Trail Running calendar near Milton 2026-2027

Choose your distance on the loop trails of Gore Mountain. This timed trek offers four options up to 28 miles, with a 10-hour limit and the choice to add weight for an extra challenge. Finishers get a shirt, patch, and a post-trek party, wit..

Trail race in Goshen, Vermont beginning and ending at Blueberry Hill Inn. It offers 14 and 36 mile mountain single track routes with significant elevation gain, summit views, aid stations and primitive camping.

The Slate Valley Scramble will take place in Poultney on Saturday 8 August 2026. You can run between 8 and 13 miles.

A biannual mountain trail race on Mount Mansfield near Stowe, Vermont, covering about 11 miles and 5,000 feet of climbing over technical and exposed trails. Entry is capped at 70 and requires a recent qualifying time.

An annual fundraiser at Stowe Mountain Resort, Race to the Top of Vermont invites runners, bikers, and hikers to climb Mt. Mansfield along a 4.3 mile course with 2,564 feet of gain. The 2026 event marks the race's 20th anniversary.

Trek through the forest and scrambles of Cannon Mountain in the White Mountains. Choose from four distances up to 28 miles, all on a 7-mile loop with 10 hours to finish. Participants receive a t-shirt and patch, with an optional weighted ch..

A community trail race on September 20, 2026 offering a 19 mile course, 10K and youth 10K, a 5K, and a 2 mile fun run around Wright Park in Middlebury, Vermont.

The Route The Westmore Mountain Challenge is a one-day event covering five mountains and approximately 26 miles. The route includes Moose, Hor, Pisgah, Haystack, and Bald mountains. The course uses public trails and roads, with a cumulative..

Run for conservation at the 10th annual Amy's Adventure Race. Choose from 4.5-mile or 10-mile trail courses through Amy's Park in the Adirondacks. Your entry supports the Lake George Land Conservancy and includes a post-race celebration.

Trail event on a 10K loop near Bradford Vermont offering 30 hour, 12 hour and 10K race formats, a 100-runner cap, pre registration the night before, and tarot-themed finish awards.

Bromont Ultra The Bromont Ultra is an annual sporting and philanthropic event held in Bromont, in the Eastern Townships of Quebec, Canada. Its primary purpose is to raise funds for various causes. Since 2014, the event has raised over five..

A trail marathon and half marathon at Trapp Family Lodge in Stowe, Vermont featuring single track, a climb to Round Top Mountain, multiple aid stations, and significant elevation change.

Join BougeBouge Cap Saint Jacques in Montreal on October 18 for trail runs from 1 km to a half marathon through the scenic Grand parc de l Ouest. Certified courses and a Quebec Athletics Federation partnership bring official results and pod..

This Halloween-themed 5K trail run takes place on the Laura’s Tears trail at Arrowhead Golf Course. Awards are given to the top finishers, and costumes are encouraged. Refreshments and facilities are available.

The UltraTrax Burke Mountain will take place in Burke on Sunday 25 October 2026. You can run between 7 and 28 miles.

Race Mozey brings the Central European Krampus Run tradition to New England. Choose from a 5K, 10K, or a 9-hour challenge to complete laps at the Dartmouth Skiway. Finishers get medals, and the event supports Vermont Adaptive Ski and Sports..

Explore Montreal's underground city in this unique 5 km run. The course winds from Carrefour IA to Complexe Desjardins through the RÉSO network's passages and malls. An original running experience sheltered from the winter weather.