Trail Running calendar near Plymouth 2026-2027

A technical, rugged trail race at Pawtuckaway State Park offering a half marathon and a five mile course. New for 2026 the event features $7,500 in prize money and multiple aid stations on rocky, forested terrain.

A mixed human powered 100k in Norway, Maine combining 25 km of trail running with 75 km of biking across six preserves. Solo and duo options are available and proceeds benefit TruStrength Tomorrow and Western Foothill Land Trust.

Trail marathon and half marathon at Trapp Family Lodge in Stowe, Vermont. The 13.1 mile loop mixes double-track trails, dirt roads and rugged single-track with significant elevation change.

Experience New Hampshire’s original 30 hour ultramarathon on the historic Granite Town Rail Trail. Choose from multiple distances and relay options in this flat and fast Halloween themed fundraiser for local trail conservation.

Cranmore Mountain Race in North Conway, NH offers one and two lap up and down mountain courses on ski slopes, singletrack, and service roads, with the two lap race part of the USATF New England circuit and $7500 in cash prizes.

Trail races at East Windham Conservation Area in Windham, ME. The 50k is five 6.5 mile loops and the 10k is one loop, each loop with roughly 900 ft elevation and two aid stations offering snacks, water and electrolytes.

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.

A looped endurance walk on Burke Mountain in East Burke, VT on October 25, 2026 offering 7, 14, 21, and 28 mile options across single-track, ridgelines, and ski trails. Options include weighted rucks, timed results, aid stations, and commem..

A trail race in Keene, New Hampshire covering 4.9 miles with about 1650 feet of up and down on ski trails and single track. The event benefits the Keene Community Kitchen and includes prize money, age group awards, and raffles.

Discover the beauty of Emmons Preserve at a community event featuring trail races and family activities. Enjoy music and local treats while supporting holistic education through a variety of distances for runners and walkers.

Timed multi-hour trail event on a marked 4.0 mile loop near the Hillsborough County Fairground in New Boston, NH. Multiple solo and relay options from 6 to 30 hours, chip-timed with a central aid station and specific pacer and crew rules.

A backyard ultra at Kenty’s Farm in Winchendon MA on November 7, 2026 where runners repeat 4.1666 mile laps until one remains. The event also offers 6, 12 and 24 hour timed options plus a single lap competition.

A mountain race at Cranmore Resort on November 7, 2026, offering 5 km and 10 km courses on access roads and ski trails, marked with reflective flagging and LED lanterns; headlamps are required and registration is online.

A Last Person Standing mountain event with hourly 2.25 mile laps that climb about 1,209 feet each. Aid, hot food, camping, elevation milestone prizes, and awards are provided; conditions may include cold, snow, or ice.

Enjoy a festive four mile trail race through the wide paths of Mine Falls Park. All proceeds from the run and raffle support residential and educational programs at the Nashua Childrens Home.

A Thanksgiving morning trail event in Jackson NH featuring a 5k on the Jackson nordic trails and a 1k kids fun run for age ten and under, staged at Eagle Mountain House with proceeds supporting local youth programs.

Race Mozey brings the Central European Krampus Run tradition to New England. Choose from a 5K, 10K, or a 9-hour challenge to complete laps at the Dartmouth Skiway. Finishers get medals, and the event supports Vermont Adaptive Ski and Sports..