Trail Running Calendar New York 2026-2027

A winery-based running event on July 18, 2026 at Liberty Vineyards offering a 1K tasting walk and a 5K run/walk, with tastings, a finish-line wine, event shirt, on-site food, music, and post-race activities.

A 55K self-supported trail ultramarathon in New York's Adirondack Park along the Northville Placid Trail. Technical terrain with about 3,300 feet of gain; registration requires a qualifying race and includes a shirt and two meals.

A single day endurance walk on Gore Mountain near North Creek, NY with looped distances of 7 to 28 miles through shaded forest, creek crossings, and ridge views. Participants may ruck with added weight and receive commemorative gear.

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.

Explore the scenic trails of Monroe County during this four part mid week race series. Enjoy chip timed runs through various local parks along with post race cookouts and custom series participant awards.

The Webster Trail Classic is a scenic trail run through three distinct parks in Webster, NY. Runners can choose between a 10-mile or a 3.5-mile course, each offering varied terrain. A free kids fun run is also part of the event.

A two day trail running festival in the Honeoye Falls / Mendon area offering 100 mile, 50 mile, 50K day and night, new 5 10 and 20 mile solos, plus 99 mile and 50 mile relays; proceeds benefit the Blue Foundation.

A backyard ultra on Mt. Hovenberg trails in Lake Placid where runners complete a 4.167 mile loop each hour until they stop. Registration opens August 31, 2025 and fees increase by participant-count tiers.

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.

Trail races in Kennedy State Forest near Virgil, NY offering 15K and 7K courses on marked single track, logging and dirt roads with stream crossings, significant climbs, and nearby primitive camping at Hauck Hill.

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.

Experience an intense mountain trail race at Swain Ski Resort featuring 2500 feet of elevation gain across two loops. This USATF Niagara Championship event tests runners with steep ski slope climbs and rapid descents.

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 charity trail event at Trenton Fish and Game Club supporting autism awareness, featuring a 5 Miles trail run, a 5 Miles walk and a supervised 1K kids fun run. Proceeds benefit local organizations including Kelberman.

Experience a scenic 6k trail race through Long Point State Park on Chautauqua Lake. This memorial cross country event supports a local scholarship fund and features post race refreshments and awards for various age groups.

Trail races of 10K, 5K and a one mile fun run at Mendon Ponds Park on August 2, 2026. The event features on-trail courses, on-site water and first aid, and raises funds for epilepsy programs in Upstate and Central New York.

An evening trail race at Fillmore Glen State Park offering 3 mile and 8 mile courses that run along gorge rims, cross the creek, and include many stairs; the course is marked with water stops and finishes with a post-race pizza party.

A scenic 2.5 mile trail run and walk at Wildwood State Park on August 8, 2026, with live results, free finish line photos, and personalized bibs for early registrants. Proceeds benefit the Friends of Wildwood State Park.