Trail Running calendar near Rochester 2026-2027

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 festival in Mendon Ponds offering solo races from 5 miles to 100 miles, daytime and nighttime 50k options, and multi-person relays, with proceeds benefiting 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.

A summer ultra in Lockport, NY with 25, 50 and 100 mile options along the Erie Canal towpath. Crewed aid stations provide food and fluids on the out and back course, and a Double Beast Buckle is available for dual 100 mile finishers.

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+ trail race in Naples, NY, through mostly single track in the Finger Lakes. The course has a 20 hour cutoff, 11 aid stations, and serves as a UTMB and Western States qualifier.

The Black Diamond Express Trail Races on August 23, 2026 run on the Lehigh Valley Trail in Mendon, NY, offering a 5K and a USATF certified half marathon. The event is organized by the Mendon Foundation with Monroe County Parks.

Trail runs and walks on August 29 2026 at Phillips Creek State Forest offering 5K, 10K, and a newly added 25K over varied forest trails with creek crossings, mud, and rolling terrain.

A women's backyard ultra near Phoenix, NY, run as repeated 4.167 mile laps at regular hourly intervals. Support tents and start/finish aid are available; runners must carry their own supplies and follow equipment rules.

Trail races at Ontario County Park in Naples NY offering a long and a short course listed as a half marathon and a 5 mile option, with camping, evening social events, post race food and vendors, and volunteer incentives.

A community wellness event at Sprague Brook County Park on September 12, 2026 featuring a 5K trail run and a 2 mile non timed walk, with proceeds supporting the Bread of Life Outreach Center and keepsake blankets for early registrants.

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 dog friendly 5K community run and walk at Campground Adventures in Hinsdale, NY on Saturday, September 12, 2026. Fifty percent of proceeds support the Cattaraugus County SPCA and the event features scenic trails and local vendors.

A community fundraiser at Mendon Ponds Park with in-person and virtual 5k options plus a Trail X Challenge and a 10k combo. The event supports ROCovery and includes event swag and packet pick up dates.

A 5K and 10K trail run in Letchworth State Park on September 13, 2026 featuring woodland courses, finisher medals, a post-race celebration at Trailside Lodge, and timed results with downloadable certificates and photos.

A community run through the vines at Palatine Hills Estate Winery featuring a timed 5 km race, untimed family and dog walks, post-run food and music, and winery perks. A portion of proceeds supports Community Care.

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.

Ultrarunning event at Sugarbush Vineyards in Hillier, Ontario. Timed solo races, a 24 hour relay and a 12 hour night option take place on a roughly 3 km loop through woods and meadow.