Trail Running calendar near Kingston 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 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 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 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..