Trail Running calendar near Henniker 2025-2026

The Ravenswood Trail Race will take place in Gloucester on Sunday 19 October 2025. You can run between 4 and 4 miles.

Powisset Farm Trail Run - Fall is a Barn to Run Trail Race Series event held at Powisset Farm in Dover, MA, on October 26, 2025. The course spans Powisset Farm and adjacent Noanet Woodlands, with four distance choices: 8.3, 5.6, 3.1, and 1.5 miles. The atmosphere blends competitive trail running wit..

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 will take place in Ipswich on Saturday 1 November 2025. You can run between 10 and 100 kilometers.

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..

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..

Set in Upton State Forest in Upton, MA, the Upton 10.5K and Half Marathon Trail Race offers two distances: a 10.5K trail run and a 21K half marathon, run as two laps. The course features technical, hilly single-track trails and forest roads, with about 720 feet of elevation gain per lap. Aid station..

The Tarckey Trot 6 Hour - Winchester, MA will take place in Winchester on Saturday 15 November 2025. You can run between 6 and 6 kilometers.

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 27th Annual Novemberfest Race for the Nashua Children’s Home is a festive 4-mile run through Mine Falls Park in Nashua, New Hampshire. Runners traverse scenic park trails, finishing near the Pine Street Extension Entrance. The post-race celebration and raffle take place at Martha's Exchange Rest..

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..

TARC Winter Classic is a trail ultrarunning event at the Middlesex Fells Reservation in Stoneham, MA. Runners choose 8, 32, or 40 miles, starting and finishing at Fallon Road. The Skyline Trail offers a rugged New England course of roots, rocks, and elevation, with constant climbs and descents and o..

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 Mount Hood Nutcracker Challenge is an annual cross-country running event held at the Mount Hood Golf Club in Melrose, Massachusetts. This unique 3.5-mile race features a challenging, hilly course that changes every year, incorporating fairways, paved cart paths, road crossings, and wooded sectio..

The TARCtic Frozen Yeti is a winter trail running event hosted by the Trail Animals Running Club at Hale Reservation in Westwood, Massachusetts. Scheduled for February 7-8, 2026, it offers two distance options: a 15-mile race and a challenging 30-hour ultra. The course features three roughly 5-mile..

The Merrimack River Trail Race will take place in Andover on Saturday 11 April 2026. You can run between 10 and 10 miles.

Join Trail Animals Running Club for the TARC Spring Classic at Jericho Town Forest in Weston, Massachusetts. The event offers 10K, Half Marathon, Marathon, and 50K distances, with a flat, smooth course crafted around a single 10K loop repeated for longer distances. Start/Finish at 292 Concord Road.C..

White Lake Ultras takes place at White Lake State Park in Tamworth, New Hampshire. The festival-like endurance weekend offers 6-, 12-, and 24-hour options on a 2-mile single- and double-track loop around forested lakefront trails, with one short section of beach and sidewalk and about 50 feet of ver..