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.

Test your endurance on a 0.355-mile track loop for 8 hours at Clapp Park. Enjoy a unique bottle-drop aid station and support the AYJ Fund for children with cancer. Awards celebrate all age groups and lifetime achievements.

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.

Explore the varied trails of Fahnestock State Park in New York with a choice of 50K, 25K, or 5.5-mile races. The event includes course support, a post-race meal, and supports park conservation through its non-profit organizer.

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 is a trail running event on Belleayre Mountain in the Catskills, offering 25K and 8K race options. The weekend features pre-race activities, and the event focuses on environmental responsibility with a zero-carbon initi..

Run the Jug End Loop Ultra in the scenic Jug End State Reservation. Choose between a 4.2-mile race or a 6-hour ultramarathon on a challenging loop trail. All finishers receive a handmade ceramic mug, and the event supports local charities.

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

Explore the scenic Shawangunk Ridge on a rugged 70-mile trail. Choose from three distances: a 70-miler, 30-miler, or half marathon. This unsupported event celebrates the preserved beauty of the 'Gunks' mountains.

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.

Explore the singletrack of Macedonia Brook State Park in Connecticut. Choose from 12K, 25K, or 50K distances on a course featuring climbs, technical trails, and the famous viewpoint atop Cobble Mountain. Enjoy a post-race celebration with f..