Trail Running Calendar New York 2026-2027

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.

Timed 12 and 24 hour solo and relay ultraruns on a mostly paved 1 mile loop at Rochester Rotary Sunshine Camp, with a staffed aid station and an optional personalized race bib.

A half marathon and 10K in Penn Yan, NY on July 18, 2026, run primarily on the Keuka Outlet Trail with virtual options, a 400 participant limit, and a post-race party at the Moose Lodge.

A wine-themed event at Liberty Vineyards on July 18, 2026 featuring a 1K tasting walk and a 5K run and walk, sampling stations, finish-line wine, and on-site food, music, and contests.

A remote *55K* trail ultra on the Northville Placid Trail in the Adirondacks, featuring technical terrain, 3,300 feet of elevation gain, self-support expectations, specific validation requirements, and designated camping rules near Wakely D..

A single day endurance walk on Gore Mountain near North Creek, NY offering 7, 14, 21 and 28 mile loop options with a 10 hour finish window. The shaded route climbs wooded slopes and ridge roads with aid stations, timing, and finish rewards.

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 Honeoye Falls offering ultramarathon distances, day and night 50K races, and team relays, with camping, aid stations, and proceeds benefiting the Blue Foundation.

A Backyard Ultra on July 25, 2026 at Mt. Van Hoevenberg in Lake Placid featuring repeated 4.167 mile (6.706 km) loops on wooded trails where runners are eliminated each hour. Entry was listed at $154.70 and the event is full with a waiting..

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.

LIC Wellness Fest presents the Hurricane Fit Race on August 1, 2026 in Long Island City, Queens. The event runs a one block obstacle course with 20 obstacles and features live results, free finish photos, and on site wellness activities.

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 community trail run and walk in Holland Patent raising funds for autism awareness and local clubs, featuring a 5-mile trail option and a free kids 1K, with water stations, timing, and donated socks for early participants.