Trail Running calendar near Milton 2025-2026

The Aliza Lapierre Fan Club Trail Race, hosted by the Richmond Trail Running Club in Vermont, is a volunteer-run charity event promoting community and outdoor exploration. The race offers two challenging distances: a 50k covering about 8 miles of road and 23 miles of rugged trails with over 5,000 fe..

The Catamount Weekly Trail Running Race is a recurring event held at Catamount Outdoor Center, offering distances including a half lap, 5K, and 10K. The races take place rain or shine, with a clear thunder policy in place for safety. Participants receive new bib numbers each week to ensure accurate..

XTERRA Bromont is an off-road, multi-format event staged over Aug 23–24, 2025 in the Eastern Townships of Quebec, centered at Bromont Olympic Equestrian Park and Lake Bromont beach. The weekend features eight races across triathlon, gravel triathlon, duathlon, and trail runs, including full-distance..

The Race to the Top of Vermont is an annual uphill challenge held every August on Mt. Mansfield, Vermont’s highest peak. Participants, including hikers, bikers, and runners from the U.S.and Canada, tackle a 4.3-mile course ascending the historic Mansfield Toll Road with a 2,564-foot elevation gain...

The Catamount Weekly Trail Running Race is a recurring event held at Catamount Outdoor Center, offering distances including a half lap, 5K, and 10K. The races take place rain or shine, with a clear thunder policy in place for safety. Participants receive new bib numbers each week to ensure accurate..

The Catamount Weekly Trail Running Race is a recurring event held at Catamount Outdoor Center, offering distances including a half lap, 5K, and 10K. The races take place rain or shine, with a clear thunder policy in place for safety. Participants receive new bib numbers each week to ensure accurate..

Groton Forest Trail Run is set for Saturday, September 6, 2025, at Boulder Beach State Park in Groton, Vermont. Onion River Outdoors has taken over as organizer for 2025, continuing the event’s well-loved tradition of a scenic, challenging trail experience with strong community support. The 2025 rac..

NCVRC Run for Hope takes place at Oxbow Riverfront Park in Morrisville, Vermont. The course is an out-and-back along the Lamoille Valley Rail Trail, with a turnaround at 1.5 miles and a single aid station before finishing back at Oxbow Park, for a total distance of about 3 miles. Race bib pickup run..

Défi Everest Orford is a charity sporting event presented by Défi Sportif AlterGo at Mont Orford in Orford, Quebec, Canada. The 6th edition runs September 18–21, 2025, offering an inclusive mountain ascent across all weather, with volunteer randonneurs helping participants with functional limitation..

The Paine Mountain Anchor Challenge Trail Race, held in Northfield, Vermont, is a scenic and challenging 6K trail race that starts and finishes at the Norwich Shaw Outdoor Center. The course features a mix of gravel roads, single-track switchback trails, and steep descents, leading runners to the su..

The Champlain Bridge 5K and 2 Mile Fun Run/Walk is a family-friendly event held at Crown Point State Historic Site and DEC Campsite in Crown Point, New York. The scenic 5K cross-country course winds through trails, roads, and fields, symbolizing hope and connection through the lighthouse and bridge..

The Kilkenny Ridge Race is a challenging trail running event held in Stark, New Hampshire, within the White Mountain National Forest. It offers three distances: 50 miles, 25 miles, and 25 kilometers, all following the rugged Kilkenny Ridge Trail. The course features approximately 7,500 feet of eleva..

The TAM Trek is an annual trail race and fun run held in Middlebury, Vermont, designed to support the Trail Around Middlebury (TAM), a scenic 19-mile footpath encircling the village and connecting conserved lands, schools, and local landmarks across Middlebury, Cornwall, Weybridge, and New Haven. Th..

The Westmore Mountain Challenge is a one-day, 26-mile trail running and hiking event in Vermont's Northeast Kingdom, featuring five mountains: Moose, Hor, Pisgah, Haystack, and Bald. Participants traverse rugged public trails with a cumulative elevation gain of about 6,142 feet, enjoying spectacular..

Amy’s Adventure Race for the Lake, now in its 9th year, takes place at Amy’s Park in Bolton Landing, NY. The event offers a 4.5-mile trail race and a 10-mile loop through forests, ponds, and marshes, featuring rugged Adirondack terrain with about 700 feet of elevation gain. Proceeds support the Lake..

Devil's Den Ultra is a challenging trail running event held in Bradford, Vermont, featuring a rugged 10K loop on Wright's Mountain. The course offers a mix of terrain, including steep climbs, rocky and rooty sections, and a scenic downhill through the woods. Runners can choose from three race option..

The Bromont Ultra is a renowned ultramarathon and mountain biking event held in Bromont, Quebec, Canada, set amidst the scenic Eastern Townships. Since 2014, it has combined physical endurance challenges with philanthropy, raising over $4 million for various causes. The event features diverse trail..

The Trapp Lodge Mountain Marathon is a challenging trail running event held at the scenic Trapp Family Lodge in Stowe, Vermont, nestled in the Green Mountains. Offering both half and full marathon distances, the race features a 13.1-mile loop with a mix of smooth, runnable trails, rugged single trac..

The Hills Are Alive Cross Country Race, now themed as the Ghostly Gallop Trail 5K, is held at Arrowhead Golf Course in Milton, Vermont. The 5K course runs along the scenic Laura’s Tears trail, offering a trail running experience with a festive Halloween atmosphere encouraging participants to wear co..

RutFest is an inclusive 36-hour running and hiking event held at the Catamount Outdoor Family Center in Williston, Vermont. Participants run or walk two scenic trail loops, approximately 3 and 4 miles each, featuring beautiful views of Camel's Hump and Mt. Mansfield.The event encourages a relaxed, c..