Trail Running calendar near Pownal 2026-2027

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.

Mountain up-and-down race at Cranmore Mountain in North Conway offering 10 km and 5 km options, USATF sanctioned and $7,500 in prize money for 2026.

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 small community 2.5 mile trail run at Thorne Head Preserve on October 31, 2026, with river views, a fall breakfast, and proceeds supporting local trails.

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.

Night-time trail races of 5k and 10k at Cranmore Resort on November 7, 2026, requiring headlamps and featuring reflective course markers and LED lighting.

A Thanksgiving morning trail event in Jackson, New Hampshire, featuring a 5 km route through nordic trails and a 1 km kids fun run for ages 10 and under. Awards for top finishers and proceeds benefit local youth programs.

A chip timed 5K trail race and kids fun run at Odiorne Point State Park supporting the Marine Mammal Rescue program. The course covers forest, rocky shore, sandy beach and historic fortifications and includes a post race beach cleanup.

A backyard ultra in Portland ME where runners repeat an approximately 4.16 mile mostly flat loop each hour until one runner remains.