Trail Running calendar near Webster 2025-2026

Amer’s Epilepsy Trail Run, known as "Seize the Day," is an annual fundraising event held at Mendon Ponds Park near Canfield and Douglas Roads in New York. The race offers 10K and 5K trail runs, as well as a one-mile fun run/walk, welcoming runners, walkers, hikers, and leashed dogs. The courses star..

The Keuka Outlet Trail Half Marathon & 10K takes place in Penn Yan, New York, along the scenic Minnesetah River in the Finger Lakes region. The event features out-and-back courses for both the half marathon and 10K, showcasing picturesque waterfalls, historic abandoned mills, and well-maintained tra..

One More Hour is a welcoming trail running event held at Sugarbush Vineyards & Winery in Hillier, Ontario, as part of the Happy Hour Friday Night Series. The course features approximately 6 kilometers of flat, private vineyard trails, offering a leisurely and community-focused running experience sui..

The Mighty Mosquito Trail Race and Relay, held at Mendon Ponds Park in Mendon, New York, is a challenging ultramarathon event featuring multiple race options. Participants can choose from a 100-mile solo race, a new 50-mile Mega Mosquito race, 50-mile and 99-mile team relays, and both daytime and ni..

The Swain Mountain Race, held in Swain, NY, is a challenging 6.5-mile mountain trail race featuring nearly 2,500 feet of elevation gain. The course includes two loops: a 1.8-mile initial loop with a steady climb and a longer 4.8-mile loop that tackles some of Swain’s toughest ascents, including Clar..

The Beast of Burden - Summer is an ultra-distance running event held in Lockport, NY, featuring 100-mile, 50-mile, and 25-mile race options. Set along the historic Erie Canal Towpath, the course begins at Wide Water’s Marina, offering amenities like showers, restrooms, and a fully stocked aid statio..

The Twisted Branch Trail Run is a challenging 100K ultra running event held in the Finger Lakes region of New York, starting near Naples, NY. The point-to-point course follows the historic Bristol Hills Branch trail, featuring nearly 95% single-track terrain through rugged and scenic landscapes. Wit..

Fellows Frolic is a trail running event held at Morgan Hill State Forest near Tully, New York. The race features a challenging 3.27-mile loop with 607 feet of elevation gain, marked primarily by orange blazes along the Fellows Hill Loop Trail. Participants run multiple loops within a 3-hour time fra..

The Green Lakes Endurance Runs, held at Tulip Hill Picnic Area in Green Lakes State Park, Fayetteville, NY, offer ultrarunning events including 100K, 50K, 25K races, and a new 12-hour timed race called GLER GALEFORCE. The courses feature varied terrain with well-maintained single and double track tr..

The Winona Forest Backyard Ultra, held near Mannsville, NY, is a unique endurance running event set in the scenic Winona State Forest. Runners complete a 4.167-mile loop every hour, starting on the hour, with the goal of being the last runner standing. Participants must finish each loop within the h..

The Two Hollows Monster Marathon and Half Marathon takes place in the scenic Kennedy State Forest near Virgil, NY, featuring well-maintained trails between Daisy Hollow and Babcock Hollow. The courses offer rolling single-track terrain with challenging hills, including a tough climb near the end of..

The Black Diamond Express Trail Race, organized by the Mendon Foundation, takes place on the scenic Lehigh Valley Trail in Mendon, New York. The event features two distances: a 5K and a USATF-certified Half Marathon, both run on a flat, fast, and mostly packed stone dust surface that follows a forme..

The Bread of Life Outreach Center Wellness Day 5K Trail Run is held at Sprague Brook County Park in Glenwood, New York. This event features an approximately 5K trail run/walk on wide groomed trails and grass, starting and finishing near the park's Warming Shelter. Participants registering by August..

The Glen Iris 5K & 10K Trail Run/Walk is a scenic event held within Letchworth State Park, known as the "Grand Canyon of the East," in Castile, NY. Participants will enjoy challenging woodland trails with breathtaking views of the Genesee River Gorge, wildlife, streams, and bridges. The race feature..

The Mill to Mill 5K/10K (Keuka Outlet Trail) is an annual running event held in Penn Yan, New York, starting and finishing at Cascade Falls along the scenic Keuka Outlet Trail. The race offers two distances: a 5K and a 10K. Both courses pass by the picturesque Seneca Mills Falls, with the 10K extend..

The Ontario Summit Trail Races, held at Ontario County Park at Gannett Hill in Naples, NY, offer a scenic trail running experience featuring a half marathon and a 5-mile race. The half marathon covers 13.1 miles of rolling, tree-covered single-track trails around the summit of Gannett Hill, the high..

The Virgil Crest Ultras, held in Cortland, New York, is a challenging trail running event featuring distances of 100 miles, 50 miles, and 50 kilometers. Known for its significant ascents and descents, the course offers steep climbs, singletrack forest trails, and less technical footing that allows r..

Sugarbush Shenanigans is a unique ultrarunning event held at Sugarbush Vineyards & Winery in Hillier, Ontario. Participants can choose to run solo for 6, 12, or 24 hours, or join a relay team for the 24-hour race. The course features a flat, non-technical loop of approximately 3 kilometers, winding..

The ROCovery Fitness Annual Run/Walk & X-Challenge takes place in Henrietta, NY, at Mendon Ponds Park. This event, held in September to honor National Recovery Awareness Month, offers multiple race options including a 5k road course, 5k trail course, a 5k trail with an X-Challenge, a virtual 5k, and..

The Sleigh Me 24 and 48 Hour Ultra is an endurance running event held at the Shortsville Reindeer Farm in Shortsville, NY. Participants run loops of a one-mile course featuring grass and trail terrain with minimal elevation, surrounded by reindeer, chickens, honey bees, and maple trees. Runners can..