Trail Running calendar near Gordonsville 2026-2027

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 5K, 10K and several virtual options with medal and shirt choices; walkers are welcome.

A scenic 5K along the Virginia Capital Trail at Rocketts Landing in Richmond on October 31, 2026, with in-person and several virtual participation options and a range of registration fee levels.

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 features ultramarathon courses through Blue Ridge single track and forest roads on November 7, 2026. Races start and finish at Montebello Campground and include organized aid stations and campin..

A trail race at Sherando Lake Recreation Area on November 7, 2026 offering 40 mi, 20 mi, and 10 mi distances over dirt singletrack and jeep roads with elevations from 1500 to 3700 feet. Time limits apply and finishers receive awards.

A trail event at Sherando Lake Recreation Area with 40, 20, and 10 mile courses over technical singletrack and ridgelines, staffed aid stations, designated crew access, enforced cutoffs, and drop bag procedures.

Harvest Hustle 5k & 10k is a trail race at Walnut Creek Park near Charlottesville on November 8, 2026, offering in-person 5K and 10K distances plus several virtual entry options with medal and shirt choices.

Trail and virtual runs at Valor Ranch in King George VA featuring timed 10K and 5K events, a 10K ruck, a 1 mile fun run, and 100 percent of proceeds supporting Valor Ranch charitable programs.

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 3K and 6K at Barrel Oak Winery and Brewery in Delaplane, VA on November 15, 2026. In-person runs and virtual entry options are available; walkers and leashed pets are allowed.

Experience riverside singletrack at Riverbend Park with 5 and 10 mile trail races. This event offers scenic Potomac River views, a dedicated kids program, and professional race support in a beautiful natural setting.

A 5 km and 10 km run at The Winery at Bull Run in Centreville on November 25, 2026, with routes through the Manassas National Battlefield trails and both in-person and virtual participation options.

A trail and canal run near Great Falls, Maryland on November 26, 2026 covering about 10 miles with options to shorten. Entry opens November 12 and is capped at 29 runners; entrants receive course instructions before the run.

A free Thanksgiving community event at Pocahontas State Park featuring a cross-country 5K and a short kids fun run. Registration is required; the day includes alumni photos, raffle drawings, and optional donations for a memorial award suppo..

A Thanksgiving weekend running event at Lake Anna State Park offering a 5K trail run plus 10K and half marathon courses that mix trail and paved road. Walkers are welcome and virtual entry options are offered.

A looped trail event in Prince William Forest Park offering 100 mile, 100K and 50K options on mostly single track with staffed aid stations, time limits, and an entry cap of 300 runners.

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.