Trail Running calendar near Chatham 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 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.

The Canterbury Shaker Village XC 5k will take place in Canterbury on Saturday 16 May 2026. You can run 5 kilometers.

Take on the Chocorua Mountain Race on June 6 in Tamworth NH, a 23 km trail challenge with about 4,800 feet of climbing and a summit finish with sweeping White Mountain views. Expect technical singletrack, rocks, roots and steep climbs.

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,..

Explore scenic trails south of Sebago Lake at the inaugural Otter Pond Trail Races in Standish, Maine on June 13, 2026. Choose a timed endurance Dawn to Dusk challenge, a 10K or a kids run while supporting Bonny Eagle Athletics.

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.

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.

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.

Tackle a scenic but rugged three day stage race around Lake Sunapee covering about 75 miles and 15,500 ft of climbing across technical single track, fire roads and gravel. Prefer one day? A 50k option follows the same corridor with roughly..

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.

Firebird Trail Races in Windham Falmouth Maine feature 50K, marathon and 13M races on technical single track through Lowell Preserve. Tackle rocky, root strewn trails with friendly aid stations and earn a carved wood Firebird medal.

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.

Enjoy scenic 1 Mile and 5K trail runs and hikes at the Annual Trail Challenge on Mount Agamenticus in York, Maine Saturday September 19. Proceeds support conservation and education and a community raffle makes the day festive.

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.