Trail Running calendar near Watertown 2025-2026

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 Wakely Dam Ultra is a challenging 55K ultramarathon held in Piseco, New York, within the Adirondack Park wilderness. The race follows a remote, technical trail along the Northville Placid Trail between Piseco Lake and Wakely Dam, featuring 3,300 feet of elevation gain. It is a self-supported eve..

The Last Hour is an 8km trail run held at Vanderwater Conservation Area in Thomasburg, Ontario, as the final race in the Friday Night Happy Hour Series. The course features gently rolling terrain through beautiful pine groves, old boulder fields, and alongside the Moira River, with wide trails ideal..

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..

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 Morgan Hill Trail Races, held in Morgan Hill State Forest near Fabius, NY, offer a range of challenging trail running events including a 100km ultra, 100km relay, marathon, half marathon, and a half marathon hike. The courses feature scenic single-track trails along the Onondaga Trail, passing m..

The Fort Henry 5km Cross Country Race, organized annually by the Kingston Road Runners Association (KRRA), takes place at Fort Henry Hill in Kingston. This well-established event features a 5km cross country race on a closed, well-groomed 2.5km loop course with small rolling hills mostly covered in..

The DENFIT Winter Soldier is a challenging winter running event held in Cape Vincent, NY, featuring a flat, fast out-and-back course along the icy St. Lawrence River from Cape Vincent Recreation Park to Tibbetts Point Lighthouse. Participants can choose from a 10k, half marathon (two laps), or full..

English's Ridge Rumble is an annual trail running event held at Green Lakes State Park in Fayetteville, NY. The race offers three distances: 50km, 20 miles, and 10 miles, with a challenging 10-mile loop featuring about 1,300 feet of elevation gain. The course showcases scenic and technical trails, i..

The Table Rock Trail Challenge is an annual Last One Standing trail running event held at Clark Reservation State Park in Jamesville, NY. Celebrating its 10th year, the race features looped courses of approximately 1.2 to 1.3 miles, traversing diverse terrain including crushed gravel, slick limeston..