Trail Running calendar near Greenwood 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.

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.

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.

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.

Run the Megunticook Trail Festival in Camden Hills State Park on Sep 12, 2026, with 50K, 20K and 10K options across rocky summits, ocean views and classic Maine woodland trails. Entries are limited so register early.

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.