Trail Running calendar near Shandaken 2026-2027

Muddy Princess Albany is a 5 km obstacle mud run for women held at Harley Rendezvous Classic Inc. Join this non competitive event focused on unity and empowerment while supporting the fight against breast cancer.

Experience a midweek evening trail run through the diverse terrain of Bowdoin Park. This 5 mile race features a mix of grass and rocky trails with awards for top finishers and a food drive for the local pantry.

Two trail-focused races at Beartown State Forest in Great Barrington, MA: a 5-mile loop around Benedict Pond and a roughly 13.5-mile half with significant climbing and technical terrain. The event is cupless with limited parking and shuttle..

A third annual cross country event in Warwick, NY on July 25, 2026 featuring a 5k mass start race and a free 400 m kids dash where all youth finishers receive a ribbon.

A 30 km singletrack mountain race in the Catskills on July 26, 2026 with about 4,800 ft of climb and a six hour cut off. The remote route has limited aid, wave starts, and entry requires qualifying standards.

Experience the wooded trails of the historic Ward Pound Ridge Reservation in New York. This event offers 25K, 50K, and 50 mile distances featuring a mix of technical singletrack and runnable carriage roads.

Experience a loop based trail race at the Newbsanity Adventure Center featuring creek crossings and swamps. Choose between 5K, 15K, or 50K distances with an optional rucking class for those seeking a weighted challenge.

An eight hour track ultramarathon at Clapp Park in Pittsfield, MA, run on a certified 0.355 mile dirt and cinder loop with lap counting, midrace direction change, bottle drop aid station, awards, and proceeds benefiting the AYJ Fund.

A trail running event at Stokes State Forest offering 17 mile, 10K, 10K Ruck and 5K options on technical singletrack. Military participants receive 50% off with code THUNDERCHICKEN.

The third annual Tappen Brook 5K in Bridgewater, CT, uses newly opened trails through Bridgewater Town Park with packed dirt and natural paths and views of Lake Lillinonah. Participants receive a race-day gift and top finishers earn prizes.

Trail races at Fahnestock State Park near Cold Spring NY offer three distances on mixed runnable dirt roads and technical single track. Multiple aid stations and a post race meal are provided and proceeds support park conservation.

Experience a rolling cross country run through the forests and meadows of the Landis Arboretum. This sanctioned 5K race offers views of the Schoharie Valley and access to scenic trails and gardens.

A mountain trail event at Belleayre Resort on August 16, 2026 with a demanding 25K and an 8K on ski slopes. The event runs as zero carbon and raises funds for The Catskill Center.

A six hour loop ultra on August 22, 2026 at Jug End State Reservation in Egremont, MA. The event uses a 4.2 mile loop with a .75 mile mini loop in the final hour and benefits the Louison House.

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.

A five kilometer trail run through the hills of Butternut Valley in Garrattsville, NY on August 22, 2026. Staged at Butternuts Beer and Ale as part of Butternut Valley Days, with a registration fee of $35.

A trail running festival at Thacher State Park on August 23, 2026, offering **10K**, **13.1M**, **26.2M** and **50K** courses that share the same first 10K loop. The cupless event has multiple aid stations, post-race food, and medals for ma..

On August 23, 2026 Raptor Ridge stages a 6.5 mile trail race at Westmoreland Sanctuary in Mount Kisco, New York. The event starts and finishes at the Fox Lane High School campus, dogs are not allowed and non perishable food donations are co..

Experience the rugged beauty of Salt Springs Park with technical trail races through old growth forests and wetlands. Choose between 5K, 10K, or a demanding 50K ultra featuring 7,000 feet of elevation gain.

A trail event in Rosendale, NY on the Shawangunk Ridge Trail offering 70 mile, 30 mile, and half marathon divisions. The course crosses varied terrain and is minimally supported so participants must carry food and water purification.