Upcoming Races Near Poughkeepsie, NY - Matching: Trail Races

Organize a race? Get it in front of thousands of runners.

Add it free Feature it

2026 Camp Jewell 5K Fun Run/Walk & Kids 1M

Colebrook, CT

Saturday, June 20th, 2026

1 Mile

Trail

View details for race 2026 Camp Jewell 5K Fun Run/Walk & Kids 1M

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

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

Bedford, NY

Sunday, June 28th, 2026

Trail

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

52nd Summer XC Series

Gardiner, NY

Monday, July 6th, 2026

Trail

View details for race 52nd Summer XC Series

PATTERSONS PELLET—52nd Summer Series Week Two

Kerhonkson, NY

Monday, July 13th, 2026

Trail

View details for race PATTERSONS PELLET—52nd Summer Series Week Two

Bowdoin Bushwhack Presented by Peace, Love, Trails

Wappingers Falls, NY

Wednesday, July 15th, 2026

Trail

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

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—52nd Summer Series Week Three

Kerhonkson, NY

Monday, July 20th, 2026

1 Mile

Trail

View details for race BLUEBERRY RUN—52nd Summer Series Week Three

LOU’S RUN—53rd Summer Series Week Four

High Falls, NY

Monday, July 27th, 2026

1 Mile

Trail

View details for race LOU’S RUN—53rd Summer Series Week Four

It's All Downhill From Here 5K

Wilton, CT

Saturday, August 1st, 2026

Trail

View details for race It's All Downhill From Here 5K

Interstate 17

Closter, NJ

Saturday, August 8th, 2026

Trail

View details for race Interstate 17

Raptor Ridge Presented by Peace, Love, Trails

Mount Kisco, NY

Sunday, August 23rd, 2026

10K

Trail

View details for race Raptor Ridge Presented by Peace, Love, Trails

South Nyack 10-Miler

Nyack, NY

Sunday, September 13th, 2026

10 Miles

Trail

View details for race South Nyack 10-Miler

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

2026 MHRRC Dutchess County Classic

Poughkeepsie, NY

Saturday, September 19th, 2026

Half

10K

Trail

View details for race 2026 MHRRC Dutchess County Classic

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

IronHike Series - Fall '26

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, October 1st, 2026

Ultra

Trail

View details for race IronHike Series - Fall '26

4 in the Forest-April 6th, 2025-Irvington, NY

Irvington, NY

Sunday, October 4th, 2026

Trail

View details for race 4 in the Forest-April 6th, 2025-Irvington, NY

Norfolk Land Trust Trail Race Series/Haystack M...

Norfolk, CT

Sunday, October 4th, 2026

10K

Half

Trail

View details for race Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 10th, 2026

1 Mile

Trail

View details for race Gemstone Sparkle Sprint 5k

Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 17th, 2026

Trail

View details for race Tom Centinaro Memorial "Dam" Race

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

View details for race Kiwanis Club of Newburgh Scholarship Run

Raven Events

Cross River, NY

Sunday, November 1st, 2026

10K

Trail

View details for race Raven Events

Pocantico Hills Races

Tarrytown, NY

Saturday, November 7th, 2026

Marathon

Half

Trail

View details for race Pocantico Hills Races

Coach Mike Slinskey Memorial 5k

Wappingers Falls, NY

Sunday, November 8th, 2026

1 Mile

Trail

View details for race Coach Mike Slinskey Memorial 5k

Roxbury Road Race Series #35

Roxbury, CT

Saturday, November 21st, 2026

Trail

View details for race Roxbury Road Race Series #35

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

View details for race Leatherman's Loop

Spring Run The Farm

Katonah, NY

Sunday, May 23rd, 2027

1 Mile

Trail

View details for race Spring Run The Farm

Fire Tower Trail Races

Cross River, NY

Sunday, June 6th, 2027

Half

10K

Trail

View details for race Fire Tower Trail Races

Explore more in Poughkeepsie, NY

Jump straight to races by distance, month, or type.

Distance

5K 10K Half Marathon Marathon

Month

June July August

Race type

Trail Boston Qualifiers Fast Courses

Run clubs

Run clubs in Poughkeepsie

Nearby

Wappingers Falls Gardiner Wallkill Pawling Cornwall Kerhonkson All New York races