Trail Running calendar near Greenwood 2026-2027

Test your endurance at Pineland Farms in Maine with this backyard ultra trail race. Run a 4.2 mile loop through pristine wooded trails and see how many laps you can complete in this last person standing format.

Experience a flat and non technical trail race at Cherry Hill Farm in Gorham Maine. Choose between 50k 25k or 10k distances consisting of multiple loops around the scenic farm property.

A trail running weekend around Mirror Lake in West Newfield, Maine, with laps of about 3.6 to 3.8 miles through forest roads and singletrack. The weekend includes a Saturday gravel ride, onsite camping, youth runs, and a post ride gathering..

Whites 100 in Shelburne, NH on September 11, 2026 is a non-competitive, fat-ass-style trail event offering five drop bags, bin transport and an online tracker. A refundable $200 bin deposit is required and a 54-hour support cutoff applies.

Trail races in Camden Hills State Park near Penobscot Bay offering 10K, 20K and 50K courses across singletrack and gravel. The festival includes a Wabanaki land acknowledgement and a donation option supporting local Wabanaki food sovereignt..

A September mountain race at Echo Lake State Park offering a five mile course and a half marathon that climbs over 4,300 feet of vertical. Courses run on granite ledges and exposed ridges with remote aid stations.

Big Brad Ultras at Bradbury Mountain State Park offers 25K and 50K options on a 15.5-mile single-track loop with technical, hilly terrain, significant elevation gain, aid stations, and drop-bag access.

A community 5K trail run and walk at Skyline Farm on Sunday, September 13, 2026, across fields, hills and woods. The day includes a free kids' 1K fun run, post-event food and music, and prizes for individual and team finishers.

A mountain footrace from the Cog Railway base in Bretton Woods to the summit of Mount Washington, offered as a 2.75 miles climb or a 5.5 miles roundtrip. The route follows the railway, gains about 3,500 feet and crosses steep rocky terrain.

A remote trail event in Stark, New Hampshire with 50 mile, 25 mile and 25K courses along the Kilkenny Ridge Trail. Routes are unmarked, require navigation and mandatory gear, and include backcountry aid stations and shuttle logistics.

A 5K trail race at Loon Mountain on September 20, 2026, as part of the 51st NH Highland Games, with 800 ft of elevation gain across dirt trails, service roads and ski trails. Registration includes a race shirt and festival admission.

Pair up for a three hour endurance relay on a two mile loop of trails and fields. Alternate laps with your partner to accumulate the maximum distance possible in this team based challenge.

A one lap up and down mountain race in Waterville Valley, New Hampshire on September 20, 2026, part of the USATF-New England Mountain Racing Circuit. The course uses grassy ski slopes and gravel service roads and includes three aid stations..

A one day mountain trail challenge visiting five peaks around Westmore, Vermont, covering roughly 26 miles and about 6,142 feet of ascent. Staffed water and aid stations appear along the route and morning shuttles run from NorthWoods campus..

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 looped trail event at Wolfe's Neck Farm in Freeport featuring roughly 5 mile loops on dirt trails with 50, 30 and 10 mile solo options plus relays, a single aid station at the start finish, and specific pacer and guide rules.

A half marathon across Pleasant Mountain's ridge on September 27, 2026 in Bridgton, ME. The course uses technical single track trails and includes tiered entry fees, a tech shirt, meal ticket and a finisher medal.

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.