Trail Running calendar near Henrietta 2026-2027

A women only back yard ultra on a 4.167 mile loop run every hour on the hour in Phoenix NY. Forest trails, open field sections and night running combine with common ultra distance milestones and proceeds benefiting local women's shelters.

Trail races at Ontario County Park in Gannett Hill near Naples NY featuring short and long trail courses, post race food, giveaways and volunteer incentives. Organized by FarFetched Enterprises on September 12, 2026.

A trail ultramarathon near Cortland, NY offering 100 mile, 50 mile, 50K and relay options on steep, technical singletrack, with pacer and pole rules and planned course changes.

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 run and walk at Campground Adventures in Hinsdale, NY that donates 50% of proceeds to the Cattaraugus County SPCA. Scenic trails and local vendors create a relaxed outdoor setting for all ages.

An annual fundraiser at Mendon Ponds Park offering road and trail 5K options, a trail 5K with challenge stations, a virtual 5K in September, and a 10K combo. Proceeds support ROCovery recovery programs and community services.

Trail runs of 5K and 10K take place inside Letchworth State Park near Trout Pond with woodland trails, water stations and post race food at Trailside Lodge. Electronic timing is used and awards include trophies and finisher medals while sup..

A community run among the vines at Palatine Hills Estate Winery with a timed 5 km race, 1.25 km family routes and a dog walk, followed by food, drink, live music and awards.

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.

A timed ultrarunning event on a roughly 3 km loop at Sugarbush Vineyard offering 6, 12 and 24 hour formats, a 12 hour night option, and a 24 hour relay. Camping, aid station provisions, and manual timing are provided.

A 100 km trail race around Morgan Hill State Forest and adjacent public lands, with rugged single-track, seven aid stations, required offline navigation, and options for solo or relay entries.

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.

A 5K cross country race at Pine Grove Middle School in East Syracuse on 19 September 2026, run on a varsity XC course with mostly trails and grass; registration runs from March 7 to September 18, 2026.

A one mile loop elimination challenge in Webster NY on September 20, 2026 where runners must meet shrinking time cutoffs each mile; finishers receive a medal and category pins, with cash prizes for top male and female.

A 5K trail run on Bella Rose Vineyard grounds in Lewiston with a stemless wine glass and complimentary wine tasting for participants 21 or older. The event features professional timing, finish line photos, music, and on site parking.

An eight hour fixed time race and relay on a flat **3.45 mile** out and back trail next to Dryden Lake. Solo and team divisions, a single well stocked aid station, and optional 0.4 mile mini loops in the final hour.

Cross country meet in Niagara Falls on September 27, 2026, open to all ages with a combined men and women Open 5K in the afternoon. Events follow MTA and Athletics Ontario age groups and are sanctioned by both bodies.

Test your endurance at Kissing Bridge with this twelve hour backyard ultra style event. Runners tackle a three mile loop every hour on the hour until the final race determines the winner.

Trail runs of 10K and 23K through singletrack and dirt roads in Danby State Forest with views from the Thatcher Pinnacles. The course features marked turns, aid stations, and varied elevation and footing.