Trail Running calendar near Danbury 2025-2026

Midstate Massive Ultra Trail is a UTMB Index endurance race held October 11–12, 2025, spanning New Ipswich, NH, and central Massachusetts with border crossings into New Hampshire and Rhode Island. Runners choose from three point-to-point options—100 miles, 50 miles, and 50 kilometers—following the A..

Fall Foliage Foot Races at Waterville Valley, NH, 2025 offers three events: a 5K Road Race, a 10 Mile Trail Race, and a Kid's Fun Run. The action centers in Town Square, with a mostly flat 5K out-and-back through the heart of Waterville Valley. The 10 Mile Trail Race is described as a scenic and cha..

Vulcan's Fury Trail Race in Nottingham, New Hampshire offers two rugged courses—the Half Marathon and the 5 Miler—set on hiking trails through a once volcanic landscape at Pawtuck. The course is described as technical and scenic, featuring a massive boulder field, dense forest, single-track switchba..

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. The race is timed with live results and leaderboards, with o..

Ghost Train Rail Trail Races is New Hampshire’s original 30-hour ultramarathon, held on the Granite Town Rail Trail in Brookline and Milford. The event offers five races: a 30-hour ultramarathon, a 30-hour relay (teams from 2 to 7), a Haunted Night 30-mile race, a 15-mile race, and a 15-mile relay...

The Trapp Lodge Mountain Marathon takes place at Trapp Family Lodge in Stowe, Vermont on October 18, 2025. The event offers two distances: Full Marathon - 26.2 miles (two 13.1-mile laps) Half Marathon - 13.1-mile loop Entry fees vary by date, with early, regular, and day-of pricing for both dista..

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 the technical sections. Expect leafy downhills to be treache..

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‑mile kids’ fun run staying within orchard trails. The course..

Blackout 5k/10k is a nighttime mountain race at Cranmore Resort in North Conway, NH. It offers 5K and 10K routes that traverse a mix of ski trails and access roads. The course is lit with reflective flags and LED lanterns, and headlamps are mandatory for runners (with additional headlamps available..

New Boston, NH hosts The Hamsterwheel, an 11th-year ultrarun along the New Boston Rail Trail by the Piscataquog River. The course is a continuous 4.0-mile loop that is largely flat with one minor speed bump, starting near the Hillsborough County Fairground and turning at Lang’s Station. Runners may..

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, plus a free youth fun run, the festival features a challenging..

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 for participants aged 13 and under. The event offers a livel..

CircumVictory Trail Run takes place at the Victory Hill Trail Club in Victory, Vermont. The featured run is a roughly 17-mile loop on Victory Hill’s famed singletrack, with some road and cart-trail sections and about 1,800 feet of elevation gain. The run shares the course with two MTB races (34 mile..

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 dirt road, totaling around 150 feet of elevation gain per lap..

Mount Ascutney Vertical Backyard, in Brownsville, Vermont, is a Last Person Standing endurance race on Mount Ascutney. Runners ascend and descend the mountain hourly, with two ascent options: a three-lap orange loop up the t-bar path for 403 vertical feet per lap, or a single ascent on the green loo..

The Novemberfest Race for the Nashua Children’s Home is a festive 4-mile run through Mine Falls Park in Nashua, New Hampshire. The course takes runners through the scenic Mine Falls Park with the start/finish area near the Pine Street Extension entrance, just west of the Millyard Smokestack. After t..

Jackson 5k Turkey Trot & Kids Fun Run is held in Jackson, New Hampshire on Thanksgiving morning. The event includes a 5k trail run through the hills of the Jackson Nordic Trails and the Eagle Mountain House golf course, plus a Kids Fun Run for ages 10 and under. Participants stage at the Eagle Mount..

Krampuslauf in Lyme, New Hampshire, at the Dartmouth Ski Way, offers 5K, 10K, and a 9‑hour endurance option. Runners begin at the base lodge and tackle Holt’s side for a steep 5K ascent; 10K participants complete Holt’s and then Winslow side before finishing by the lodge. The 9‑hour loop repeats the..

The Merrimack River Trail Race is a USATF-sanctioned 10-mile out-and-back trail run held in Andover, Massachusetts, starting from the DoubleTree by Hilton Hotel parking lot. The course features water stations at miles 2, 4, and 8, with a mix of unmanned and manned aid points. The event offers a frie..