Trail Running calendar near Frye Island 2026-2027

Trail races through Arundel on September 26, 2026 offering 5K, 10K and a half marathon on the ACT Multi Purpose Trail and Eastern Trail, with medals, shirts, live music and food.

A multisport festival at Pawtuckaway State Park offering swim, bike and run options for people who identify as women. Choose an individual triathlon, two sport combo, single sport or a relay team in a non competitive setting.

Farm to Farm Ultra in Freeport, ME, runs on a new just over 5 mile loop through Wolfe's Neck and Freeport Conservation Trust trails. Distances include 50 mile, 30 mile, and 10 mile options, with aid at the start/finish area.

A 21k trail race on Pleasant Mountain in Bridgton, Maine on Sep 27, 2026. The course features technical single track, steep climbs, one aid station, mandatory mountain safety gear, and post race food, beer and live music.

Experience a scenic trail run or walk through the Northeast Equine Sanctuary in Maine. Enjoy yoga sessions and a vegan BBQ while supporting animal welfare among beautiful horses and autumn foliage.

A last person standing trail ultra on a 3.5 mile forest loop in Center Conway, NH, open to all ages and abilities. The event includes a minimal midway aid station, camping option Friday, food on Saturday, awards and participant swag.

A 25K trail race through the Edwin L. Smith Preserve in Kennebunkport, Maine on October 3, 2026, with proceeds supporting the Kennebunkport Conservation Trust and limited registration.

A one-mile community event in Gilford, New Hampshire on October 4, 2026, with categories for adults, youth, and children and a complimentary shirt for those who register before September 16.

Trail running at Tibbetts Field in Madbury includes a 5K and a 1 mile fun run over natural terrain through Powder Major Forest, with proceeds supporting youth recreation scholarships.

The 26th North American Wife Carrying Championship returns to Sunday River in Newry, Maine on October 10, 2026. Teams of one man and one woman race a 278 yards obstacle course with log hurdles, a sand trap, and the Widow Maker water hazard.

A rugged trail race at Pawtuckaway State Park featuring technical terrain, boulders, streams and a rocky climb. It offers a half marathon and a 5 mile option and lists $7500 in prize money for 2026.

A human powered 100k in Norway, ME combining 25k running and 75k cycling across six trail systems. Solo and duo formats, cupless aid stations, and proceeds supporting local youth and land trust programs.

A coastal 5K at Hermit Island Campground supporting Marine Mammals of Maine, with timed and untimed in-person runs, a weeklong virtual 5K, a kids 1-mile fun run, raffle, and prizes for top human and canine finishers.

A mountain running event in North Conway, NH on October 17, 2026, featuring two race options on Cranmore Mountain and $7500 in cash prizes. The course uses ski slopes, singletrack, and service roads and includes one aid station.

A trail event at East Windham Conservation Area offering a five loop 50k and a single loop 10k with two aid stations per loop and volunteer support. Finishers receive a cotton event t shirt.

A 5K on October 24, 2026 at Stratham Hill Park that runs along Great Bay and benefits Great Bay Stewards; the mostly downhill course includes a race shirt for timely registrants and a bib with a beer or cider coupon.

Holistic Hustle in Kennebunkport features a timed 5K, a trail 10K and a kids half mile fun run at Emmons Preserve on October 31, 2026. The community fundraiser includes music, family activities, finishers medals and a raffle.

A community 2.5-mile trail run at Thorne Head Preserve supporting local trails and education, featuring river views, a short technical section, no official timing, and a fall finisher's breakfast with a commemorative mug.

A costumed 5K trail run on October 31 2026 at Wells Reserve at Laudholm. Timed course with water stations and awards, with proceeds supporting coastal conservation and restoration.

A night mountain race at Cranmore Resort on November 7, 2026 offering 5k and 10k courses across ski trails and access roads. Headlamps are required and the event includes bib swag, pizza, apres, and awards.