Trail Running Calendar Maine 2026-2027

We have found 42 Trailruns in Maine. Check below where and when you can find the races.

Get ready for mud and obstacles at the Thomas College Dirty Dog Mud Run. This 5k course on campus features 12-14 obstacles. Choose from competitive heats, a multi-lap challenge, or a fun kids' race.

Experience a modified backyard ultra at Cobscook Bay State Park with 50k and 50 mile options for solo runners or relay teams. Run repetitive loops on vehicle free gravel roads in a scenic coastal forest setting.

May 2026

The Big A 50K Trail Race is a challenging loop course on Mount Agamenticus with technical, rocky terrain and significant elevation. Participants can choose their distance, from 10 miles up to the full 50K. The event is free to register for,..

Test your endurance at this backyard style ultra race on the coastal trails of Kate Furbish Preserve East. Run 4.17 mile loops every hour through scenic single and double track paths for up to 50 miles total.

Community road event in Bethel, ME with an in-person 5K on May 16 and a virtual 5K option May 1 through May 16. It supports after school and enrichment activities for K-12 students in MSAD 44.

Cross country 5K at Cole's Family Farm in Dayton on May 16, 2026 supporting the Southern Maine Young Marines. Options include a 1.25K fun run and a 5K ruck march; entry includes a patriotic t-shirt and participation medal.

Experience Maine's premier trail running festival featuring races from 5K to 100K. This multi day event includes a 30 hour endurance challenge, dog friendly canicross races, and a sunset run at Pineland Farms.

June 2026

A 6 mile trail race at Bradbury Mountain featuring runnable single and double-track trails, a 1 hour 48 minute cutoff, and a 180 runner cap; part of a four-race series with series apparel and prizes.

Six at the Springs is a six hour timed endurance event in Poland, Maine. Runners and walkers use a flat 4 mile rail trail loop along Waterhouse Brook and may run multiple loops to record total mileage.

Field & Forest 5 Miler is a roughly 5 mile trail race on the Crystal Spring property in Brunswick, ME. The mostly off pavement course has single track and wood bridges, and the field is limited to 50 runners.

The Longest Day 5K - Gray will take place in Gray on Sunday 21 June 2026. You can run 5 kilometers.

Enjoy a community celebration in Portland with a 10k trail race, scenic bike rides, or a family friendly 2 mile walk. Finish the day with a festival featuring food trucks, music, and local beer to support Maine trails.

Experience a fun 5 km obstacle mud run designed for women of all fitness levels in Minot. Join as an individual or team to crawl, climb, and slide through the mud in a supportive non competitive environment.

July 2026

Portland's only backyard ultra takes place on the scenic Back Cove Trail. Runners test their endurance by completing a 4.167-mile loop every hour until only one remains. The flat gravel course features full support and a unique last-runner-..

A 9 mile trail race at Bradbury Mountain featuring two laps of hilly technical single track, a 3 hour cutoff, and a 180 runner field cap. Part of the Bradbury Mountain Trail Race Series with series prizes and apparel rewards.

Join an obstacle course event at Sunday River Resort in Newry Maine featuring a 5K course through ski trails and wooded mountain terrain.

Experience the scenic beauty of the Crooked River Forest in Harrison Maine with this 5k trail race. Run through red pines and past a historic sawmill to support local land conservation efforts.

August 2026

A multi-distance trail event on Blue Hill Mountain near the Maine coast offering 5k, 10k, 25k and 50k routes with summit trails, aid stations and revenue donated to local conservation and Wabanaki organizations.

The event is cancelled. It had been planned as a 10K ruck obstacle course at Pineland Farms in New Gloucester, Maine, featuring The Crucible with 20+ obstacles and prize rules requiring participants to ruck the full course with a pack.

Trust Trail Fest offers 5k and 10k races on forest trails at the Kennebunkport Conservation Trust headquarters, followed by music, food, a beer tent and family activities. Proceeds support the Trust in Education programs.