Trail Running Calendar New York 2026-2027

SKECHERS Wicked Wine Run in Buffalo takes place at Liberty Vineyards & Winery on July 18, 2026. The event features a 1K tasting walk and a 5K run or walk with on-course tastings, event shirts, and finish line wine.

A 55K self-supported trail ultra on a remote section of the Northville Placid Trail between Piseco Lake and Wakely Dam, with 3,300 ft of elevation gain. Registration requires validation of a recent endurance race; payment is charged after v..

Single day endurance walk on Gore Mountain near North Creek, NY offering 7, 14, 21 and 28 mile loop options with a 10 hour cutoff and optional weighted rucking. Shaded trails, aid stations, finisher patch and Grey Wolf medal.

A 5K trail run at Bella Rose Vineyard in Lewiston, NY on July 19, 2026 offering a stemless wine glass and complimentary wine tasting for those 21 and older, professional timing, post-race snacks, and vineyard views.

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 Mendon Ponds on July 25 to 26 2026 offering solo races from 5 mile to 100 mile plus 99 mile and 50 mile relays, with camping, aid stations, volunteer requirements, and proceeds benefiting the Blue Foundat..

Backyard ultra on wooded trails at Mt. Hovenberg in Lake Placid where runners must complete a 4.167 mile loop each hour until only one remains; race features shirts, medals, ribbon sliders, and multiple award categories.

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.

Amer's Epilepsy Trail Race at Mendon Ponds Park offers timed 5K and 10K trail races plus an untimed one mile fun run. Walkers and leashed dogs are welcome and proceeds benefit EPI epilepsy programs.

An evening trail race at Fillmore Glen State Park offering 3-mile and 8-mile courses that run along the gorge rims and cross the creek on bridges. The marked routes include stairs, water stops, and count toward FLRC trail-circuit standings.

The Running Wild at Wildwood Trail 2.5 Mile Trail Run/Walk will take place in Wading River on Saturday 8 August 2026. You can run 3 miles.