Trail Running calendar near Waterville Valley 2025-2026

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..

Event overview Big Brad Ultras takes place in Pownal, ME at 528 Hallowell Rd on October 26, 2025. The event offers the following distances: 50 Miler - three laps 50K - two laps 25K - one lap Registration closes October 19, 2025. There is..

Join The Hamsterwheel in New Boston NH for a friendly 4 mile loop ultrarun with 6, 12, 24 and 30 hour solo and relay options. Scenic rail trail, night running, team camaraderie and quirky buckles make it a fun intro or a bold challenge.

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.

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.

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

Mount Ascutney Vertical Backyard : Nov 22, 2025, Brownsville, VT The event is a "Last Person Standing" format held at Mount Ascutney in Brownsville, VT (449 Ski Tow Rd). Participants complete repeated laps; each hour they must asc..

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 a scenic road and rail trail run with prizes for top finishers. Route may change for weather and the event will be canceled if it snows. Entry is donation based; proceeds benefit a local dog rescue and community theater.

The Toonerville Trail Turkey Trot 5k will take place in Springfield on Thursday 27 November 2025. You can run 5 kilometers.

Krampuslauf - Lyme, NH (December 6, 2025) Krampuslauf is a running event held at the Dartmouth Skiway in Lyme, New Hampshire, with the start area at the ski lodge near 39 Grafton Turnpike Rd. The event offers these distances: 10K 9-hour ev..

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.

Infinitus runs May 21 to May 30 in Ripton, Vermont, set among the Green Mountain National Forest. Choose distances from 9 miles to 551 miles and enjoy dorms, camping, a dining hall and pool for a true ultrarunning adventure.

Take on the Chocorua Mountain Race, a 23 km summit loop in New Hampshire featuring steep, rocky singletrack and stream crossings. With just 250 spots, this rugged, scenic race is a true mountain running challenge.

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.