Trail Running calendar near Massanutten 2026-2027

We have found 69 Trailruns within 80 miles of Massanutten. See below where and when you can find the races.

Choose your challenge at UltraTrax Massanutten with distances ranging from 7 to 28 miles. Hike or ruck through the scenic Shenandoah Valley on a rugged course featuring forested singletrack and panoramic ridgeline views.

Experience a fast and flat trail run along the Rappahannock River in Fredericksburg. This 5k course features a smooth lollipop style loop with minimal elevation gain and scenic views starting from the local quarry.

April 2026

Experience one of the oldest 50 mile trail races in the country through the forested rolling terrain of Virginia. This spring event features a historic course through bluebells with a generous 13 hour time limit.

Run a scenic 5k cross-country course at a Virginia vineyard. The event welcomes runners and walkers alike and offers virtual participation options. It takes place in Warrenton on April 4, 2026.

This backyard ultra adds a brutal twist: runners must complete a 4.167-mile loop every hour while carrying an extra pound each lap. The race goes on until only one person remains. It's a test of endurance where the load increases but the ti..

Experience a hilly and technical trail race through the scenic property in Bluemont Virginia. Choose between the 5k and 10k distances and enjoy a glass of beer after conquering the technical terrain.

A loop-based trail event at James River State Park offering 10 mile loops, 50K and 50 mile distances, relays, a night 10 miler, hiker categories, and roughly 1025 feet of climbing per loop.

Join the Sip & Stride 5k and 10k in Louisa Virginia for a chance to earn points in the Sippin’ Series. Choose between in person racing or multiple virtual participation options with medals and shirts.

Choose from three scenic vineyard runs at Delfosse Winery. Tackle challenging summits for rewarding views across the 3k, 6k, or 9k courses. Virtual participation options are also available.

Rise Thermopylae is an immersive endurance challenge set in Virginia's wilderness. Choose from 6, 12, or 24 hour events that combine rucking, obstacles, and psychological tests. It's led by elite coaches and focuses on personal development..

Run Fest at Panorama Farms offers a day of trail racing and community celebration on April 18, 2026. Choose from a 4-mile trail race, a team relay, or a 1-mile fun run, followed by a festival with live music and local food. It's a chance to..

Experience the scenic grounds of Barrel Oak Winery in Delaplane, Virginia, through 3k and 6k race options. This inclusive event welcomes both walkers and leashed pets for a day of activity in a beautiful vineyard setting.

Experience the scenic trails of Third Winchester Battlefield Park with 5k, 10k, and half marathon distances. This historic Virginia event welcomes both runners and walkers for a beautiful spring race.

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.

May 2026

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 rail trail event in Farmville, VA, offering 100K, 50K and a 6.55 mile half marathon turnaround course that crosses the High Bridge twice. The 100K has a 19 hour limit and all finishers receive a handcrafted pottery award.

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 of Virginia with over 18,000 feet of ascent, a 36 hour cutoff, and organizational support including a Participants’ Guide, training runs, and volunteer staffing.

A family-oriented trail running weekend in Snowshoe, WV featuring races from a kids mile to a 100K through state parks and national forest, plus movie night, markets, live music, and fireworks.