Trail Running calendar near Franklin 2026-2027

A weekend of endurance mountain biking and trail ultrarunning at Ascutney Outdoors in West Windsor Vermont, offering 50 mile and 50 km solo races, multiple relay formats, and kids fun races. Proceeds support Vermont Adaptive.

A 21k trail race on Pleasant Mountain in Bridgton, Maine on September 27, 2026. The route includes steep climbs, technical single track, one aid station, and a postrace gathering with food, beer for 21 plus, and live music.

Trail races and a six hour timed event take place on double track dirt and gravel trails at Assabet River National Wildlife Refuge in Sudbury MA. The race is cupless, aid stations are provided, and pacers are allowed for the six hour event.

A community run at Shedd Park featuring a 5K, a 10K trail run, and a 1-mile kids fun run, with educational displays and proceeds supporting LP&CT's conservation and education programs.

The Paine Mountain Anchor Challenge Trail Race will take place in Northfield on Sunday 27 September 2026. You can run between 6 and 8 miles.

An eighth edition backyard ultra in Center Conway, NH on October 3rd, 2026. Runners loop a mostly forest singletrack course of about 3.5 miles with hourly laps until one person remains, with camping and meals on site.

A 25 kilometer trail race at the Edwin L. Smith Preserve in Kennebunkport on October 3, 2026, with proceeds supporting the Kennebunkport Conservation Trust. Registration is capped at 100 and a shirt-included cutoff is on September 5.

Trail races in Groton, Massachusetts on October 4, 2026, organized by local running and trails groups. Two distances, 9.5 miles and 3.4 miles, total entries limited to 250, online registration closes October 3.

Experience the seasonal scenery of New Hampshire at the Keene Family YMCA Fall Foliage Trail Race. Choose between a fast 5K or a 10K with elevation gain to support local community programs.

A one-mile charity run at Gunstock Mountain Resort on October 4, 2026, benefiting Big Brothers Big Sisters of New Hampshire & Vermont. Online registration closes October 2; adult and teen entries are $20, children under 12 enter free.

A 5K trail race and 1-mile fun run at Tibbetts Field in Madbury, NH on October 4, 2026, featuring a 2-mile loop through Powder Major Forest over natural terrain. A portion of proceeds will support a local family in need.

Experience the peak of New England autumn on a journey through the mountains and fields of central Massachusetts. This trail event offers three distances crossing state borders for runners seeking adventure on the Midstate Trail.

A trail ultra on Wright's Mountain in Bradford, Vermont on October 10-11, 2026 offering 30 hour, 12 hour and a 10K loop. The course mixes runnable sections with steep, rocky climbs and includes themed tarot card and milestone awards.

Join the 20th Wayland / HFC Striders Cross Country Festival on October 11, 2026, featuring youth 3K races and open 5K events that support Wayland High School cross country and track. Presented by Middlesex Savings Bank with awards and commu..

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.

Ghost Train Rail Trail Race on October 17–18, 2026 offers races from 7.5 miles to a 30-hour ultramarathon along the Granite Town Rail Trail, with proceeds supporting Brookline and Milford conservation efforts.

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 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.