Trail Running calendar near Waterville 2025-2026

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..

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..

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..

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..

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..

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..