Trail Running calendar near Massanutten 2026-2027

Evenstar Ultras is a timed trail event at Shenandoah River State Park with 3, 6, 12 and 24 hour options on a 3.48 mile loop. Frequent returns to the main aid station reduce the need to carry heavy gear.

An obstacle race weekend at Massanutten Resort Oct 24 to 25, 2026 featuring Sprint and Super courses on steep, technical mountain trails plus a kids race and spectator access.

Andy's Backyard Ultra is a last person standing ultra at Teventrails in Earlysville, VA where runners complete a 4.17 mile loop each hour. The final finisher is the runner who completes one more lap than all other entrants.

A marked trail competition in Prince William Forest Park offering a 25 km one loop and a 50 km two loop option with on course aid stations. Entry opens September 15, 2026 and the field is limited to 110 runners.

A community fundraising trail event at Crozet Park offering a 5K, a limited 10K with a creek crossing, and a 0.75-mile family run. The day includes T-shirts, a pancake breakfast, a post-race festival, live music and proceeds for local trail..

Trail races at Conway Robinson State Forest on October 25, 2026, offering 5 km and 10 km trail distances plus virtual options with medal and shirt choices; walkers are welcome.

A 24 hour ultra at Riverside Park in Lynchburg, VA that uses a single 0.84 mile paved loop. Runners can enter solo or as a team and compete over a published 100 Miles distance while passing the same start and aid area each lap.

A timed, non competitive trail event at Wintergreen offering 7, 14, 21 and 28 mile loop options. Participants can add weighted vests, face a 10 hour cutoff for awards, and expect on site parking and finisher items.

Trail races on the Chessie Nature Trail in Virginia on November 7, 2026, offering Marathon, Half, 10K, 5K and a 26.2 relay on smooth gravel and grass alongside the Maury River. USATF certified courses and a virtual option are available.

Mountain Masochist Trail Run in Montebello, VA offers 100K, 50 Miler and 50K courses on single track, old jeep roads and forest roads through the Blue Ridge during peak fall foliage. Camping and a pre race briefing are available.

A mountain trail event at Sherando Lake Recreation Area on Nov 7, 2026 offering 40, 20 and 10 mile courses with technical singletrack, Bald Mountain summit, staffed aid stations, drop bag support, and strictly enforced cutoffs.

A fall trail event at Walnut Creek Park near Charlottesville offering 5K and 10K distances plus virtual participation options with various finish items and tiered registration fees.

Trail races at Hemlock Overlook in Clifton, VA offer two loop options, 5.2 miles or 9.5 miles. The course follows hiking trails, dirt roads and fields along Bull Run and includes designated spectator areas and park facilities.

A pre-Thanksgiving running event at Barrel Oak Winery and Brewery in Delaplane, VA on November 15, 2026, offering 3K and 6K courses plus virtual entry options; walkers and leashed pets are welcome.

A memorial race at Panorama Farms in Earlysville, Virginia featuring a 2 mile grassy trail and a free 800 m children's run. Proceeds support an annual scholarship for an Albemarle High School athlete.

A pre Thanksgiving Turkey Trot at The Winery at Bull Run in Centreville, VA, with scenic 5 km and 10 km courses through the Manassas National Battlefield. In-person races and virtual entries with medal and shirt options are available.

A post-Thanksgiving running event at Lake Anna State Park offering 5 km, 10 km, and a half marathon with trail and paved sections. In-person and virtual participation options are available, and walkers are welcome.

Devil Dog Ultras is a loop trail event at Prince William Forest Park near Triangle VA offering 50K, 100K and 100 mile options with staffed aid stations and set time limits. Entry is limited and the 100 mile requires a recent 50 mile finish.

A December trail event on the High Bridge Trail offering 100k, 50k and a half marathon with aid stations, drop-bag service, pacer rules, event apparel and holiday-themed awards and traditions.

A VHTRC holiday time 50k out and back on the Bull Run-Occoquan Trail from Hemlock Overlook to Fountainhead, with four aid stations and a GPX file for navigation. Entry includes lodge access, stocked aid stations, and a catered after party f..