Trail Running calendar near Middlebury 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..

Groton Forest Trail Run takes place at Boulder Beach State Park in Groton, Vermont, on Saturday, September 6, 2025. Onion River Outdoors is the new race organizer, continuing the event’s tradition of scenic, challenging trail running and strong community support. For 2025 the organizers plan a 25k a..

NCVRC Run for Hope takes place at Oxbow Riverfront Park in Morrisville, Vermont. The course is an out-and-back along the Lamoille Valley Rail Trail, with a turnaround at 1.5 miles and a single aid station before finishing back at Oxbow Park, for a total distance of about 3 miles. Race bib pickup run..

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..

Mountain Goat’s Cabin Trail Run takes place at Merck Forest and Farmland Center in Rupert, Vermont. The adult Cabin Trail Race covers a 7-mile loop through trails and forest roads with about 1,500 feet of climbing, featuring an aid station at mid-course and two check-ins at Ned’s Place and The Glen...

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..

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 Champlain Bridge 5K and 2 Mile Fun Run/Walk is a family-friendly event held at Crown Point State Historic Site and DEC Campsite in Crown Point, New York. The scenic 5K cross-country course winds through trails, roads, and fields, symbolizing hope and connection through the lighthouse and bridge..

The Royal (multi) Mile Hill Run is a 5K trail race held in Lincoln, New Hampshire, as part of the 50th Annual NH Highland Games & Festival. The challenging course features 800 feet of elevation gain across dirt trails, service roads, and ski trails at Loon Mountain. Participants receive a race shirt..

Tam Trek is a trail race in Middlebury, Vermont, organized by the Middlebury Area Land Trust to raise funds for the Trail Around Middlebury (TAM). Races start and finish at Wright Park and include a 19-mile TAM loop through Middlebury, Cornwall, New Haven and Weybridge; a 10K; a 5K; and a 2-mile fam..

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..

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..

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...

The Buck 50 is a challenging 50-kilometer ultramarathon held in Kattskill Bay, New York, along the scenic southern Adirondacks near Lake George. The course features rugged, remote trails that traverse four of Lake George's tallest peaks, including Buck Mountain, Sleeping Beauty, Black Mountain, and..

Blackhawk Blaze is a trail running event held in Plainfield, New Hampshire (Meriden area), at 92 Bonner Road, near Plainfield School. This sixth annual Plainfield tradition offers two races: a 5K Trail Race on the famed French's Ledges trail and a 1 Mile Fun Run. The course showcases rugged terrain..

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 North Face Race to the Summit is a mountain-top running event held at Stratton Mountain in Stratton, Vermont. The course covers about 2.18 miles with a 2,003-foot vertical climb, delivering a steep uphill challenge amid alpine terrain. The race is timed with live results and leaderboards, with o..

Trapp Lodge Mountain Marathon is a challenging trail running event held at Trapp Family Lodge in Stowe, Vermont, offering half and full marathon distances. The course blends runnable double-track with rugged single-track, including a scrambling climb to Round Top Mountain for sweeping views of Mount..

Malta 2K, 3K, 5K Trail Race in Malta, New York, is organized by Roundabout Runners Club. The event begins at Luther Forest Athletic Fields near 30 Rocket Way and runs through the well-maintained trails of 100 Acre Woods, featuring wide stone-dust paths and sections of soft ground that immerse runner..

The Hills Are Alive Cross Country Race, now themed as the Ghostly Gallop Trail 5K, is held at Arrowhead Golf Course in Milton, Vermont. The 5K course runs along the scenic Laura’s Tears trail, offering a trail running experience with a festive Halloween atmosphere encouraging participants to wear co..