Trail Running calendar near Freeport 2026-2027

Support marine mammal rescue by running through the scenic forests and rocky shores of Odiorne Point State Park. This family friendly event features a chip timed 5K trail race, kids fun runs, and a community beach cleanup.

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,..

A half marathon on the singletrack trails of the Coös Trails Network in Gorham, NH. The grassroots event supports local trail maintenance and finishes at Big Day Brewing with a post-run voucher.

Dixon's Revenge Trail Race offers a scenic run along the Salmon Falls River in Rollinsford, NH. Choose from a 5 Miler, 5K, or a Canicross 5K event to run with your dog. The loop courses mix rail trails and single-track paths for a varied tr..

Explore the scenic trails of Whitaker Woods in North Conway with a chip timed 5K or a one mile fun run. This community event supports local health services while offering a mix of flat loops and gradual wooded climbs.

Join the Bethel Rotary 5K, a fun run supporting local after-school programs. Choose between a 5 km distance or a free 1 mile kids run, with options to participate in-person or virtually. All youth participants under 18 can join the 5K for f..

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.

The Chocorua Mountain Race is a rugged 23K adventure in New Hampshire's White Mountains, featuring 4,800 feet of climbing over rocky trails to the summit of Mount Chocorua. It kicks off the White Mountain Endurance Cup series. Runners must..

The Otter Pond Trail Races will take place in Standish on Saturday 13 June 2026. You can run 10 kilometers.

Experience a unique mountain race alongside the historic Cog Railway to the summit of Mount Washington. Choose between a steep 2.75 mile climb or a technical 5.5 mile round trip through the rugged Presidential Range.

Six at the Springs is a flexible six-hour endurance run in Poland, Maine. Participants run a scenic 4-mile flat loop as many times as they wish, with multiple morning start times. All mileage is recognized, and the event highlights local tr..

UltraTrax Cranmore is a summer endurance walk in the White Mountains featuring 7 to 28 mile options on a scenic 1,775 foot elevation loop. Participants can walk, hike, or ruck with added weight to earn finisher patches and medals.

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.

Kick off Tamworth Family Day with this scenic 5k on July 4th. The point-to-point course tours the village and trails, finishing with ice cream and a bib raffle. It's a local tradition celebrating community arts and culture.

Experience a focused fell race on the Isle of Man featuring a 4.5 km course with 150 meters of elevation. This Summer Hill league counter event starts from the Ardwhallan Outdoor Pursuit Centre.

Experience technical trail running in New Hampshire with two demanding distances over the Baldfaces and Mount Meader. This event features steep ledges and panoramic views within the scenic White Mountain National Forest.

The Kingman Farm Trail Race is an old-school, show up and race event over 3.8 miles of rolling nordic paths and switchback singletrack. It benefits the Doug Flutie, Jr. Foundation for Autism. Day-of registration is available.

About the Event The Scribners Mill 5k is part of the Loon Echo Trail Race Series. All proceeds from the series benefit the Loon Echo Land Trust, a Bridgton-based nonprofit that conserves land, protects public access to the outdoors, and bui..

Test your endurance in the White Mountains of New Hampshire with distances ranging from 20 to 100 miles. Navigate technical trails and significant elevation gains in this rugged mountain event starting from Waterville Valley.