Trail Running calendar near Skaneateles 2026-2027

A day of timed endurance challenges on a wooded 2.62 mile loop at Tilden Hill Farm in Verona NY. Events finish with an optional pond plunge and a post event celebration with medals and awards.

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.

A point to point 100K in Naples, NY on the historic Bristol Hills Branch trail through the Finger Lakes. Mostly single track with rugged terrain and a 20 hour cutoff; finishers earn four UTMB points and it is a Western States qualifier unde..

A backyard ultra on a 4.167 mile loop at Winona State Forest near Mannsville NY. Runners must complete each loop within an hour and return to the start; the last runner remaining wins.

Test your endurance at this unique trail race in Tully where the coin toss determines your path. Complete as many loops as possible in three hours while alternating directions to stay on your toes.

Trail races at Green Lakes State Park include fixed-distance laps of about eight miles and a separate 12-hour timed event circling the lakes, with marked trails, staffed aid, finisher awards, and onsite race amenities.

A 5K trail fun run through the hills of Butternut Valley in Garrattsville, NY on August 22, 2026, presented by Butternut Valley Alliance as part of the Butternut Valley Days celebration; registration fee is $35.

Black Diamond Express on August 23, 2026 features a 5K and a USATF certified half marathon along the Lehigh Valley Trail near Mendon, supporting the Mendon Foundation and trail maintenance with Monroe County Parks.

Trail marathon and half marathon on scenic Kennedy State Forest routes with age and gender based staggered head starts, steep hills, aid stations every few miles, and a cupless hydration policy.

Timed loop trail event at Sugar Hill State Forest with 3 hour, 6 hour, and 12 hour options on a 4 mile loop with about 500 feet gain per lap. Aid station, post run food, swag, and nearby first come first serve camping.

Trail races at Ontario County Park in Naples, NY on September 12, 2026, offering a long and short course alongside camping, post-race food and drink, event apparel, and awards for overall finishers.

Trail ultras near Cortland, NY offering 100 mile, relay, 50 mile and 50K options on steep, technical singletrack. Organizers plan a major course change and will publish maps and aid station details when ready.

Experience an outdoor adventure at Everest Park featuring a four mile obstacle course with forty natural and man made challenges. Families can choose between the full mud run or a specialized mini course for younger children.

A fundraiser at Mendon Ponds Park on September 13, 2026 offering road and trail 5K options, a trail X Challenge with exercise stations, a virtual 5K for September, and a 10K trail plus road combo.

A multi race trail weekend at Greek Peak Mountain Resort in Cortland, NY, featuring daytime and night races, an uphill 1k event, a dog friendly 5k, and a marked kids mile alongside on site resort amenities.

An obstacle and fitness race on September 13, 2026 in Fayetteville, NY featuring a roughly 3 mile course with about 23 first responder inspired challenges, including Search & Rescue, Hose Drag and timed mental focus tasks.

Multi-day timed ultras at Shortsville Reindeer Farm on a one mile grass and trail loop. Multiple timed options, an on-course aid barn, and belt buckles for finishers who complete 100 loops; proceeds support ROCovery Fitness.

Trail races in Brookfield, NY through Charles E Baker State Forest offering 5k, 15k, and a 50k ultra with 4,600+ feet of ascent across three loops; food is available and cash prizes exist for new course records.

A 100 km trail race around Morgan Hill State Forest near Tully, NY, covering about 63.7 miles and 10,286 feet of climb. The event features seven aid stations, required offline navigation gear, and an option to race as an eight-leg relay.

A community 5K and 10K on the Keuka Outlet Trail in Penn Yan with start and finish at Cascade Falls. Courses pass Seneca Mills Falls and the 10K reaches the former Fox Mills site; shirts and medals included.