Trail Running calendar near Gilford 2025-2026

The Ghost Train Trail Races, held in Brookline, New Hampshire, are a series of trail running events along the historic Granite Town Rail Trail. This mostly flat, well-groomed course follows an old railroad bed used in the late 19th and early 20th centuries, featuring a mix of dirt and about one mile..

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

The Randolph Ramble is a challenging 10-kilometer trail race held in the mountain town of Randolph, New Hampshire, nestled in the Great North Woods at the base of the Northern Presidentials. Known for its rugged terrain, the race emphasizes self-sufficiency, with no aid stations along the course and..

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..

Located at Lost Valley in Auburn, Maine, the Maine Summit Trek for Tree is a community fundraising event hosted by Lost Valley to benefit Tree Street Youth. The centerpiece is the Endurance Hiking Challenge: participants run, hike, or walk the Access Road to the summit, then descend by chair lift or..

Big Brad Ultras is an ultramarathon event in Pownal, Maine, weaving through Bradbury Mountain State Park and surrounding trails. Distances include 50 Miler, 50K, and 25K, all run on a 16.5-mile loop of Maine singletrack with climbs over Tryon Mountain, Snowman’s loop, and back into the state park. T..

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 CircumVictory Trail Run will take place in Victory on Saturday 1 November 2025. You can run between 17 and 17 miles.

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..

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 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..

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..