday, April 4th, 2026

Trail

View details for race Spring SOMO Timed Trail Races

Joseph Ennesser 5K Run/Walk

Wappingers Falls, NY

Saturday, April 11th, 2026

Trail

View details for race Joseph Ennesser 5K Run/Walk

John Jay Community Trail Race

Cross River, NY

Sunday, April 12th, 2026

Trail

View details for race John Jay Community Trail Race

IBBC Trail Classic 5k and Kid's Trail Run prese...

Irvington, NY

Sunday, April 12th, 2026

Trail

View details for race IBBC Trail Classic 5k and Kid's Trail Run presented by Peace, Love, Trails

Try the Trail

Katonah, NY

Sunday, April 26th, 2026

1 Mile

Trail

View details for race Try the Trail

Leatherman's Loop

Cross River, NY

Sunday, April 26th, 2026

10K

Trail

View details for race Leatherman's Loop

XC Summer Series

Parsippany, NJ

Tuesday, April 28th, 2026

Trail

View details for race XC Summer Series

CTA Scholarship 5k Run/Walk

Carmel, NY

Sunday, May 3rd, 2026

Trail

View details for race CTA Scholarship 5k Run/Walk

Spring Run The Farm

Katonah, NY

Sunday, May 17th, 2026

1 Mile

Trail

View details for race Spring Run The Farm

Randolph Rocks 5K and 1K Fun Run

Randolph, NJ

Saturday, May 30th, 2026

Trail

View details for race Randolph Rocks 5K and 1K Fun Run

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

Poughkeepsie, NY

Saturday, May 30th, 2026

Trail

View details for race Peach Hill "Run For the Hill of It" 5K

Interstate 17

Closter, NJ

Saturday, August 8th, 2026

Trail

View details for race Interstate 17

South Nyack 10-Miler

Nyack, NY

Saturday, September 5th, 2026

10 Miles

Trail

View details for race South Nyack 10-Miler

FallApple

South Orange, NJ

Saturday, September 12th, 2026

10K

Half

Trail

View details for race FallApple

Where the Pavement Ends Single & Double Loop

Ridgefield, CT

Sunday, September 20th, 2026

Trail

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

NJ Trail Series One Day

Augusta, NJ

Thursday, October 1st, 2026

1 Mile

Ultra

Marathon

Trail

View details for race NJ Trail Series One Day

Paine to Pain Trail Half Marathon

New Rochelle, NY

Sunday, October 11th, 2026

Half

Trail

View details for race Paine to Pain Trail Half Marathon

Strides for Education Hybrid 5K Run/Walk

Morris Plains, NJ

Sunday, October 25th, 2026

Trail

Fast

View details for race Strides for Education Hybrid 5K Run/Walk

FALL Run The Farm

Katonah, NY

Sunday, October 25th, 2026

1 Mile

Trail

View details for race FALL Run The Farm

Kiwanis Club of Newburgh Scholarship Run

Newburgh, NY

Sunday, October 25th, 2026

Trail

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Raven Events

Cross River, NY

Sunday, November 1st, 2026

10K

Trail

View details for race Raven Events

Run the Woods 5k

Oak Ridge, NJ

Sunday, November 15th, 2026

1 Mile

Trail

View details for race Run the Woods 5k

FEAR Trail Fest 2026

Morristown, NJ

Sunday, November 22nd, 2026

Trail

View details for race FEAR Trail Fest 2026

Reindeer Run at ShawneeCraft 5K

Shawnee On Delaware, PA

Saturday, December 12th, 2026

1 Mile

Trail

View details for race Reindeer Run at ShawneeCraft 5K

Explore more in Chester, NY

Distances:

5K 10K Half Marathon Marathon

Months:

February March April

Tags:

Trail Boston Qualifiers Fast Courses

State:

All New York races

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