Upcoming Races Near Cold Spring, NY - Matching: Trail Races

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52nd Annual Rooster Run

Newtown, CT

Saturday, June 13th, 2026

10K

Trail

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Roxbury Road Race Series #16

Roxbury, CT

Saturday, June 20th, 2026

Trail

View details for race Roxbury Road Race Series #16

EDRRC - Pawling Moonlight Trail Run 5K

Pawling, NY

Saturday, June 27th, 2026

Trail

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

Centurion Trail 33 Hour Ultra

Stratford, CT

Saturday, June 27th, 2026

Trail

View details for race Centurion Trail 33 Hour Ultra

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

Bedford, NY

Sunday, June 28th, 2026

Trail

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52nd Summer XC Series

Gardiner, NY

Monday, July 6th, 2026

Trail

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PATTERSONS PELLET—53rd Summer Series Week Two

Kerhonkson, NY

Monday, July 13th, 2026

1 Mile

Trail

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Bowdoin Bushwhack Presented by Peace, Love, Trails

Wappingers Falls, NY

Wednesday, July 15th, 2026

Trail

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Annual 5K Gardiner Classic Run/Walk

Gardiner, NY

Thursday, July 16th, 2026

Trail

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

BLUEBERRY RUN—53rd Summer Series Week Three

Kerhonkson, NY

Monday, July 20th, 2026

1 Mile

Trail

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LOU’S RUN—52nd Summer Series Week Four

High Falls, NY

Monday, July 27th, 2026

Trail

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It's All Downhill From Here 5K

Wilton, CT

Saturday, August 1st, 2026

Trail

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Interstate 17

Closter, NJ

Saturday, August 8th, 2026

Trail

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Raptor Ridge Presented by Peace, Love, Trails

Mount Kisco, NY

Sunday, August 23rd, 2026

10K

Trail

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Pompton Lakes 5K Run

Pompton Lakes, NJ

Sunday, September 6th, 2026

Trail

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FallApple

South Orange, NJ

Saturday, September 12th, 2026

10K

Half

Trail

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South Nyack 10-Miler

Nyack, NY

Sunday, September 13th, 2026

10 Miles

Trail

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2026 MHRRC Dutchess County Classic

Poughkeepsie, NY

Saturday, September 19th, 2026

Half

10K

Trail

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KVIS 2026 Michael Berardino Memorial Road Race

Katonah, NY

Saturday, September 19th, 2026

1 Mile

Trail

View details for race KVIS 2026 Michael Berardino Memorial Road Race

Where the Pavement Ends Single & Double Loop

Ridgefield, CT

Sunday, September 20th, 2026

Trail

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IronHike Series - Fall '26

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, October 1st, 2026

Ultra

Trail

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NJ Trail Series One Day

Augusta, NJ

Thursday, October 1st, 2026

1 Mile

Ultra

Marathon

Trail

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Forbidden Forest 30 Hour Ultra

Stratford, CT

Saturday, October 3rd, 2026

Trail

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4 in the Forest Presented by Peace, Love, Trails

Irvington, NY

Sunday, October 4th, 2026

Trail

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Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 10th, 2026

1 Mile

Trail

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Paine to Pain Trail Half Marathon

New Rochelle, NY

Sunday, October 11th, 2026

Half

Trail

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FALL Run The Farm

Katonah, NY

Sunday, October 25th, 2026

1 Mile

Trail

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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

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Pocantico Hills Races

Tarrytown, NY

Saturday, November 7th, 2026

Marathon

Half

Trail

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Coach Mike Slinskey Memorial 5k

Wappingers Falls, NY

Sunday, November 8th, 2026

1 Mile

Trail

View details for race Coach Mike Slinskey Memorial 5k

NJ Trail Series SOMO Winter 1

South Orange, NJ

Saturday, November 14th, 2026

10K

Half

Trail

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Run the Woods

Oak Ridge, NJ

Sunday, November 15th, 2026

1 Mile

Trail

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Roxbury Road Race Series #35

Roxbury, CT

Saturday, November 21st, 2026

Trail

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Storybook Half Marathon

Stratford, CT

Saturday, November 21st, 2026

Half

Trail

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ROB'S TRAIL RUN EDITION

Woodbury, NY

Sunday, November 29th, 2026

Trail

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NJ Trail Series SOMO Winter 2

South Orange, NJ

Saturday, December 5th, 2026

10K

Half

Trail

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Frosty Forest 5k

Stratford, CT

Saturday, December 19th, 2026

Trail

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NJ Trail Series SOMO Winter 3

South Orange, NJ

Saturday, January 9th, 2027

10K

Half

Trail

View details for race NJ Trail Series SOMO Winter 3

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

South Orange, NJ

Saturday, February 20th, 2027

Ultra

10 Miles

Trail

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John Jay Community Trail Race

Cross River, NY

Sunday, April 4th, 2027

Trail

View details for race John Jay Community Trail Race

Leatherman's Loop

Cross River, NY

Sunday, April 25th, 2027

10K

Trail

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Wappingers Falls Monroe Brewster Katonah Congers Mount Kisco All New York races