Trail Running calendar near Jackson 2025-2026

The Trail Festival at Pineland Farms is a vibrant running event taking place over two days, featuring a variety of races for participants of all skill levels. Scheduled for May 24-25, 2025, the festival includes distances such as 100k, 50k, 25k, and shorter races like 5k, 10k, and a Kids' Fun Run. A..

The Sunapee Scramble is a challenging mountain running event held in Sunapee, New Hampshire, serving as the 2025 USATF National Classic Mountain Championship and the selection race for the US Classic Up/Down Mountain Running Team. The race covers approximately 9.3 to 9.4 miles with about 3,250 to 3,..

The Cirque Series - Cannon Mountain is an exciting running event taking place in Franconia, New Hampshire. This inaugural race features a challenging 6.7-mile course with an impressive elevation gain of 3,386 feet, starting at the Peabody Base Area and culminating at the summit of Cannon Mountain. P..

The Race to the Top of Bradford is a challenging trail event held in Bradford, Vermont, featuring a 5K race and a 1.5-mile fun run. The 5K course involves an 850-foot ascent to the summit of Wright's Mountain, offering participants scenic views from the highest point in Bradford. The shorter fun run..

The Chocorua Mountain Race is a challenging 23-kilometer trail run held in the White Mountain National Forest, Tamworth, New Hampshire. Featuring approximately 4,800 feet of elevation gain, the race starts and finishes at Scott Road. The course includes rolling singletrack trails, a steep 2.8-mile c..

The Longest Day 5K - Gray will take place in Gray on Friday 20 June 2025. You can run between 5 and 5 kilometers.

6 at the Springs is a six-hour endurance running event held in Poland, Maine, along the scenic and historically registered Waterhouse Brook rail trail near Lower Range Pond. The course features a flat, hard-packed 4-mile loop passing multiple watersheds and a picturesque beaver pond, making it ideal..

The Catamount Ultra is a trail running event held at the scenic Trapp Family Lodge near Stowe, Vermont. It offers two race distances: a 25K and a 50K, with the 50K consisting of two loops of the 25K course. The route features wide, hard-packed dirt trails winding through highland pastures and hardwo..

The Onion River Outdoors Birdland 5K is an exciting running event set in the scenic Vermont forest, featuring rolling hills and vibrant vegetation. Participants will start near the Montpelier Rec Pool and navigate a challenging course that includes 95% single track with technical roots and rocks, of..

Race The Cog is a unique mountain footrace held in Bretton Woods, New Hampshire, where runners race alongside the historic Mount Washington Cog Railway to the summit of Mount Washington. The main Summit Climb covers approximately 2.75 miles with a challenging 3,500-foot elevation gain, featuring ste..

Hallie’s Hustle is an annual 5K run/walk held at Black Mountain of Maine in Rumford, featuring a scenic trail course that celebrates the legacy of Hallie Oldham, a young trail running enthusiast. The event includes a 5K race for runners and walkers, followed by a half-mile kids fun run. Participants..

The Ordination Rock Run is an annual 5K fun run held in Tamworth, New Hampshire, as part of the town's Independence Day celebrations. Taking place on July 4th, the event highlights Tamworth’s rich history, including the historic Ordination Rock where Samuel Hidden was ordained in 1792. The course fe..

The Harry Corrow Freedom Run is a celebratory running event held on July Fourth, offering participants the choice of distances ranging from 2 miles to a Half Marathon (13.1 miles). The run takes place on a scenic gravel bike path and wooded trails, coinciding with the July Fourth festivities in Newp..

The Back Cove Backyard Ultra is a unique endurance running event held in Portland, Maine, on the scenic Back Cove Trail. Participants run a 4.167-mile loop every hour, testing their physical and mental stamina until only one runner remains. The course features a mostly flat, non-technical gravel tra..

The Spaulding Woods 50K is a challenging trail race held in Northfield, New Hampshire, featuring a 5.6-mile technical loop with rocks, roots, and footbridges. Runners complete six laps over approximately 34 miles within a 10-hour time limit, with 4,400 feet of elevation gain. The course is primarily..

The Loon Mountain Race is a challenging mountain trail event held in Lincoln, New Hampshire, covering approximately 6.03 miles with a 3,066-foot elevation gain. The race ascends the slopes of Loon Mountain, featuring diverse terrain such as trails, grass ski slopes, and cat tracks. Notable for its s..

The Magnificent Bastards Challenge, held in Corinth, Vermont, is a grueling endurance event honoring fallen Marines. It features a Last Man Standing race with 1-mile loops that include 300 feet of climbing, each to be completed within 20 minutes, repeated until only one runner remains. A special fas..

The Baldface Scramble is a challenging trail running event held in the White Mountain National Forest in Chatham, New Hampshire. It offers two race distances: a 14K single loop that crosses the Baldfaces, and a more demanding 29K race featuring two loops that include both the Baldfaces and Mount Mea..

The Barre Heritage Trail 5K is an annual running event organized by Central Vermont Runners, taking place during the Barre Heritage Festival. This race offers participants a scenic route through the beautiful trails of Barre, promoting health and community engagement. The event is designed for runne..

The Kingman Farm Trail Race is a welcoming and challenging running event designed for participants of all skill levels. Spanning approximately 3.6 miles, the course features Nordic-style paths and switchback singletrack, making it an exciting experience for runners. This event is organized by acidot..