Trail Running calendar near Skaneateles 2026-2027

A 45 mile all trail ultra in Letchworth State Park that follows both sides of the gorge. It includes a relay option and multiple aid stations with remote stretches between stations.

A self-timed family run and walk at Tap Root Fields with mapped loops through fields and wood-chipped trails, picnic areas, a bounce house, and strawberry-themed refreshments. Open to all ages; pets are not allowed.

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.

An obstacle course backyard ultra where athletes run an approximately 3 miles loop every hour until one remains. Solo and relay formats are available, with a 50 mile solo option and team relays for groups of three to six.

A chip timed 5K through Sheldrake Point Winery with vineyard trails and Cayuga Lake views, a tech shirt and stemless wine glass for participants, age based awards, and a complimentary glass of wine for finishers 21 and over.

A trail race at Buttermilk Falls State Park featuring a 10K plus course with varied terrain, a steep climb and fast downhill finish, plus a free untimed 1 mile kids fun run.

Trail races in Finger Lakes National Forest on July 4, 2026 offering 25K, 50K and 50 mile options on a 16.5 mile loop with camping, four aid stations, awards and a finish BBQ.

A community organized trail race in Naples, NY featuring a half marathon loop with an option to run a marathon by doing two loops, varied terrain through High-Tor Wildlife Management Area and downtown, and multiple staffed aid stations.

Trail running at Watkins Glen International on July 12, 2026 with 3 mile and 1.5 mile courses. Entries include a 3 person relay or individual 3 mile race; proceeds support a new first responder wellness center.

Timed 12 hour and 24 hour ultraruns plus 12 hour and 24 hour relay options on a mostly paved one mile loop at Rochester Rotary Sunshine Camp, with a staffed aid station, flexible relay rules, and an optional personalized bib.

Run along the scenic Minnesetah River in Penn Yan featuring historic mills and waterfalls. This trail event offers half marathon and 10K distances with a festive post race party at the local Moose Lodge.

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..

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.

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 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.

A community trail event at Mendon Ponds Park on August 2, 2026 offering 10K, 5K and a one mile fun run or walk; dogs on leash are welcome and proceeds support epilepsy programs in Upstate New York.

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.