Trail Running calendar near Poughkeepsie 2026-2027

We have found 134 Trailruns within 80 miles of Poughkeepsie. See below where and when you can find the races.

The Revolution is a new trail run on a historic 1.776-mile loop at Putnam Memorial State Park in Connecticut. Choose from 12, 6, or 3-hour timed events to test your endurance on gentle carriage roads. Part of your registration supports the..

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

A unique trail race at Soapstone Mountain featuring six ascents. Runners circle the base and climb each upward trail they find, finishing with the infamous Killer Hill. The challenging course includes rocky and steep terrain.

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

August 2026

Discover a new trail running challenge north of NYC at the historic Ward Pound Ridge Reservation. Choose from 25K, 50K, or 50 mile distances on a runnable course through scenic wooded trails. Enjoy post race refreshments and earn a unique f..

The MCW Westfield Ultra will take place in Westfield on Saturday 1 August 2026. You can run between 3 and 24 hours.

A 17 mile trail run from State Line Lookout in Closter NJ that follows Hudson River viewpoints into New York and back. The course uses a one mile closed road out plus a four mile technical loop repeated four times with stocked aid stations.

An 8 hour timed track event at Clapp Park on a certified 0.355 mile dirt and cinder loop, featuring chip timing, trackside bottle drop aid, age division awards, a possible virtual option, and proceeds benefitting the AYJ Fund.

Hit the technical trails of Stokes State Forest at the Thunder Chicken Squatch Jamboree. Choose from a 5K, 10K, or 17-mile challenge on rocky, rooted singletrack. The event honors military service with a special discount and features a fest..

Discover new trails at the Tappen Brook 5K in Bridgewater, CT. This community event winds through the scenic woodlands of Bridgewater Town Park. All runners receive a participation gift.

Trail races in Clarence Fahnestock Memorial State Park offering 50K, 25K and 5.5-mile courses through mixed runnable and technical terrain, with multiple aid stations and proceeds supporting park conservation.

The Landis Arboretum 5K Forest Run will take place in Esperance on Saturday 15 August 2026. You can run 5 kilometers.

Climb It For Climate returns to Belleayre Mountain in the Catskills. Runners can tackle a challenging 25K or a shorter 8K mountain course. The event supports environmental causes with donations and carbon offset initiatives.

A six hour loop ultra at Jug End State Reservation in Egremont, MA on August 22, 2026. Runners complete as many 4.2 mile laps as they wish; a 0.75 mile mini loop is available in the final hour for distance milestones.

This 4-mile trail run in Schenectady Central Park uses a flexible time trial format. All proceeds support addiction recovery services, honoring a personal legacy. A pre race stretching session is included.

Trail races at Thacher State Park on August 23, 2026 offering 10K, 13.1M, 26.2M and 50K on shared looped courses with cupless aid stations and finish medals for the marathon and 50K.

September 2026

A trail event centered on the 70 mile Shawangunk Ridge near Rosendale NY offering 70 mile, 30 mile, and half marathon divisions. Routes move over cliffs, pine barrens, wetlands and rugged singletrack; the event is unsupported.

A mixed-surface trail event at South Mountain Reservation in South Orange offering distances from 5K up to 50M, with aid stations roughly every three miles and course maps available.

Trail race at Macedonia Brook State Park near Kent, Connecticut offering 12K, 25K and 50K on singletrack with technical climbs, descents and a viewpoint on Cobble Mountain. The 25K is part of the Blue Blazed Trail Running Series.