Trail Running calendar near Danbury 2025-2026

Take on a rugged 8.2 mile trail in Killington Vermont with 3,010 ft of climbing. Summit Killington Peak and two others, tackle technical terrain, and vie for cash and gear in a field capped at 700 runners.

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.

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.

Run the Triple Dam 10K in Perkinsville VT on August 23, 2026 for a scenic road and trail loop with a fun calf deep river crossing. Open to runners and walkers, proceeds support Springfield High School cross country.

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.

The TARC Fall Classic will take place in Carlisle on Saturday 5 September 2026. You can run between 10 and 50 miles.

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.

Challenge yourself at the Vermont 50, a legendary mountain bike and ultra run at Ascutney Outdoors. Join racers, relays, vendors and kids fun races while supporting Vermont Adaptive on Sept 27, 2026.

Run scenic, rooty trails in Groton Town Forest on October 4 with 9.5 mile and 3.4 mile options through rolling hills and rocks. Limited to 250 runners with refreshments and awards.

Run the Midstate Massive Ultra Trail on October 10 to 11, 2026 across central New England, a UTMB Index point to point ultramarathon along the Midstate Trail. Choose 100 mile, 50 mile or 50K courses that wind through mountains, fields and r..

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.

Experience rugged single and double track in Willowdale State Forest at the TARC Stone Cat Trail Festival in Ipswich, with distances from 10K to 100K and a Cider Donut Mile for fun. Proceeds support land stewardship and local food pantries.