Trail Running Calendar Virginia 2026-2027

A multi-distance trail event in Montebello, VA on November 7, 2026, featuring 100K, 50-mile and 50K courses through Blue Ridge single track, old roads, and forest sections with a finish at Montebello Campground.

A 50K race and team relay on the Noland Trail at The Mariners' Museum Park in Newport News on November 7, 2026. The course is six laps and relay teams of two to six share the distance; participants also gain access to the fall festival.

Trail runs at Hemlock Overlook in Clifton, Virginia on November 15, 2026 offering 5.2 mile and 9.5 mile options over hiking trails, dirt roads and fields, with aid stations, medical support and a separate kids program.

A trail race at Riverbend Park on November 22, 2026, offering 5- and 10-mile options along riverside singletrack with short hills; registration includes aid stations, post-race food and a race shirt, and a charity option supports Homestretc..

Run the scenic Turkey Trot at The Winery at Bull Run on Manassas National Battlefield with 5k and 10k options, in person or virtual. Enjoy a post race glass of wine, a finisher medal and tech shirt while supporting the Manassas Battlefield..

Join the DPS Education Foundation Turkey Trot in Danville this November for a scenic 5K run or walk along the Dan River and a family friendly kids fun run. Start and finish at American Legion Field while supporting scholarships and programs..

Get Outside 8 Hour at Windsor Castle Park offers solo and team options on a scenic 5K loop with timed formats from 8 hours to 5K. Ruck entries carry 10 pound packs, the course is chip timed, and all finishers get a homemade medal.

Trail races at Fountainhead Regional Park on December 6, 2026 offer a 4.8 mile single loop and a 10.5 mile course that adds an out-and-back on the Bull Run Occoquan Trail, organized by EX2 Adventures with a charity partner.

Free 17 mile run on the Virginia Creeper Trail in Damascus in December 2026. The event is cup-less with collapsible cups available at packet pickup and aid stations; hot drinks and snacks are provided at the finish.

Run a scenic 50K two loop course at First Landing State Park in Virginia Beach on December 13, 2026, with aid stations and a lively finish. Finishers get a Brooks shirt and medal and can celebrate at a brewery party.