Trail Running calendar near Pawling 2026-2027

The Pinky’s Rock n Rolla will take place in Queens County on Saturday 11 July 2026. You can run 4 miles.

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..

The XC Summer Series will take place in Parsippany-Troy Hills on Tuesday 14 July 2026. You can run 5 kilometers.

Join the XC Summer Series, a friendly weekly cross country 5K on Tuesday nights in Parsippany from April 28 to September 1, 2026. All ages and abilities welcome, walkers included, with chip timing and after race refreshments.

A 5.5 mile trail race at Soapstone Mountain featuring six ascents and about 1500 feet of climbing. The route circles the mountain with multiple steep rocky sections, limited aid access, and a field limited to 50 runners due to parking.

Join the XC Summer Series, a friendly weekly cross country 5K on Tuesday nights in Parsippany from April 28 to September 1, 2026. All ages and abilities welcome, walkers included, with chip timing and after race refreshments.

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..

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.

A trail event at Stokes State Forest on August 9, 2026 with options from 5K to a 17 mile loop, plus a rucking division with 15 lb and 30 lb classes. The courses are technical, feature aid stations, and include discounts for military and you..

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.

Run trails on a 5 km loop for 8 hours at Crandall's Park. It's a potluck celebration with food, raffles, and games. Complete loops to earn tickets for prizes and a commemorative 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.

A mountain trail event at Belleayre Mountain in Highmount, NY on August 16, 2026, offering a 25K and an 8K with hiking options, on-course aid, a zero carbon offset fee, and donations to The Catskill Center.

Join the XC Summer Series, a friendly weekly cross country 5K on Tuesday nights in Parsippany from April 28 to September 1, 2026. All ages and abilities welcome, walkers included, with chip timing and after race refreshments.

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.

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.

Join the XC Summer Series, a friendly weekly cross country 5K on Tuesday nights in Parsippany from April 28 to September 1, 2026. All ages and abilities welcome, walkers included, with chip timing and after race refreshments.

Join the XC Summer Series, a friendly weekly cross country 5K on Tuesday nights in Parsippany from April 28 to September 1, 2026. All ages and abilities welcome, walkers included, with chip timing and after race refreshments.

The Run for the Hills - Niantic will take place in Waterford on Saturday 5 September 2026. You can run 5 kilometers.