Trail Running calendar near Milton 2025-2026

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..

Join the Ghostly Gallop Trail 5K on Sunday October 26, 2025 in Milton Vermont for a spooky, family friendly run along Laura's Tears at Arrowhead Golf Course. Costumes welcome, with prizes, post race refreshments and a raffle.

Event RutFest is the fifth annual Richmond Ultra Trail Festival held November 1-2, 2025 at Catamount Outdoor Family Center in Williston, VT. The event is community-focused and not for competition. It is organized as a 36-hour event over a w..

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.

Event details The Jeff RUN sonville Turkey Trot is scheduled for Thursday, November 27, 2025, in Jeffersonville, VT 05464. The event is organized by the Jeff RUN sonville Run Club and is described as the inaugural running of this town turke..

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..

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.

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.

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 8.2 miles with 3,010 ft of climb at Killington Resort, summiting three peaks and finishing at the K1 base. Expect steep, technical trails, muddy sections and sweeping Green Mountain views.

The Harry Corrow Freedom Run will take place in Newport on Saturday 4 July 2026. You can run between 5 and 13 miles.

Spend July 4 at Whiteface Mountain for a full day of uphill and mountain races across several distances, plus relaxed group trail runs the following Sunday. Entry includes a commemorative tee and unforgettable Adirondack views.

Join the Goshen Gallop on July 11, 2026 at Blueberry Hill in Goshen Vermont. Choose a 5K or 10K on scenic ski trails and gravel roads through the Moosalamoo area with Hogback views, then enjoy post race food and community spirit.

The Last Man Standing Lake Placid will take place in Lake Placid on Saturday 25 July 2026. You can run 4 miles.

Event details The Magnificent Bastards Challenge takes place on July 25, 2026 in Corinth, Vermont, at 10397 VT-25, East Corinth, VT 05040. The event honors the KIA Marines from the 2nd Battalion 4th Marines. Registration opens on September..

Challenge five peaks in East Charleston VT on Sept 26, 2026 amid peak fall foliage and support NorthWoods Stewardship Center. Choose the full marathon, a 20 mile trail, or a 12.3 mile course.