Trail Running Calendar Maine 2025-2026

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 t..

Take on a unique 100k human powered race across six Maine trail systems, blending 25k of running with 75k of cycling. Expect rugged climbs, scenic overlooks and a feel good finish while supporting local nonprofits.

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. D..

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..

Event overview Big Brad Ultras takes place in Pownal, ME at 528 Hallowell Rd on October 26, 2025. The event offers the following distances: 50 Miler - three laps 50K - two laps 25K - one lap Registration closes October 19, 2025. There is..

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..

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 o..

Event details The Bold Coast Bash takes place in Cutler, Maine on November 9, 2025. The event offers two distances: 50K Ultra 10.5 Mile Fun Run Entry is $45. Registration opens 1 August 2025 and closes November 1, 2025. Entrants are cappe..

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 page..

Hit the trails in Standish, Maine on June 13, 2026 for the Otter Pond Trail Races, featuring a scenic 10K, a lively Kids Fun Run, and a Dawn to Dusk challenge. Perfect for runners and families seeking a day of outdoor fun.

Join the Back Cove Backyard Ultra in Portland ME for a scenic, mostly flat 4.16 mile loop repeated until one runner remains. Enjoy tidal estuary views, aid at the start and finish, and a friendly volunteer crew.

Blue Hill Mountain Trail Fest Blue Hill Mountain Trail Fest takes place in Blue Hill, ME on August 1, 2026. The event offers multiple race distances on trails around Blue Hill Mountain, with start and finish at the Mountain Rd field. Distan..

Firebird Trail Races : Windham, ME Firebird Trail Races offers trail events in Windham/Falmouth, Maine, with multiple distance options and a technical single-track course. Registration opens on Jan 1, 2026. Entry requires a registration fee..