Trail Running calendar near Massanutten 2026-2027

Barrel Oak 3k & 6k at Barrel Oak Winery in Delaplane VA on April 19, 2026 offers on-site 3 km and 6 km courses plus virtual entries with medal and shirt options; walkers and leashed pets are welcome.

A spring race at Third Winchester Battlefield Park on April 25 2026 offering 5K 10K and a Half Marathon, with walkers welcome and virtual entry options that include medal or shirt packages.

Run a scenic 5k around the Bluemont Station Brewery property in Virginia. The event welcomes both runners and walkers and offers in-person and virtual participation options.

The Perfect Day 50K takes place on the Massanutten Western Slope in Keezletown, Virginia. Runners can compete individually or as part of a two or three person team on a Saturday in May. The event offers a full day on the trails.

A timed mountain-trail race at Mint Springs Valley Park in Crozet, covering about 3.9 miles with 860 ft of elevation gain. The single-track ridge course finishes by the upper lake and includes overall and age-group awards.

A spring rail trail ultramarathon in Farmville VA offering 100K, 50K and a new half marathon, low total elevation, two crossings of High Bridge, handcrafted pottery awards, and various discounts and race options.

Experience four distinct trail races across Charlottesville and Crozet in this summer series. Compete for age group awards and finisher shirts while running through scenic venues like Mint Springs and Pen Park.

A 100 mile trail ultramarathon in the Massanutten Mountains with rocky terrain and over 18,000 feet of ascent, starting and finishing at Caroline Furnace in Virginia’s Shenandoah Valley. A 36 hour cutoff applies and training runs are held b..

A family oriented trail running festival in Snowshoe, West Virginia, featuring races from a kids mile to a 100K across mountainous trails, plus weekend activities like markets, live bands, a movie night, and a ride on the Cass Historic Rail..

An evening 5 km and 10 km run through the historic Manassas National Battlefield with start and finish at The Winery at Bull Run in Centreville, VA. In-person and virtual entry options are available.

West Virginia Trail Fest is a family friendly trail running festival each May around Snowshoe in Pocahontas County, with scenic forest and single track races for all ages. Enjoy kids activities, a historic train ride and community fun.

Run or walk a scenic off road 5K course along the Cacapon River and Lewis Farm. This benefit event supports local youth programs while celebrating the Wardensville Spring Fest with local food and creativity.

A 3 km downhill run at Seneca Rocks during the Fourest Festival. The mostly gravel course follows Roy Gap Road between quartzite ridges and crosses the Potomac River, starting at Fourth Moon Camp and finishing at the Seneca Rocks Discovery..

Event Details The Memorial Day 10K Run & 2 Mile Walk takes place on Monday, May 25, 2026, in Lynchburg, Virginia. It is organized by the Community Access Network (CAN) and is the seventh race in the 2026 Lynchburg Road Runners Race Seri..

A loop course at Sky Meadows State Park on May 31, 2026 offering 5K and 10K distances plus virtual options. The route passes fields, streams and sometimes cows, and walkers are welcome.

Experience the FXBG Trail 5 Miler at Motts Run Reservoir in Fredericksburg. This five mile trail race features three distinct climbs and over 300 feet of elevation gain along a scenic and flowing course.

Old Dominion is a measured 100 mile loop through the Massanutten Mountains and Shenandoah River Valley near Fort Valley, Virginia. The course covers varied road and trail surfaces with 14 climbs and about 14,000 feet of gain and a 24 hour b..

A cross-country 5k and 1 Mile at Merrie Mill Farm and Vineyard in Keswick, VA on June 7, 2026. Post-race participants have access to a reserved cabana and a gift basket raffle with at least a $200 prize.

A night trail event in Prince William Forest Park offering 50 mile, 25 mile, and 10 mile races on a 25 plus mile loop with staffed aid stations at Telegraph Road Pavilion and Oak Ridge Camp Ground.

Event Overview The Fauquier Education Farm 5K and Fun Run is a fundraising event for the Fauquier Education Farm, a 501(c)(3) organization. The organization's mission is to advance agriculture through education and best practice farming. It..