Trail Running calendar near Freeport 2025-2026

We have found 12 Trailruns within 80 miles of Freeport. See below where and when you can find the races.

Tackle the iconic Chocorua Mountain Race, a rugged 23 km climb to the summit on technical singletrack in the White Mountain National Forest. Limited to 250 runners, this challenging course rewards strong mountain runners with spectacular vi..

Explore scenic trails south of Sebago Lake at the inaugural Otter Pond Trail Races in Standish, Maine on June 13, 2026. Choose a timed endurance Dawn to Dusk challenge, a 10K or a kids run while supporting Bonny Eagle Athletics.

Race The Cog climbs alongside the Mount Washington Cog Railway to the summit, offering a 2.75 mile Summit Climb with cog train return or a 5.5 mile Devil's Shingle Roundtripper back on foot. Expect epic views, steep terrain and serious elev..

July 2026

Take on the Summer Hill league at Ardwhallan Outdoor Pursuit Centre in West Baldwin on Sat 18 Jul 2026, a testing 4.5 km trail with 150 m of climb. Pre entry is required and junior entries welcome for a fun, competitive summer race.

Take on the Baldface Scramble in New Hampshire's White Mountain National Forest, with scrambling, exposed ledges and panoramic Baldfaces views. Pick 29 km with two challenging loops or a single 14 km loop for a rugged mountain trail experie..

August 2026

Jigger Johnson Ultras returns to Waterville Valley in the White Mountain National Forest August 14 to 16 2026 with multiple distance mountain trail races across rugged ridgelines and iconic peaks. Pick epic 100 mile, demanding 50 mile, or s..

Firebird Trail Races in Windham, Maine on Aug 22, 2026 offer 50K, marathon and 13 mile courses on technical 10 mile loops through Lowell Preserve and nearby woods. Grassroots fundraiser for local trails with a wood carved medal for finisher..

Take on the Black Bear Trail Races in Waterville Valley on August 29, 2026, with distances from a rugged 50K circling 4,000 foot peaks to a family friendly 1 mile fun run. Scenic trails, big climbs, and alpine views await runners of all lev..

September 2026

Run rugged trails atop Mount Megunticook in Camden Hills State Park with 10K, 20K and 50K options offering rocky singletrack, ocean views and serious climbing. Entries are limited and Indigenous runners are offered free entry.

The Mt. A Trail Challenge will take place in York Harbor on Saturday 19 September 2026. You can run 5 kilometers.