Trail Running Calendar Maine 2025-2026

Mt. A Trail Challenge is an annual event held at Mount Agamenticus in York, Maine. Runners and walkers choose between a 5K or a 1-mile course.The race is timed in a traditional way by the York High School Cross Country Team, creating a friendly, community atmosphere. The 5K course climbs around the..

ACT Trail Fest is the Arundel Conservation Trust’s 5th annual trail event in Arundel, Maine. On September 20, 2025, participants can choose from a 5k, 10k, or half-marathon along the ACT Multi-Purpose Trail and the Eastern Trails, starting and finishing at the Arundel Municipal Building parking lot..

Bad Little Trail Run, in Whitneyville, Maine, features an 8-mile trail race and a 2.5-mile run/walk through the Machias River Preserve. Hosted by Bold Coast Runners in partnership with the Downeast Coastal Conservancy, it blends Sunrise Trail gravel, riverfront singletrack, and wooded segments, incl..

Farm to Farm Ultra is a Maine ultramarathon held in Freeport and Brunswick. The 2025 event includes a 50-mile race, a 50K, a 50K four-person relay, plus 25K and a 25K two-person relay. The course starts at Wolfe’s Neck Farm in Freeport and finishes at Crystal Spring Farm in Brunswick, featuring roll..

The Pleasant Mountain Race, held in Bridgton, Maine, is a challenging 21k trail run featuring technical single-track paths and scenic views along Pleasant Mountain’s iconic ridge. The course includes significant elevation gains, with a steep 1700-foot climb over 2 miles up Bald Peak, followed by a 1..

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..

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, hosted by the Kennebunkport Conservation Trust, takes place at the trust's headquarters in Kennebunkport, Maine (57 Gravelly Brook Road). Participants choose a 5k or 10k and run or walk along the organization’s forest trails. The course winds through the trail system, with rough te..

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..

Sugarloaf Uphill Climb is Maine’s toughest mountain run in Carrabassett Valley. The three-mile course climbs nearly 2,500 feet from the bottom of the SuperQuad to the resort’s 4,237-foot summit—the top of Maine’s second-highest peak—along the Binder Trail and work road. The race uses a mass start an..

The Frost Fixed-Time Footrace will take place in Orono on Saturday 18 October 2025. You can run between 6 and 6 kilometers.

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..

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..

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 Wildlands Summit Run is the 32nd Annual Trail Run held at Great Pond Mountain, featuring a challenging 6.2-mile course that ascends to the summit, offering stunning views and rugged terrain. Established in 1993, this event has evolved over the years, now including a thrilling descent on downhill..

Bold Coast Bash is a trail running event in Cutler, Maine, organized by Bold Coast Runners. It features a 50K Ultra and a 10.5-mile Fun Run, run on a challenging single-track course along the Bold Coast cliffs with an inland section of mud, rocks, and slippery bog bridges. The route forms a figure-8..

Riverlands 100 & Relay is a trail ultramarathon held in Turner, Maine, on May 2–3, 2026. The event centers on a 100‑mile race with a relay option, inviting solo runners and teams to tackle the course over two days. The race information pages point to course maps, a pacer or relay finder, and runner..

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..