Trail Running calendar near Rochester 2026-2027

A 45 mile trail ultra in Letchworth State Park near Castile NY, run mostly on single track and bridle paths. The event includes a relay option and five fully stocked aid stations plus one water stop.

Family friendly, self timed fun run and walk at Tap Root Fields on June 20, 2026. Mapped loops wind through fields and wood chipped trails with picnic seating and strawberry refreshments.

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 chip timed 5K at Sheldrake Point Winery on 06/28/2026 with a cross country style course and views of Cayuga Lake. Awards are given by age group and finishers age 21 and over receive a complimentary glass of wine.

A 10K+ trail race at Buttermilk Falls State Park near Ithaca featuring varied trails, a long steep climb and fast descent, plus a free 1-mile kids fun run and age-group awards; online registration required.

Free community trail run and afterparty in Victor with HOKA Speedgoat 7 demos, a 3 to 6 mile Seneca Trail run or hike, and an indoor viewing party of the Western States 100 Golden Hour with refreshments.

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..

Night trail running at Batawa Ski Hill with 7 km and 14 km routes, mandatory lights and manual timing. Cupless aid, midway supplies for 14 km, and awards including custom medals for top finishers.

Trail half marathon and marathon in Naples NY starting and finishing at Naples Community Park. The course runs through downtown and High Tor Wildlife Management Area with multiple aid stations and a two loop marathon option.

Trail races at Watkins Glen International on July 12, 2026 feature a 3 mile course available as an individual race or as a three person relay, plus a 1.5 mile family course with proceeds supporting a 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.

An informal 6 km trail run on Sugarbush Vineyards' private trails as part of the Friday Night Happy Hour series, with cupless policy, water at start/finish, manual timing and on-site registration options.

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 the Honeoye Falls / Mendon area offering 100 mile, 50 mile, 50K day and night, new 5 10 and 20 mile solos, plus 99 mile and 50 mile relays; proceeds benefit the Blue Foundation.

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.

Trail races of 10K, 5K and a one mile fun run at Mendon Ponds Park on August 2, 2026. The event features on-trail courses, on-site water and first aid, and raises funds for epilepsy programs in Upstate and Central New York.

An evening trail race at Fillmore Glen State Park offering 3 mile and 8 mile courses that run along gorge rims, cross the creek, and include many stairs; the course is marked with water stops and finishes with a post-race pizza party.

An ultramarathon in Lockport, NY along the Erie Canal Towpath offering 100, 50 and 25 mile options. The race starts at Wide Water's Marina, features multiple staffed aid stations, and offers a Double Beast Buckle for completing both winter..