Trail Running calendar near Kennebunkport 2025-2026

We have found 43 Trailruns within 80 miles of Kennebunkport. See below where and when you can find the races.

The Loon Mountain Race, held in Lincoln, NH, is renowned as one of the toughest mountain races in the United States. Participants tackle a challenging ascent of North Peak via the steep Upper Walking Boss trail, which features a 40% grade over a kilometer. The event includes categories for men, wome..

The Back Cove Backyard Ultra is a unique running event held in Portland, Maine, 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 a tidal estuary. Runners ..

The Spaulding Woods 50K is a challenging trail race set in Northfield, NH, featuring a technical 5.6-mile loop course with rocks, roots, and footbridges. Runners have ten hours to complete six laps, totaling approximately 33 miles and 4,400 feet of elevation gain. The event supports Spaulding Academ..

The Baldface Scramble is an exciting trail running event taking place in Chatham, NH, featuring two course options: a 29K and a 14K. The race offers stunning views and challenging terrain, including steep ledges and single-track trails. Participants will start at Baldface Farm and navigate through t..

August 2025

The Ragged 75 Stage Race and 50K is a challenging running event taking place from August 1 to 3, 2025, in Danbury, NH. The stage race covers a total of 75 miles with approximately 15,500 feet of elevation gain, featuring technical single-track trails, steep climbs, and diverse terrain. Participants ..

The Jigger Johnson Ultras is a challenging trail running event set in the stunning White Mountain National Forest of Waterville Valley, New Hampshire. Scheduled for August 15-17, 2025, it features three race distances: a grueling 100-mile course with 29,000 feet of elevation gain, a 50-mile route su..

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..

September 2025

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 TARC Fall Classic, hosted by the Trail Animals Running Club, takes place at Great Brook Farm State Park in Carlisle, Massachusetts. This popular running event features a variety of distances, including 10K, half marathon, 20 miles, 50K, and 50 miles, along with a free youth fun run. The scenic c..

The Hooksett Kiwanis 5K Trail Race will take place in Hooksett on Saturday 20 September 2025. You can run 5 kilometers.

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 Royal (multi) Mile Hill Run is a challenging race held in Lincoln, New Hampshire, as part of the NH Highland Games & Festival. Participants tackle a course featuring an elevation gain of 800 feet across various terrains, including dirt trails and ski roads. Each runner receives a race shirt, a c..

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..

October 2025

Bubba's Backyard Ultra is an exciting running event held in Center Conway, NH, featuring the Last Person Standing format. Participants tackle a challenging 3.5-mile loop course that includes forest trails, snowmobile paths, and logging roads, with an elevation gain of approximately 250 feet per lap...

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 Groton Town Forest Trail Races, organized by the Squannacook River Runners and Groton Trails Committee, feature two scenic courses of 9.5 miles and 3.4 miles through the picturesque Groton Town Forest. The trails are well-marked and consist of narrow dirt roads and winding paths, presenting a mi..

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..

The Ghost Train Trail Races, taking place in October 2025, is New Hampshire's original 30-hour ultramarathon, featuring various race options including a 30-hour ultramarathon, a 30-hour relay, a haunted night 30-mile race, and 15-mile races. The event is held along the historic Granite Town Rail Tra..

Big Brad Ultras is an exciting running event taking place in Pownal, Maine, featuring three challenging race distances: 50 Miler, 50K, and 25K. The course consists of a scenic 16.5-mile loop through Bradbury Mountain State Park, showcasing the beautiful Maine landscape with tough terrain, including ..

November 2025

The Blackout 5k/10k is an exciting mountain race held at Cranmore Resort in North Conway, NH. Scheduled for November 1, 2025, this event features both 5k and 10k courses that traverse a mix of access roads and ski trails, illuminated by reflective flagging and LED lanterns. Participants are required..