Trail Running calendar near Jackson 2025-2026

Run a scenic yet rugged half or full marathon on Trapp Lodge trails in Stowe, with winding single track, steep climbs and a scrambling push to Round Top for views of Mount Mansfield. Full runners do two loops for a long downhill finish.

Event overview The Mansfield Uphill run is hosted by the Mansfield Nordic Pro Team at Stowe Mountain Resort on October 19, 2025. Proceeds will go directly to supporting the Pro Team athletes and program. The team is fundraising to help offs..

The Thorne Head Trail Run is a community-focused 4k trail race held at Thorne Head Preserve in Bath, Maine. Hosted by the Kennebec Estuary Land Trust, this event features a mix of fun single-track and wider trails with scenic water views. D..

Randolph Ramble is a 5.7-mile trail race on Randolph Mountain Club lands in New Hampshire’s Northern Presidentials. The course climbs about 1,100 feet and is steep, rocky, and slippery, with occasional snow; most runners walk or power-hike..

Located at Lost Valley in Auburn, Maine, the Maine Summit Trek for Tree is a community fundraising event hosted by Lost Valley to benefit Tree Street Youth. The centerpiece is the Endurance Hiking Challenge: participants run, hike, or walk..

Big Brad Ultras offers rugged single track trails around Bradbury Mountain with 25K, 50K and 50 mile options, limited to 75 runners per race. Expect hilly, technical terrain, well stocked aid stations and a scenic New England challenge.

The Holistic Hustle 5K/10K is an annual running event held at the scenic Emmons Preserve in Kennebunkport, Maine. The 4th edition, scheduled for November 1, 2025, features timed 5K and 10K run/walk races alongside a kids' half-mile fun run..

Run into the night at Cranmore Resort with a fun 5K or 10K mountain race under LED lanterns and reflective flags. Headlamps required, postrace pizza and apres create the perfect evening of trail racing and celebration.

CircumBurke on Nov 1 at Victory Hill is an 18 mile singletrack, road and cart trail loop with short steep rocky sections that reward mountain running skills. Proceeds fund trail maintenance and the day offers aid stations, tacos and a beer.

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

Event overview The Jackson 5k Turkey Trot & Kids Fun Run is a Thanksgiving morning running event in Jackson, New Hampshire. Distances offered include: 5k Turkey Trot 1k Kids Fun Run (10 and under) Awards are given to the top three men..

Join Krampuslauf on December 6, 2025 at Dartmouth Skiway in Lyme NH for trail 5K, 10K or a multi lap endurance challenge. Festive mountain scenery, indoor lodge support and proceeds benefit Vermont Adaptive Ski and Sports.

Event overview The Runamuck 50K is held in South Pomfret, Vermont, with starts and finishes at Saskadena Six. The course covers 3,726 vertical feet and passes through Pomfret and Barnard. Weather on race day can include wind, rain, mud and..

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..

Choose 24 hour, 12 hour or 6 hour timed loops at White Lake State Park in Tamworth, NH on May 2, 2026. Enjoy scenic 2 mile loops with some technical trail and beach sections; this is a cupless event so bring your own hydration.

Run the Chocorua Mountain Race, a rugged 14.2 mile course through the White Mountains with steep trails and scenic summit views. Limited to 250 runners, this challenging mountain race rewards experienced trail runners.

Conquer Cannon Mountain in the Cirque Series on June 13, 2026. This rugged 6.9 mile course climbs 3,080 ft to a 4,031 ft summit with steep rocky trails and stunning views, capped at 500 runners with swag and pro photos.

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.

Scenic rolling trails around Trapp Family Lodge in Stowe, VT await with a 25k single loop or 50k two laps, each 25k with about 2500 ft of climb. Expect pastoral views, challenging terrain, and aid stations on race day.

Race The Cog on June 27 sends runners up alongside the Mount Washington Cog Railway to the summit, with a 2.75 mile Summit Climb or a longer Roundtripper. Expect steep, rocky trails, sweeping alpine views, and a memorable cog train descent.