Trail Running calendar near Windsor 2024-2025

We have found 35 Trailruns within 80 miles of Windsor. See below where and when you can find the races.

The F.I.T. Sun Mountain Challenge is an exciting running event taking place at Bromley Mountain in Peru, Vermont. Scheduled for July 5, 2025, the challenge features three race options: a 5K, 10K, and a 25K ultra, catering to participants of all skill levels.Runners will enjoy stunning mountain views..

The Notchview Ultra is an exciting multi-day running event scheduled for July 11-14, 2025, in Windsor, MA. Participants can choose from various race formats, including 100.7 miles, 72 hours, 48 hours, 24 hours, 12 hours, and 6 hours, all set on a scenic 1.9-mile loop trail. The event features well-s..

The 7-11 Slurpee Day Ultra 60k is a unique running event taking place in Vernon, CT, on July 11, 2025. Participants will cover a self-supported distance of 37.5 miles, stopping at various 7-11 locations along the route. The event encourages a fun and relaxed atmosphere, with no strict course or pace..

August 2025

The 2025 Landis Arboretum 5K Forest Run is set to take place in Esperance, NY, featuring a scenic cross-country course through the Arboretum's forests and meadows, offering stunning views of the Schoharie Valley. This event, now in its 19th year, includes runner awards in ten-year age groups, team c..

The Sweltering Summer Ultra is an annual running event taking place in Pittsfield, Massachusetts, featuring an 8-hour race on a certified dirt and cinder track. Participants can run or walk as many laps as they choose, with a total of 74 laps required to complete a marathon distance. The event inclu..

The Jug End Loop Ultra is an exciting running event scheduled for August 23, 2025, at Jug End State Reservation in Egremont, MA. Participants can engage in a 6-hour ultra event, completing as many laps as possible on a scenic 4.2-mile course that features a mix of woods, fields, and an apple orchard..

September 2025

The Pawling 24 Hour Trail Running Festival is an exciting endurance event taking place in Pawling, NY, featuring a variety of race options including 24-hour, 12-hour, 6-hour, and 3-hour challenges. Participants will run on a scenic 1.68-mile loop that combines pavement, grass, and single-track trail..

The Shawangunk Ridge Trail Run (SRT) is a scenic running event taking place in the Shawangunk Mountains, New York, featuring three divisions: a 70-mile ultra, a 30-mile run, and a half marathon. The trail showcases diverse landscapes, including rolling hills, wetlands, and stunning views across five..

The Cat's Tail Trail Marathon is an exciting point-to-point trail marathon set in the stunning Slide Mountain Wilderness Area of the Catskill Mountains, New York. Scheduled for September 27, 2025, this challenging race features nearly 7000 feet of elevation gain, offering participants breathtaking v..

October 2025

The IronHike Endurance Series, taking place at Mohawk Mountain in Cornwall, CT, is a unique multi-day event designed for hiking and trail running enthusiasts. Scheduled for October 2-5, 2025, participants can choose from various challenges, including individual and team formats, with distances rangi..

The Midstate Massive Ultra Trail is an endurance running event taking place in New Ipswich, New Hampshire, featuring three challenging race options: 100 miles, 50 miles, and 30 miles. Set against the stunning backdrop of New England's autumn, the course traverses the Appalachian Midstate Trail, cros..

The Mt. Tom Trail Race, organized by Beast Coast Trail Running, offers participants a chance to explore the scenic beauty of Mt. Tom during peak foliage.The event features challenging courses, including a solo 25k, a 2-person relay, and a solo 10k, all set within the rugged terrain of Mt. Tom State ..

The Ghost Train Trail Races, taking place in October 2025, is New Hampshire's original 30-hour ultramarathon, featuring various race options including a 30-hour ultramarathon, a 30-hour relay, a haunted night 30-mile race, and 15-mile races. The event is held along the historic Granite Town Rail Tra..

November 2025

The Hamsterwheel is an exciting ultrarunning event taking place in New Boston, NH, featuring races of 6, 12, 24, and 30 hours. Celebrating its 10th year, participants will run a scenic 4-mile loop along the New Boston Rail Trail, with a turnaround point at Lang's Station. The event encourages camara..

The Saratoga Stryders Fall Back 5 Mile Trail Race is an exciting running event held at Saratoga Spa State Park. Participants can enjoy a scenic course featuring hills, ridges, and a mix of trails, showcasing the park's natural beauty. The race encourages runners to embrace the autumn season, with re..