Trail Running calendar near Waterford 2025-2026

The Springfield Dam Run, held in Springfield, Vermont, offers a family-friendly running event featuring three races: a Kids 1/2 Mile Fun Run for children 12 and under, a new Maniac Mile one-mile sprint for ages 10 and up, and the traditional 3.1-mile Springfield Dam Run. The main race takes place on..

The Cross-Connecticut Run for Mental Health Awareness is a unique 56-mile group running event held annually in Connecticut, following the scenic and flat Farmington Canal Heritage Trail from West Suffield to New Haven. This non-competitive challenge supports Mental Health Connecticut through fundrai..

Granite Gorge Yo-Yo Run is a mountain race held in Keene, New Hampshire. The course is run mostly on ski trails with some single-track, totaling about 4.9 miles with roughly 1,650 feet of ascent and descent. The race earns its name from the steep up-and-down sections that feel like a Yo-Yo as you cl..

The Wicked Mudder will take place in Southwick on Sunday 7 September 2025. You can run between 5 and 5 kilometers.

The Macedonia Trail Race is a rugged trail running event at Macedonia Brook State Park in Kent, CT, hosted by Steep Endurance. Now in its seventh year, it offers 12K, 25K and 50K distances on lush forest single-track with grinding climbs, technical descents, and several views. The 25K doubles the 12..

Wilcox Wild is a challenging 50K trail ultra run held in the Adirondack Park Wilderness, New York, on September 13, 2025. The race features a rugged lollipop course starting and finishing at Harrisburg Lake, covering 31 miles with 3,028 feet of elevation gain and loss. Runners traverse scenic trails..

The Mountain Goat Cabin Trail Run takes place at the Merck Forest and Farmland Center in Rupert, Vermont. The main event features a challenging 7-mile loop with approximately 1,500 feet of elevation gain, winding through scenic trails and forest roads. Runners experience two historic cabins, Ned's P..

The Lucy Mac 5K9 is a trail running event held at Ascutney Outdoors in Brownsville, Vermont. Scheduled for September 13, 2025, it features a timed 5K race and a 1-mile race option, welcoming runners, walkers, and dogs. The course offers a scenic Vermont adventure with handcrafted trails at the weste..

Shawangunk Ridge Trail Run (SRT) unfolds along the Shawangunk Ridge in the Hudson Valley, offering three divisions: 70-mile, 30-mile, and 1/2 marathon, spanning from High Point Monument in NJ to Rosendale, NY. The route winds through hills, wetlands, pine barrens, sky lakes, waterfalls, and conglome..

The Pisgah Mountain Trail Races, held in Pisgah State Park, Chesterfield, New Hampshire, feature two challenging trail distances: a 50K and a 23K. Organized by the Red Clover Rovers, this event serves as a fundraiser for the New Hampshire Special Olympics, with all profits supporting their mission...

All of the Above Trail Fest at Northfield Mountain Recreation Area in Northfield, Massachusetts, is Beast Coast Trail Running’s inclusive trail event. It offers a longer 20-25k prediction run, a 5k untimed Fun Run/Hike, and a Kids’ Run with options from 0.5k to 3k, plus a Virtual Run for remote part..

Rensselaerville Ramble Trail Run & Walk is a fundraising event held in Rensselaerville, New York. The Ramble starts and ends at the Huyck Preserve's Eldridge Research Center and guides participants through the Preserve's forested trails. Runners and walkers can choose from 2-mile, 5-mile, or 8-mile..

Angevine Farm Half Marathon is part of the Angevine Farm Trail Festival in Warren, CT, hosted by Steep Endurance. The event offers a Half Marathon plus an 8-Hour option and a 5K/5K Canicross, all on scenic farm and forest trails. The Half Marathon begins at Angevine Farm, runs a 1.7-mile farm loop,..

The Cat's Tail Trail Marathon is a challenging 26-mile point-to-point trail race held in the Slide Mountain Wilderness Area of the Catskill Mountains, New York. Featuring nearly 7,000 feet of elevation gain, the course offers rugged terrain with rocky, technical climbs and descents, alongside stunni..

Vermont 50 is an annual endurance event staged at Ascutney Outdoors in West Windsor, Vermont. It features multiple options: 50-mile mountain bike race, 50-mile ultra run, 50K run, and several relay formats (including 2-3 person and women’s teams) plus a 50-mile bike tandem option. The course showcas..

IronHike Endurance Series Fall 2025 unfolds at Mohawk Mountain Ski Area in Cornwall, CT, turning a mountain into four epic endurance days. The lineup offers multiple formats, from 12- to 84-hour challenges, including Olympus Mons Ultra (152+ miles, 72,590 ft elevation, 84 hours) and Everest, Denali,..

Amy’s Adventure Race for the Lake, now in its 9th year, takes place at Amy’s Park in Bolton Landing, NY. The event offers a 4.5-mile trail race and a 10-mile loop through forests, ponds, and marshes, featuring rugged Adirondack terrain with about 700 feet of elevation gain. Proceeds support the Lake..

The Flutters and Foliage Endurance Run, held in Cohoes, NY, is a unique ultra running event supporting Flutters of Hope, a nonprofit aiding individuals and families affected by eating disorders. Now in its third year, the race features multiple endurance challenges including 1-hour, 3-hour, and 6-ho..

Michael J. Pitney Farm Run takes place at Pitney Meadows Community Farm in Saratoga Springs, NY. The event features a 5K community run and a Youth Fun Run (.5 miles).The course is a mixed-surface, grass and stone-dust trail that is primarily flat with a few gentle rollers, and has no road crossings...

Iron Hike’s Fall Double Kuwohi Trail Marathon Plus Relay is a weekend endurance event set at Mohawk Mountain Ski Area in Cornwall, Connecticut. The race covers 28+ miles with 13,685 feet of elevation and is designed to be completed within a 24-hour window. Participants have the flexibility to run, h..