Trail Running calendar near Windham 2026-2027

Notchview Ultra in Windsor, MA runs July 10 to 13, 2026 and offers multiple timed and distance events from 6 hours to 100.7 miles. The race uses a groomed 1.9 mile perimeter loop with an aid station and on-site amenities.

A women only 5K obstacle mud run in Albany, NY on July 12, 2026 featuring more than 18 obstacles. The event welcomes participants aged seven and up and is presented as non competitive with an emphasis on fun and teamwork.

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.

A remote, self-supported 55K on the Northville Placid Trail in the Adirondacks with technical singletrack and about 3,300 ft of gain. Registration includes a shirt, swag, and two meals; a recent validating race result is required.

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..

Part of the Shawangunk Runners summer series since 1974, the Blueberry Run in Kerhonkson features a 4.1 mile loop around Lake Minnewaska plus shorter kids races, with parking at Minnewaska State Park and no registration fee.

A third annual cross country event in Warwick, NY on July 25, 2026, featuring a mass-start 5k and a non-timed 400 m Kids Dash with finishers ribbons.

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.

A trail running event at Ward Pound Ridge Reservation offering 25K, 50K and 50M courses across wooded singletrack and carriage roads with runnable sections, ridge views, aid stations, and GPX course files.

A five mile trail race on the Gurney Lane Trails in Queensbury, NY featuring single track terrain, chip timed results, age group awards, a post race celebration and proceeds benefiting the Under the Woods Foundation.

A 7-mile USATF sanctioned trail race in Barkhamsted, CT on 08/01/2026. Registration runs 05/03/2026 to 07/31/2026 with a $20 fee and no race day registration; results posted online by Greystone Electronics.

An eight hour track event at Clapp Park in Pittsfield with a virtual option, chip timing, on course bottle drop aid, and age division awards. Proceeds support the AYJ Fund and several discount codes are available.

Tappen Brook 5K on August 9, 2026 in Bridgewater, CT is a 3rd annual trail race on the new Bridgewater Town Park trails, featuring packed-dirt paths, gentle hills and views of Lake Lillinonah. The event is organized by local land trust and..

Trail races at Fahnestock State Park near Cold Spring, NY on Aug 15, 2026. Distances include 50K, 25K, and a 5.5-mile option on mixed dirt roads and technical single track with on-course aid and a post-race meal.

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.

Climb It For Climate is a mountain trail event at Belleayre Resort offering 25K and 8K courses. The event offsets carbon, raises funds for The Catskill Center, and accepts shoe donations for Sneakers 4 Good.

An eight mile trail run on a well-groomed unpaved carriage path beside the Ashokan Reservoir in West Hurley, NY, limited to 100 runners with age-group awards and a commemorative item for early registrants.

A 4.2 mile loop ultra at Jug End State Reservation in Egremont, MA. Runners may complete as many 4.2 mile laps as they wish within a six hour limit; partial laps do not count and a 0.75 mile mini loop is available in the final hour.

A 4 mile open time trial on the single track trails of Schenectady Central Park with individually timed laps. All proceeds go to Hive of Hope, a community organization supporting recovery through connection and movement.

A 5K trail fun run through the hills of Butternut Valley in Garrattsville, NY on August 22, 2026, presented by Butternut Valley Alliance as part of the Butternut Valley Days celebration; registration fee is $35.