Trail Running calendar near Milton 2025-2026

We have found 44 Trailruns within 80 miles of Milton. See below where and when you can find the races.

The Catamount Weekly Trail Running Race is a community-focused event held rain or shine at Catamount Outdoor Family Center. It features multiple distances, including a 5K, 10K, half lap, and a special "Cubbies" race for children aged 5 and under. The race emphasizes safety with clear thunder policie..

The Slate Valley Scramble, organized by Slate Valley Trails, is a trail running event taking place on August 9, 2025. Participants can choose between an 8k and a half marathon, both set on scenic singletrack and double-track trails in Vermont's Slate Valley. A Kid's Fun Run is also available for chi..

The Lake Placid Trail Challenge, held at Mt. Van Hoevenberg in Lake Placid, NY, offers trail running races of 10K, half marathon (21K), and 50K distances. Set in a historic winter sports complex that hosted the 1980 Winter Olympics, the course features single-track, steep, and flowy trails through d..

The Catamount Weekly Trail Running Race is a community-focused event held rain or shine at Catamount Outdoor Family Center. It features multiple distances, including a 5K, 10K, half lap, and a special "Cubbies" race for children aged 5 and under. The race emphasizes safety with clear thunder policie..

The Aliza Lapierre Fan Club Trail Race, hosted by the Richmond Trail Running Club in Vermont, is a volunteer-run charity event promoting community and outdoor exploration. The race offers two challenging distances: a 50k and a 26k, both featuring rugged trails and road sections across Huntington, St..

The Catamount Weekly Trail Running Race is a community-focused event held rain or shine at Catamount Outdoor Family Center. It features multiple distances, including a 5K, 10K, half lap, and a special "Cubbies" race for children aged 5 and under. The race emphasizes safety with clear thunder policie..

XTERRA Bromont is an off-road sporting event held at the Bromont Olympic Equestrian Park and Lake Bromont beach in Canada’s Eastern Townships. Part of the XTERRA World Tour, it offers a variety of races including off-road triathlons, duathlons, gravel triathlons, and trail runs ranging from 1K to 60..

The Delta Dental Race To The Top Of Vermont is an annual event held every August, attracting hikers, bikers, and runners from across the U.S. and Canada to conquer Mt. Mansfield, the highest peak in Vermont.The challenging 4.3-mile course ascends the historic Mansfield Toll Road, featuring a steep e..

The Catamount Weekly Trail Running Race is a community-focused event held rain or shine at Catamount Outdoor Family Center. It features multiple distances, including a 5K, 10K, half lap, and a special "Cubbies" race for children aged 5 and under. The race emphasizes safety with clear thunder policie..

September 2025

The Catamount Weekly Trail Running Race is a community-focused event held rain or shine at Catamount Outdoor Family Center. It features multiple distances, including a 5K, 10K, half lap, and a special "Cubbies" race for children aged 5 and under. The race emphasizes safety with clear thunder policie..

The Groton Forest Trail Run, held at Boulder Beach State Park in Groton, Vermont, offers two challenging trail distances: a 15-mile and a 6.2-mile run. This event is designed to introduce participants to the scenic and rugged terrain of Groton Forest, featuring rocky and root-filled trails that test..

The NCVRC Run for Hope will take place in Morrisville on Saturday 13 September 2025.

The Paine Mountain Anchor Challenge Trail Race, held in Northfield, Vermont, is a scenic and challenging 6K trail race that starts and finishes at the Norwich Shaw Outdoor Center. The course features a mix of gravel roads, single-track switchback trails, and steep descents, leading runners to the su..

The Kilkenny Ridge Race is a challenging trail running event held in Stark, New Hampshire, within the White Mountain National Forest. It offers three distances: 50 miles, 25 miles, and 25 kilometers, all following the rugged Kilkenny Ridge Trail. The course features approximately 7,500 feet of eleva..

The TAM Trek is an annual trail race and fun run organized by the Middlebury Area Land Trust to support the Trail Around Middlebury (TAM). This scenic 19-mile loop encircles Middlebury, connecting various local landmarks and conserved properties. Participants can choose from multiple race options, i..

The Westmore Mountain Challenge is a one-day, 26-mile trail running and hiking event in Vermont's Northeast Kingdom, featuring five mountains: Moose, Hor, Pisgah, Haystack, and Bald. Participants traverse steep, scenic trails with a cumulative elevation gain of about 6,142 feet, enjoying stunning au..

October 2025

Amy’s Adventure Race for the Lake is an annual trail running event held in Bolton Landing, New York, organized by the Lake George Land Conservancy. The race features two challenging courses: a 4.5-mile and a 10-mile route, both winding through scenic forests and rugged single-track trails with rewar..

Devil's Den Ultra is a challenging trail running event held in Bradford, Vermont, featuring a rugged 10K loop on Wright's Mountain. The course offers a mix of terrain, including steep climbs, rocky and rooty sections, and a scenic downhill through the woods. Runners can choose from three race option..

The Bromont Ultra is a renowned trail running and mountain biking event held in Bromont, Quebec, Canada, set amidst the scenic Eastern Townships. Since 2014, it has combined physical endurance challenges with philanthropy, raising over $4 million for various causes. The event features diverse race d..

The Trapp Lodge Mountain Marathon is a challenging trail running event held at the scenic Trapp Family Lodge in Stowe, Vermont, nestled in the Green Mountains. Offering both half and full marathon distances, the race features a 13.1-mile loop with approximately 2/3 double track and dirt roads and 1/..