Upcoming Races in Esopus, NY 2026-2027

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

Poughkeepsie, NY

Saturday, May 30th, 2026

Featured

5K

Trail

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

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Roxbury Road Race Series #13

Roxbury, CT

Saturday, May 30th, 2026

Trail

View details for race Roxbury Road Race Series #13

The Big Run 5K/10K - Fleet Feet Poughkeepsie

Poughkeepsie, NY

Wednesday, June 3rd, 2026

10K

5K

Trail

Fast

View details for race The Big Run 5K/10K - Fleet Feet Poughkeepsie

IronHike Endurance Series - Spring 2026 - Mohaw...

Cornwall, CT

Wednesday, June 3rd, 2026

Ultra

Trail

View details for race IronHike Endurance Series - Spring 2026 - Mohawk Mtn, CT, USA

IronHike Mohawk Mountain Spring 2026

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, June 4th, 2026

Ultra

Trail

View details for race IronHike Mohawk Mountain Spring 2026

11th Annual Flanders Field & Forest 5K Trail R...

Woodbury, CT

Friday, June 5th, 2026

5K

Trail

View details for race 11th Annual Flanders Field & Forest 5K Trail Run/Walk

Iron Hike - Spring Kuwohi Trail Half Marathon P...

Cornwall, CT

Saturday, June 6th, 2026

Trail

View details for race Iron Hike - Spring Kuwohi Trail Half Marathon Plus - 15 Miles | 7,140' Elevation | 12-Hour | Run, Hike or Walk

Fire Tower Trail Races

Cross River, NY

Sunday, June 7th, 2026

Half

10K

Trail

View details for race Fire Tower Trail Races

52nd Annual Rooster Run

Newtown, CT

Saturday, June 13th, 2026

5K

10K

Trail

View details for race 52nd Annual Rooster Run

Roxbury Road Race Series #16

Roxbury, CT

Saturday, June 20th, 2026

Trail

View details for race Roxbury Road Race Series #16

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

Colebrook, CT

Saturday, June 20th, 2026

5K

1 Mile

Trail

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

EDRRC - Pawling Moonlight Trail Run 5K

Pawling, NY

Saturday, June 27th, 2026

5K

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

5K

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

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

5K

Trail

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

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

KVIS 2026 Michael Berardino Memorial Road Race

Katonah, NY

Saturday, September 19th, 2026

5K

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

5K

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 Mohawk Mountain Fall 2026

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, October 1st, 2026

Ultra

Trail

View details for race IronHike Mohawk Mountain Fall 2026

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

Norfolk, CT

Sunday, October 4th, 2026

5K

10K

Half

Trail

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

Kiwanis Club of Newburgh Scholarship Run

Newburgh, NY

Sunday, October 25th, 2026

Trail

View details for race Kiwanis Club of Newburgh Scholarship Run

FALL Run The Farm

Katonah, NY

Sunday, October 25th, 2026

1 Mile

Trail

View details for race FALL Run The Farm

Raven Events

Cross River, NY

Sunday, November 1st, 2026

10K

Trail

View details for race Raven Events

Coach Mike Slinskey Memorial 5k

Wappingers Falls, NY

Sunday, November 8th, 2026

5K

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

Leatherman's Loop

Cross River, NY

Sunday, April 25th, 2027

10K

Trail

View details for race Leatherman's Loop

Upcoming Races Near Esopus, NY - Matching: Trail Races