Trail Running calendar near Weston 2025-2026

We have found 75 Trailruns within 80 miles of Weston. See below where and when you can find the races.

The Trav's Trail Run will take place in Newburyport on Sunday 18 May 2025. You can run between 3 and 3 miles.

The Soapstone Mountain Trail Races, taking place on May 18, 2025, in Stafford Springs, CT, features two scenic races: a 25K and a 6K "Sampler." Both courses wind through the picturesque Soapstone Mountain area and Shenipsit Forest State Park, offering a mix of challenging terrain and beautiful lands..

The 4K Trail Run is a unique running event taking place in Boston, featuring individual and corporate team registrations. Scheduled for May 21 and 22, 2025, participants can join as individual runners or as part of a corporate team. The event aims to support Boston's youth through fundraising effort..

Ocean State Ultra is an exciting running event taking place at Big River State Management Area in West Greenwich, Rhode Island. Scheduled for May 24, 2025, the event features three race categories: a challenging 100-mile race, a 12-hour endurance challenge, and a 6-hour race. Participants can expect..

The Manchester 2 Monadnock Ultramarathon is a challenging 55-mile race set in the scenic landscapes of southern New Hampshire, taking place on May 24, 2025. This point-to-point event features a mix of terrain, including roads, dirt paths, and trails, with a total elevation gain of over 6000 feet. Ru..

The Taunton Trail Half Marathon is an exciting running event designed for both beginners and experienced trail runners. Set in the picturesque surroundings of Taunton's waterways, the course is ultra-flat and fast, making it ideal for those looking to achieve personal bests. Participants can enjoy t..

The Powisset Farm Trail Run - Spring is a part of the Barn to Run Trail Race Series, taking place on Memorial Day, May 26, 2025, at Powisset Farm in Dover, MA. Participants can choose from four race distances: 8.3 miles, 5.6 miles, 3.1 miles, and 1.5 miles, all set against the scenic backdrop of Pow..

The Chesterfield Gorge Ultra & 25k is a unique running event held at the Chesterfield Gorge Reservation, featuring a 'choose your own adventure' format. Participants can select from various distances, including 100 miles, 100k, 50 miles, 50k, and 25k, with staggered starts to manage the flow of runn..

The Fitzwilliam to Troy Depot Day Cheshire Rail Trail Fun Run is a 5-mile running event taking place along the scenic Cheshire Rail Trail, starting from the original Fitzwilliam Railroad Depot to the newly restored Troy Depot. This event celebrates the historical significance of the rail trail, whic..

June 2025

The Sunapee Scramble is a challenging mountain running event taking place in Sunapee, New Hampshire, on June 1, 2025. This race will serve as the 2025 USATF National Classic Mountain Championship and the sole selection race for the US Classic Up/Down Mountain Running Team, which will compete in Spai..

The Drummer Hill Trail Races, set in Keene, NH, offers a unique trail running experience with multiple distance options: 50K, 37.5K, 25K, and 12.5K. Participants can choose how many 12.5K laps to complete, allowing for a customizable challenge. The course features a mix of technical single track and..

The Wine Run at Sakonnet Vineyard is a unique running event scheduled for June 7, 2025, in Little Compton, RI. Participants can enjoy a scenic trail run through the vineyard, culminating in a festive atmosphere with dinner, wine, and live music. The course spans approximately 3 miles and features va..

The Nipmuck South Trail Race is a scenic 15.7-mile out-and-back race held at Mansfield Hollow State Park in Connecticut. Participants will enjoy a beautiful course that follows the Fenton River, featuring varied terrain, small bridge crossings, and a climb to a 50-foot cliff. The event includes thre..

The TARC Blue Hills Skyline Trail Run will take place in Canton on Saturday 21 June 2025. You can run between 12 and 12 kilometers.

The Edge Hill Trail Race will take place in Ashfield on Saturday 21 June 2025. You can run between 8 and 50 kilometers.

The Summer Solstice Trail Run is an exciting early morning event held in Gay City State Park, featuring three race distances: 3 miles, 5 miles, and 8 miles. The 8-mile race is part of the 2025 Blue-Blazed Trail Running Series and the USATF-CT Mountain, Ultra, and Trail (MUT) series, offering teams a..

The Last Human Standing - West Greenwich, RI will take place in West Greenwich on Saturday 21 June 2025.

The Flat Rock Trail Race is a new trail running event taking place in Dunstable, Massachusetts, with proceeds benefiting the Humane Society for Greater Nashua's building expansion. Participants will navigate a scenic 5-mile loop featuring nearly 600 feet of elevation gain, including diverse terrains..

July 2025

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 distance of 37.5 miles, primarily on roads, while making stops at various 7-11 locations along the route. This self-supported run encourages camaraderie and fun, with a so..

The Spaulding Woods 50K is a challenging trail race set in Northfield, NH, featuring a technical 5.6-mile loop course with rocks, roots, and footbridges. Runners have ten hours to complete six laps, totaling approximately 34 miles and 4,400 feet of elevation gain. The event supports Spaulding Academ..