Trail Running calendar near Middlebury 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.

Malta 2K, 3K, 5K Trail Race in Malta, New York, is organized by Roundabout Runners Club. The event begins at Luther Forest Athletic Fields near 30 Rocket Way and runs through the well-maintained trails of 100 Acre Woods, featuring wide ston..

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 information The Moreau Half takes place on Saturday, November 1, 2025, at Moreau Lake State Park in Gansevoort, NY (605 Old Saratoga Road). Start and finish are at the park beach. There is no fee to enter the park and parking is avail..

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.

Challenge yourself in the Saratoga Stryders Fall Back 5 Mile Trail at Saratoga Spa State Park, featuring rolling ridges, single track, grassy stretches and a stair climb. Enjoy a scenic, challenging course and post race prizes.

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 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..

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..

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.

The Catamount Ultra will take place in Stowe on Saturday 20 June 2026. You can run between 25 and 50 kilometers.

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.