Trail Running calendar near Orleans 2025-2026

Celebrate the season with the Jackson 5k Turkey Trot and kids 1k on scenic trails in Jackson, New Hampshire. This family friendly event brings the community together while raising funds for Jackson Grammar School and Girls on the Run.

Join the Jeff RUN sonville Turkey Trot in Jeffersonville VT for a flat, scenic 5K and 2K plus a free Tot Trot, with timed results and strollers welcome. Costume turkeys are encouraged as proceeds support Cambridge Recreation programs.

Join Krampuslauf in Lyme NH for a festive mountain trail run from the Dartmouth Ski Way lodge, offering 5K, 10K and a 9 hour multi lap challenge. Finish loops to earn a 10K medal with pins and upgrades to a 50K medal.

Infinitus is a multi day endurance festival May 21 to 30 in Ripton, Vermont, offering distances from 9 miles to the epic 888K 551 mile challenge. Set at Silver Towers near Green Mountain National Forest, it features dorm lodging, camping an..

Take on the Cirque Series at Cannon Mountain on June 13, 2026: a rugged 6.9 mile mountain run with 3,080 feet of climb to a 4,031 foot summit in Franconia Notch. Expect steep, rocky terrain, epic views, and fierce competition across Sport,..

Race beside the Mount Washington Cog Railway from Bretton Woods to the summit, choosing a steep summit climb or a longer roundtrip through boulder fields and exposed alpine terrain. Summit entries include a Cog train descent.

Take on scenic trails around Trapp Family Lodge in Stowe, Vermont on June 20, 2026 with 25K or 50K options. Enjoy rolling climbs through pastures and hardwood forest, stocked aid stations, and a festive finish at the Von Trapp estate.

Celebrate July Fourth with the Freedom Run in Newport and Derby, a run or walk along gravel paths and wooded trails. Pick a distance up to a half marathon, enjoy post run ice cream and watermelon, and support NAMI Vermont.

Scenic 5K and 10K trail races through the Green Mountain National Forest at Blueberry Hill Outdoor Center in Goshen. Proceeds support the center and registration opens Nov 1, 2025.

Mountain trail race in the White Mountains near Chatham NH, choose 14K or 29K over the Baldfaces with big climbs and rugged terrain. Mandatory gear and self hydration make this a true backcountry challenge for seasoned trail runners.

Run the rugged White Mountain trails at Jigger Johnson Ultras in Waterville Valley, with 20 mile, 50 mile and 100 mile routes over technical exposed terrain. Cupless event with required gear and live split tracking.

XTERRA Bromont on August 22 23 2026 brings off road triathlon, gravel duathlon and trail runs at Lake Bromont and the Olympic Equestrian Park. Distances for all levels plus World Championship slots.

Tackle the scenic trails of Waterville Valley NH near Town Square on Aug 29, 2026 with options from a 1.5 mile fun run to a rugged 50K over iconic peaks. Enjoy challenging terrain, aid stations, and commemorative finisher awards.

Take on the Kilkenny Ridge Race in the White Mountain National Forest, a remote, rugged traverse of peaks including Mount Cabot and Mount Waumbek. Choose 50 Miler, 25 Miler or 25K and come prepared with navigation and mandatory gear.

Run the Westmore Mountain Challenge in East Charleston, Vermont, a rugged trail marathon that crosses five peaks over 26 miles and 6,100 ft of climbing. Shorter distances and limited entries create a scenic, low impact mountain experience.

Take on the Trapp Lodge Mountain Marathon in Stowe Vermont with half and full options on a rugged 13.1 mile loop that climbs Round Top. Expect sweeping mountain views, big elevation gain, and post race food and a shirt.