Trail Running calendar near Chatham 2025-2026

Light up the trails at Cranmore Resort in North Conway with 5K and 10K night runs over ski trails and access roads. Trails are marked with reflective flags and LED lanterns, headlamps are required, and pizza and apres follow the finish.

Join the Holistic Hustle 5K and 10K at Emmons Preserve on Nov 1 for scenic runs and a kids fun run. Earn a wood burned finisher medal, enjoy music, games and treats, and enter a raffle supporting School Around Us.

CircumBurke trail race on November 1 at Victory Hill in Victory VT offers an 18 mile loop of rugged singletrack with about 1,800 ft of climbing. All proceeds support trail maintenance, with snacks and a taco truck onsite.

The Hugs from Vets Trail will take place in Henniker on Sunday 2 November 2025. You can run 10 kilometers.

Celebrate the season with the Jackson 5k Turkey Trot and kids 1k on scenic trails in Jackson, New Hampshire. This family friendly event brings the community together while raising funds for Jackson Grammar School and Girls on the Run.

Join Krampuslauf in Lyme NH for a festive mountain trail run from the Dartmouth Ski Way lodge, offering 5K, 10K and a 9 hour multi lap challenge. Finish loops to earn a 10K medal with pins and upgrades to a 50K medal.

The TruStrength "Uphill Will" 24 Hr skimo will take place in Greenwood on Saturday 14 March 2026.

Riverlands 100 & Relay is a trail ultramarathon held in Turner, Maine, on May 2–3, 2026. The event centers on a 100‑mile race with a relay option, inviting solo runners and teams to tackle the course over two days. The race information page..

Run laps on a scenic 2 mile single track loop around White Lake in Tamworth, NH with 6, 12 or 24 hour timed options and a beach start and aid station. Costumes encouraged and bring your own hydration.

Chocorua Mountain Race is a rugged 23K loop in the White Mountains that climbs Mount Chocorua and packs about 4,500 feet of ascent into technical trails and alpine views. Limited to 250 runners, it rewards strong trail skills and grit.

Hit the trails in Standish, Maine on June 13, 2026 for the Otter Pond Trail Races, featuring a scenic 10K, a lively Kids Fun Run, and a Dawn to Dusk challenge. Perfect for runners and families seeking a day of outdoor fun.

Take on the Cirque Series at Cannon Mountain on June 13, 2026: a rugged 6.9 mile mountain run with 3,080 feet of climb to a 4,031 foot summit in Franconia Notch. Expect steep, rocky terrain, epic views, and fierce competition across Sport,..

Race the Cog on June 27, 2026 at Mount Washington for a classic alpine challenge alongside the historic Cog Railway, finishing on the summit. Choose a 2.75 mile summit climb or a 5.5 mile roundtrip and earn 3,500 feet of gain with stunning..

Celebrate July Fourth with the Freedom Run in Newport and Derby, a run or walk along gravel paths and wooded trails. Pick a distance up to a half marathon, enjoy post run ice cream and watermelon, and support NAMI Vermont.

Test your limits at the Back Cove Backyard Ultra in Portland, ME, where runners complete a 4.16 mile loop every hour around Back Cove Park until one remains. Enjoy a flat scenic course, basic aid stations, and a friendly volunteer crew.

Take on Loon Mountain's Upper Walking Boss on July 12 in Lincoln, New Hampshire, a roughly one kilometer black diamond climb that will test every runner. Men, women and U20 categories plus a $1,500 challenge purse raise the stakes.

Take on the Magnificent Bastards Challenge in Corinth VT, where runners and ruckers run repeated one mile loops with big climbs until one remains. Register by June 25 for guaranteed custom Race Mozey silkies; medals for long finishers.

Take on the rugged Baldface Scramble in Chatham NH July 25, 2026, with a challenging 29K or shorter 14K loop over the iconic Baldfaces with big climbs and alpine views. Technical, cupless trail racing for experienced mountain runners.

Tackle a scenic but rugged three day stage race around Lake Sunapee covering about 75 miles and 15,500 ft of climbing across technical single track, fire roads and gravel. Prefer one day? A 50k option follows the same corridor with roughly..

Tackle rugged, high climbing trail ultras in the White Mountain National Forest with 20, 50 and 100 mile options. Expect technical trails, huge elevation, cupless aid and camping options for an epic mountain challenge.