Trail Running calendar near Bridgton 2025-2026

Moxie's Memorial 5k is a trail run/walk in Oxford, Maine, starting and finishing at Oxbow Beer Garden on Main Street. The 5K course starts at the brewery, runs along the blue ski trail (Anne's Moon Dance) to the Mission Working Dogs training center via a connector to Moxie's Place, then returns. The..

Bobcat Ridge 25k is a 25-kilometer trail race held at the Edwin L. Smith Preserve Trailhead, Guinea Road, Kennebunkport, Maine. Runners will test themselves on challenging, scenic forest trails along the preserve’s network.The event benefits the Kennebunkport Conservation Trust, with all proceeds su..

Bubba's Backyard Ultra, now in its seventh edition, takes place at 564 Stark Rd, Center Conway, New Hampshire, in the White Mountains. The event uses the Last Person Standing format, with participants running repeat 3.5-mile laps, mostly forest singletrack with sections of snowmobile trail, fields,..

The Little Duck 50k is a trail running event held in Windham, Maine, at the scenic East Windham Conservation Area. Scheduled for October 5, 2025, it offers two race distances: a challenging 50k ultra-marathon consisting of five 6.5-mile loops with nearly 1,000 feet of elevation gain per loop, and a..

Trust Trail Fest October 2025, hosted by the Kennebunkport Conservation Trust, offers a 5k and a 10k trail challenge. Runners and walkers navigate the Trust’s forest trail system, finishing at the headquarters at 57 Gravelly Brook Road in Kennebunkport, ME. The course features rough terrain—rocks, r..

Devil's Den Ultra is a challenging trail running event held in Bradford, Vermont, featuring a rugged 10K loop on Wright's Mountain. The course offers a mix of terrain, including steep climbs, rocky and rooty sections, and a scenic downhill through the woods. Runners can choose from three race option..

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..

The Land of Light 100k is a unique human-powered race held in Norway, Maine, featuring a combination of running and cycling across six distinct trail systems. The event covers a total of 100 kilometers, with 25k of running and 75k of cycling, starting at Virgil Parris Preserve. Participants navigate..

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 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..

The Thorne Head Trail Run is a community-focused 4k trail race held at Thorne Head Preserve in Bath, Maine. Hosted by the Kennebec Estuary Land Trust, this event features a mix of fun single-track and wider trails with scenic water views. Designed to be inclusive for both first-time trail runners an..

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..

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.

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..

Riverlands 100 & Relay is a trail running event held in Turner, Maine, on May 2–3, 2026. The name signals a 100-mile race with a relay option, inviting solo and team participation. The official site highlights practical features for participants, including detailed course maps, runner tracking, and..

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..

Portland, Maine hosts the Back Cove Backyard Ultra, Portland’s only backyard ultra on the iconic Back Cove Trail. The course is a 3.5-mile, mostly flat gravel loop along a tidal estuary with a short paved bridge, offering waterfront views. Runners repeat an hourly 4.167-mile loop, with a 0.60-mile B..