Trail Running calendar near Derry 2026-2027

A memorial 5K run and walk at Owen Bell Park in Dayville CT that raises funds for a scholarship for Killingly Ag-Ed seniors. The day includes a 5K, a walk, and a kids fun run on off-road paths with possible trip hazards.

Trail races in Hartford, Vermont, through the Hartford Town Forest and Conservation Area. Courses mix logging roads, packed trails, and single track, with a 5K mostly downhill and a 10K that earns Western NH series points.

A 12 hour loop race in Lawrence Woods, Middlesex Fells Reservation on July 18, 2026. Runners follow a 4.24 mile technical loop with about 410 ft gain per lap and use a Bring Your Own Everything support approach with minimal aid.

A roughly 3.8 mile trail race at Kingman Farm in Madbury, NH on July 26, 2026, featuring rolling nordic style paths and switchback singletrack; proceeds support the Doug Flutie Jr. Foundation for Autism and day of registration is available.

A 3.1 mile lap race at Chris Lewit Tennis Academy near Manchester, Vermont, held on wooded trails beside the West River. Net proceeds support veterans charities and all racers receive a free T shirt; family activities include river swimming..

A community 5K trail race at Legacy Park with professional timing, a post-run gathering featuring grilled burgers and local beer and wine tasting for registrants 21 and over, and a limit of 500 participants.

A multi-day 75-mile stage race and a point-to-point 50K on the Sunapee Ragged Kearsarge Greenway featuring technical single-track, significant elevation gain, on-course aid stations and transported overnight gear, plus a $35,000 prize purse..

Muddy Dash Boston is a family-friendly 5K mud run at 508 INTL Adventure Sports Center on August 1, 2026, with obstacles, mud pits and slides, plus a pre-party and an after-party with music and food.

A 12 km trail run on the Oak Hill XC and Trescott Trails in Hanover, NH on August 1, 2026, featuring rolling singletrack, about 1,446 feet of climb and on-course support; pre and day of registration options are available.

A community fundraising day in Groton, MA on August 5, 2026 featuring an 8.4 mile three-person relay, kids single-loop race and Little Lambs mini runs, followed by barbecue and activities, with proceeds to six local charities.

A four mile beach run at low tide on Nantasket Beach in Hull, Massachusetts. The out and back course starts near the Mary Jeanette Murray Bath House and raises funds for Hull Boosters and The Emma Ryan Memorial Fund.

A trail event at Noon Hill Reservation in Medfield offering a 10 mile loop plus 50K and 40 mile ultra options, mostly singletrack with roots, rocks, and a scenic Noon Hill vista; proceeds benefit The Trustees of Reservations.

Lover's Lane in Chester, VT is a timed 6 or 12 hour loop event on August 8, 2026 featuring a 1.8 mile loop with 280 feet of elevation per loop. The fat ass style event provides basic aid and supports local recreation and recovery organizati..

The 15th Annual 5k Race to the Ledges in Concord, NH on August 8, 2026 features a short road and trail course and includes post-race brunch boxes to take away. Registration includes an adult 5 km entry and a free kids 5 km for ages 6 and un..

A community 5 km run in Derry, New Hampshire on August 8, 2026, with adult and kids categories and online registration closing August 7, 2026.

Trail runs from Okemo's Jackson Gore area climb to the mountain summit and return on dirt roads and single track. Distances include a 7.6 mile 2500 vert race and a family run under one mile; registration includes shirt, lunch, and medal.

A 4.5 miles trail race on Frye Island on 08/08/2026 that starts and finishes at the Community Center and loops around the island through wooded trails. Registration opens 07/10/2026 and the fee is $10.

The Trust Trail Fest will take place in Kennebunkport on Sunday 9 August 2026. You can run between 5 and 10 kilometers.

Multi-distance trail ultras in the White Mountain National Forest around Waterville Valley, NH, featuring long climbs, exposed ridgelines, mandatory mountain gear, and live split tracking for the 100, 50, and 20 mile courses.

A multi day timed trail event on a Winchendon farm using a roughly two mile loop. Runners choose from six hour day or night, 12 hour, 24 hour, or 48 hour formats under the Sturgeon Moon.