Trail Running calendar near Pittsford 2026-2027

Trail festival near Naples NY featuring a longer single-loop 25K and a shorter 10K through the RMSC Cumming Nature Center and Bristol Hills. Proceeds support environmental education programming.

A farm-based ultrarun on 06/06/2026 at Fish's Farm Market in Shortsville, NY where participants run or walk as many 1.52-mile loops as they wish. Timing, aid station, medals, prizes and raffles; proceeds benefit Colony Caregivers.

A family oriented event on June 30th, 2024 featuring a 5K race and children's activities that raises funds to benefit the Rochester Hearing and Speech Center with sponsorship options available.

An evening trail race at Mendon Ponds Park on June 12, 2026 offering 4 Mile and 8 Mile options on a 4-mile loop with about 350 ft climb per loop and required self hydration.

Experience a variety of multi sport events at Green Lakes State Park. Choose from a triathlon, duathlon, or an 8K trail race held throughout a weekend of competition in Central New York.

Test your endurance at the Boomerang Trail Run on a 7 km loop at Batawa Ski Hill. Complete as many laps as you can in 2, 4, or 6 hours through technical trails and scenic hills.

A Last One Standing trail race at Clark Reservation State Park on short looped courses. Runners complete timed laps with shrinking cutoffs until the last man and last woman remain.

A 45 mile trail event in Letchworth State Park that runs along both sides of the gorge and includes a relay option. Course support includes five fully stocked aid stations and remote stretches with eight to nine miles between stops.

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.

Experience a scenic 5K run through the 200 acre Sheldrake Point Winery featuring cross country trails and views of Cayuga Lake followed by live music and wine.

A trail race at Buttermilk Falls State Park featuring a 10K plus loop of varied terrain and a long steep climb. A free, noncompetitive 1 mile kids run is held alongside the main race.

Trail ultramarathon in the Finger Lakes National Forest offering 25K, 50K and 50 mile options on a 16.5 mile loop. The course features singletrack, grassy pastures with cows, dirt roads, about 1,300 feet of climb per loop and six aid statio..

Experience the thrill of night trail running at Batawa Ski Hill. Choose between 7km and 14km courses on forested terrain where headlamps are mandatory and the atmosphere is electric.

This trail run in Naples, NY explores the scenic High-Tor Wildlife Management Area. The course starts in the community park, features significant climbs on the Finger Lakes Trail, and passes multiple aid stations. Runners can choose between..

Run as many one mile laps as possible during these 12 or 24 hour ultra and relay events in Rush. Enjoy a mostly paved loop course with full aid station support and options for individual or team participation.

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.

Enjoy an informal 6 km trail run through the flat and scenic Sugarbush Vineyards as part of a community focused Friday night racing series.

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 trail weekend in Mendon Ponds near Honeoye Falls with solo 100 mile, 50 mile, day and night 50k races plus 5, 10 and 20 mile options and 99 mile and 50 mile relays. Proceeds benefit the Blue Foundation.