Trail Running calendar near Shandaken 2026-2027

Experience a unique trail race through the Westmoreland Sanctuary where you choose your own path at the fork. Start and finish at Fox Lane High School for a memorable 5k adventure in Bedford.

Trail races of 60K, 30K and 15K take place at Red Wing Recreation Area in Lagrangeville NY. The 60K is four laps of a 15K loop with about 6500 ft of climb and on-course aid stations and post race food.

Part of the Shawangunk Runners summer series, this week features a 4.7 mile Undercliff Overcliff loop plus kid races, held at Trapps Bridge with parking at Mohonk Preserve West Trapps and no registration fee.

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 timed loop trail race at Putnam Memorial State Park on July 11, 2026. Runners repeat a 1.776 mile loop on carriage roads and short singletrack in 12, 6, or 3 hour formats.

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.

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.

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.

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.

A trail running event at Stokes State Forest on August 9, 2026 with 17 mile, 10K, 10K Ruck, and 5K options on technical singletrack. Courses feature marked trails, on course aid for longer distances, and support for adaptive athletes.

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.

A mountain trail event at Belleayre Resort offering a 25K (about 16 miles, 5000+ ft elevation change) and an 8K on ski slopes; both distances allow hikers. The event is organized as zero carbon and raises donations for The Catskill Center.