Trail Running calendar near Chelsea 2025-2026

Join UltraTrax Gore Mountain on July 19 for a 7 mile loop or multiple loops through shaded Adirondack woods, creeks and ski trail views. Timed trek with weighted options, finisher swag and proceeds supporting Conservation Lands Foundation.

Take on the famous Baldfaces in White Mountain National Forest on scenic, rugged ridgeline trails; choose a single loop 9 mile route or the double loop 17.8 mile course for a true mountain test. Part of the White Mountain Endurance Cup.

Run the Ragged 75 multi day stage race or choose the single day 50k on rugged trails around Lake Sunapee, NH. Big climbs, scenic single track, communal camping and a true self supported trail challenge.

Run single track up to Mount Moosalamoo with lake views at the Moosalamoo Ultra in Goshen Vermont on August 1, 2026. Choose 14 miles with 2400 feet climb or 36 miles with 5000 plus feet for a rugged Green Mountain challenge.

Run the Jigger Johnson Ultras in Waterville Valley, NH, across rugged White Mountain trails and exposed ridgelines for an epic mountain challenge. Multiple distances demand GPX navigation and mandatory gear for remote and night sections.

Run the Triple Dam 10K in Perkinsville VT on a scenic loop of grassy trails, dirt roads and a shallow river crossing. Open to runners and walkers, this fundraiser for Springfield XC finishes by a swimming hole with post race treats.

Take on the Black Bear Trail Races in Waterville Valley on August 29, 2026, with distances from a rugged 50K circling 4,000 foot peaks to a family friendly 1 mile fun run. Scenic trails, big climbs, and alpine views await runners of all lev..

Trek Cannon Mountain in Franconia New Hampshire and choose 7, 14, 21 or 28 mile routes with ten hours to finish. Rugged trails, sweeping White Mountain views, camaraderie and a post trek gathering with proceeds benefiting conservation.

Take on Kilkenny Ridge in the White Mountain National Forest with 50 mile, 25 mile or 25K options across remote summits and serious climbs. The course is largely unmarked so you must navigate by GPS and carry required safety gear.

Run five Northeast Kingdom peaks in the Westmore Mountain Challenge, a mountain marathon through peak fall foliage on scenic trails. All proceeds benefit NorthWoods Stewardship Center and local trail conservation.

The Vermont 50 is a classic late September mountain bike and ultra run at Mount Ascutney offering 50 mile and 50K options, plus family fun and kids activities on Saturday. Proceeds support Vermont Adaptive Ski and Sports.

Run wooded trails at Amy's Park in Bolton Landing with 4.5 mile and 10 mile options or run virtually. Proceeds support the Lake George Land Conservancy and its work protecting wetlands and watersheds.

Hit the trails at the Keene Family YMCA Fall Foliage Trail Races in Keene, NH on Sunday, October 4, 2026, with 5K and 10K options through scenic fall woods. Enjoy chip timing, shirts for early registrants, and support local YMCA programs.

Take on the von Trapp Mountain Marathon at Trapp Family Lodge in Stowe Vermont with half and full options on a rugged 13.1 mile loop featuring steep climbs and a summit scramble to Round Top. Enjoy sweeping views of Mount Mansfield and a th..

Join the Ghostly Gallop Trail 5K on Sunday October 25 in Milton Vermont for a spooky run along the Laura's Tears trail at Arrowhead Golf Course. Costume friendly with prizes, post race refreshments, and family fun.

UltraTrax Burke Mountain is a timed trekking challenge on scenic trails across Burke Mountain. Choose 7, 14, 21 or 28 miles and finish within 10 hours to earn a shirt, patch and longer distance medals, plus post trek food and activities.