Trail Running Calendar Maine 2025-2026

The TruStrength Uphill Will 24-Hour Challenge is an exciting ski mountaineering event held at Mt. Abram Ski Area, where participants aim to climb as much vertical distance as possible on skis within a 24-hour period. This fundraiser supports TruStrength Tomorrow, a non-profit organization that provi..

The TruStrength "Uphill Will" 24 Hour SkiMo Challenge is an annual fundraising event where participants aim to climb as much vertical distance as possible on skis within a 24-hour period. Set to take place at Mt. Abram Ski Area, this event encourages skiers of all levels to challenge themselves, wit..

The Big A 50K Trail Race is an exciting trail running event taking place in York, Maine, on May 3, 2025. The race features a challenging course consisting of three loops, each measuring 10.35 miles, starting from the summit of Mount Agamenticus. Participants will navigate technical terrain with sign..

The Riverlands 100 is Maine's first and only 100-mile trail race, taking place at the Androscoggin Riverlands State Park in Turner, ME. Participants can choose to run solo or as part of a 5-person relay team, with each relay member completing a 20-mile section. The course features a mix of ATV trail..

The Bethel Rotary 5K is an annual event organized by the Rotary Club of Bethel in collaboration with the Mahoosuc Kids Association and presented by HealthReach Community Health Centers. This year marks the 10th edition, featuring both in-person and virtual participation options. The event promotes h..

The Trail Festival at Pineland Farms is a vibrant running event taking place over two days, featuring a variety of races including 100k, 50k, 25k, and multiple shorter distances such as 5k and 10k. Participants can also enjoy unique challenges like the 30-hour solo and team events, as well as Canicr..

The Longest Day 5K - Gray will take place in Gray on Friday 20 June 2025. You can run between 5 and 5 kilometers.

The "6 at the Springs" is a six-hour endurance running event taking place in Poland, Maine, designed for participants of all ages and skill levels. The course features a flat, scenic 4-mile loop along the historically registered rail trail at Waterhouse Brook, offering a picturesque experience as ru..

The Back Cove Backyard Ultra is a unique running event held in Portland, ME, featuring a challenging format where participants complete a 4.167-mile loop every hour until only one runner remains. The course is primarily flat and non-technical, offering scenic views along the Back Cove Trail. Runners..

The Blue Hill Mountain Trail Fest is a multi-distance running event taking place in Blue Hill, Maine, featuring 5k, 10k, 25k, and 50k races. Participants of all abilities can enjoy scenic trails that showcase the natural beauty of the area, including wildflower fields and coastal vistas. The event p..

The Firebird Trail Races is an exciting trail running event held in Falmouth, Maine, featuring three challenging distances: 13 miles, a marathon, and 50K. This grassroots event emphasizes community spirit, requiring participants to donate to a non-profit of their choice in addition to a low registra..

The Last Man Standing Ultramarathon is a unique backyard ultra race set in the scenic trails of Pineland Farms, New Gloucester, Maine. Participants navigate a 4.2-mile loop with moderate elevation gain, aiming to complete as many laps as possible within an hour each. The event continues until only o..

The Megunticook Trail Festival, set in Camden, Maine, features three challenging trail races: the Megunticook 50K, Halfast 20K, and Wicked Tough 10K. Participants will experience the stunning landscapes of Camden Hills State Park, where the mountains meet the sea. The 50K race is particularly demand..

The Cherry Hill Farm Ultra is an exciting running event taking place in Gorham, Maine, featuring both a 50K and a 25K race option. The 50K race consists of 12 loops around the scenic Cherry Hill Farm, each loop measuring 2.6 miles, making it a total of 31.2 miles. The course is designed to be flat a..

The Mt. A Trail Challenge is an annual running event held at Mount Agamenticus in York, Maine, featuring a 5K and a 1-mile course. Scheduled for September 20, 2025, participants can run, hike, or stroll through the scenic trails.The event is timed using traditional stopwatches, and while there are n..

The 2025 ACT Trail Fest, organized by the Arundel Conservation Trust, invites participants to run or walk through scenic trails in Arundel, Maine. This annual event features a 5k, 10k, and half marathon, showcasing the beautiful ACT Multi-Purpose Trail and Eastern Trails. All participants will recei..

The Pleasant Mountain Race, taking place in Bridgton, ME, is an exciting annual running event that features a challenging 21k course through scenic fall foliage and technical single-track trails. Participants will tackle significant elevation gains, including a steep climb up Bald Peak and a travers..

The Farm to Farm Ultra is an exciting running event taking place in Freeport, Maine, featuring multiple race distances including a 50 Miler, 50K, and 25K, as well as relay options. Set against the backdrop of beautiful fall foliage, the course consists of mostly rolling hills on paved roads, with se..

The Trust Trail Fest is an exciting running event hosted by the Kennebunkport Conservation Trust, featuring 5k and 10k races on scenic forest trails. Participants will enjoy a festive atmosphere at the KCT Headquarters, complete with music, a beer tent, delicious food, and family-friendly games. The..

The Land of Light 100k is a unique running and cycling event taking place in Norway, ME, featuring a challenging course that combines 25k of running and 75k of cycling across six different trail systems. Participants can compete solo or in relay teams, with the race designed to promote local non-pro..