Trail Running calendar near Kingston 2025-2026

The Black River Trail 15K is an exciting running event scheduled for May 10, 2025, in Watertown, NY. Participants can choose from three distances: 5K, 10K, or a 15K combo, with options for rucking as well. The race takes place on a scenic, fully paved trail, offering beautiful views of the Black Riv..

Winona Forest's Chase The Day Trail Ultra is a 24-hour trail running event held at Winona Forest CCC Camp in Mannsville, NY. Participants run a smooth, well-maintained 2.6-mile loop with no technical terrain or significant elevation changes. The event welcomes runners of all abilities, offering both..

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

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 is a unique endurance running event held in Mannsville, NY, designed for runners of all abilities. Participants complete a 4.167-mile loop every hour, with the challenge of being the last runner standing. Runners must return to the starting line within the hour to co..

Sugarbush Shenanigans is a unique ultrarunning event held at Sugarbush Vineyards 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 through p..

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 2.5km loop course with small rolling hills, mostly grassy terrain, offering scenic..

The DENFIT Winter Soldier is a challenging running event held in Cape Vincent, NY, on February 28, 2026. Participants can choose from a full marathon, half marathon, or 10K race, all taking place along a flat, out-and-back course from Cape Vincent Recreation Park to Tibbetts Point Lighthouse. The ev..