Trail Running calendar near Milton 2025-2026

Run wooded trails at Amy's Park in Bolton Landing with 4.5 mile and 10 mile options or run virtually. Proceeds support the Lake George Land Conservancy and its work protecting wetlands and watersheds.

The Bromont Ultra will take place in Bromont from Friday 16 October 2026 to Sunday 18 October 2026. You can run 120 kilometers.

Take on the von Trapp Mountain Marathon at Trapp Family Lodge in Stowe Vermont with half and full options on a rugged 13.1 mile loop featuring steep climbs and a summit scramble to Round Top. Enjoy sweeping views of Mount Mansfield and a th..

Join BougeBouge Cap Saint Jacques in Montreal on October 18 for trail runs from 1 km to a half marathon through the scenic Grand parc de l Ouest. Certified courses and a Quebec Athletics Federation partnership bring official results and pod..

Join the Ghostly Gallop Trail 5K on Sunday October 25 in Milton Vermont for a spooky run along the Laura's Tears trail at Arrowhead Golf Course. Costume friendly with prizes, post race refreshments, and family fun.

UltraTrax Burke Mountain is a timed trekking challenge on scenic trails across Burke Mountain. Choose 7, 14, 21 or 28 miles and finish within 10 hours to earn a shirt, patch and longer distance medals, plus post trek food and activities.