Trail Running calendar near Danbury 2025-2026

Tackle the Midstate Massive Ultra Trail, a point to point autumn ultra across New England with 100 mile, 50 mile and 50k options. Routes wind through mountains, fields and rivers along the historic Midstate Trail for a true adventure.

Event overview Devil's Den Ultra takes place October 11-12, 2025 in Bradford, Vermont, at 1250 Chase Hollow Rd. The event offers these race options: 30-Hour 12 Hour 6 Miler The event is capped at 100 runners. Registration closes on Octobe..

Run rugged trails amid peak New Hampshire foliage at Vulcan's Fury in Nottingham NH on Oct 12, 2025. Half marathon and 5 Miler courses feature boulder fields, steep switchbacks and scenic stream crossings for a true fall trail test.

Enjoy vibrant New Hampshire foliage at the Fall Foliage Foot Races in Waterville Valley on Oct 12, 2025. Choose a flat 5K, a scenic 10 mile trail with a climb and downhill finish, or a 1 mile kids run. Limited spots remain for the 10 mile.

The North Face Race to the Summit is a mountain-top running event held at Stratton Mountain in Stratton, Vermont. The course covers about 2.18 miles with a 2,003-foot vertical climb, delivering a steep uphill challenge amid alpine terrain...

Run scenic mountain trails at Trapp Family Lodge in Stowe on October 18, 2025, with full and half marathon options that climb to Round Top for views of Mount Mansfield. Expect rugged single track, big climbs, friendly post race food and awa..

Run the historic Ghost Train Rail Trail along a mostly flat, well groomed old railroad bed in Brookline and Milford, New Hampshire. Choose from a 30 hour ultramarathon, relays, or shorter distances while supporting local conservation.

Event overview The Mansfield Uphill run is hosted by the Mansfield Nordic Pro Team at Stowe Mountain Resort on October 19, 2025. Proceeds will go directly to supporting the Pro Team athletes and program. The team is fundraising to help offs..

Randolph Ramble is a 5.7-mile trail race on Randolph Mountain Club lands in New Hampshire’s Northern Presidentials. The course climbs about 1,100 feet and is steep, rocky, and slippery, with occasional snow; most runners walk or power-hike..

Run for the Hills in Harvard, Massachusetts is a pair of off‑road trail races held at the Community Harvest Project Orchard (115 Prospect Hill Rd). The event features a challenging 5K trail run through orchard, woods, and fields, plus a 1‑m..

Join The Hamsterwheel in New Boston NH for a friendly 4 mile loop ultrarun with 6, 12, 24 and 30 hour solo and relay options. Scenic rail trail, night running, team camaraderie and quirky buckles make it a fun intro or a bold challenge.

The Holistic Hustle 5K/10K is an annual running event held at the scenic Emmons Preserve in Kennebunkport, Maine. The 4th edition, scheduled for November 1, 2025, features timed 5K and 10K run/walk races alongside a kids' half-mile fun run..

Run into the night at Cranmore Resort with a fun 5K or 10K mountain race under LED lanterns and reflective flags. Headlamps required, postrace pizza and apres create the perfect evening of trail racing and celebration.

The TARC Stone Cat Trail Festival is a renowned trail running event held annually in Ipswich, Massachusetts, within Willowdale State Forest. Offering a variety of distances including 10K, half marathon, marathon, 50-mile, and 100K races, pl..

CircumBurke on Nov 1 at Victory Hill is an 18 mile singletrack, road and cart trail loop with short steep rocky sections that reward mountain running skills. Proceeds fund trail maintenance and the day offers aid stations, tacos and a beer.

The Hugs from Vets Trail will take place in Henniker on Sunday 2 November 2025. You can run 10 kilometers.

Race for DFL is a last-runner-standing backyard ultra held at Kenty’s Farm in Winchendon, Massachusetts. The event uses a single lap of about 4.17 miles, with a course mixture of grassy field, forest trail, crushed gravel bike path, and a d..

Windham Woods School Thankful Trails 5K Run & Walk Windham Woods School hosts the 2nd annual Thankful Trails event on November 15, 2025, at 39 Roulston Road, Windham, NH. The event includes a 5K trail run/walk and a Kids Fun Run for chi..

Mount Ascutney Vertical Backyard : Nov 22, 2025, Brownsville, VT The event is a "Last Person Standing" format held at Mount Ascutney in Brownsville, VT (449 Ski Tow Rd). Participants complete repeated laps; each hour they must asc..

Run the Novemberfest Race, a scenic 4 mile through Mine Falls Park in Nashua, finishing near the Millyard smokestack. Celebrate at Martha's Exchange after the race while supporting the Nashua Children’s Home.