Trail Running calendar near Bentonville 2026-2027

A trail run at Dirt Farm Brewing in Bluemont, VA on August 29, 2026, with on-site 5K and 10K courses over rugged, hilly terrain plus several virtual entry options and tiered registration fees.

A 5 km and 10 km running event at Albemarle CiderWorks in North Garden, VA on August 30, 2026, with a cross-country course introduced for 2025 and both in-person and virtual entry options including medal and shirt choices.

A 3.8 mile running event at Pen Mar Park that climbs about 1.8 miles to High Rock Overlook and returns to the park. Registered finishers receive an official High Rock Mountain t-shirt and there are early and race day fee options.

A 3 mile cross country race through Nottoway Park in Vienna, VA on 08/30/2026 with a kids dash and a club picnic that includes food and drinks. Registration is free for members and $10 for nonmembers.

Trials of Miles presents a cross country meet at Morven Park on September 4, 2026, featuring high school competitions and an open 5K for friends and family. The event includes a spectator friendly course with food trucks and music.

The 53rd Winery 5K and 10K on September 5, 2026 takes place at Fifty-Third Winery & Vineyard in Louisa, Virginia. The event includes 5K, 10K and virtual options and benefits Hooves & Paws Animal Rescue.

A clockwise 71-mile circuit of the orange-blazed Massanutten Trail around Fort Valley, VA, with 13,500 ft of elevation change, scheduled aid stations, strict qualifications and enforced cut-offs; GPX and aid charts are provided.

A 10 mile trail race in Fredericksburg, VA that follows the Rappahannock River, moves through rolling hills, and finishes with a sustained climb. Top three men and top three women receive gift certificates.

Run a scenic off road trail through a 1000 acre farm bordering the Rappahannock River. Enjoy a post race celebration at the brewery with live music craft beer and a souvenir pint glass.

A second annual 5K at Cacapon State Park benefiting the Humane Society of Morgan County, offering in-person run and walk options plus a virtual entry. New course, awards ceremony, and a free post race pup swim in the lake.

A women only trail event at Fountainhead Regional Park offering a half marathon and a 10k plus on September 12, 2026. Registration runs June 8 to September 1 and two training runs are scheduled in August.

A 5K running race hosted by Hartwood High School Cross Country on September 12, 2026 in Stafford, VA. It is the first annual StallionsXC Open and serves as the opening race of the Stallion Invitational, with high school races afterward.

A stadium climb at Virginia Credit Union Stadium on September 13 honoring those lost on September 11 and supporting first responders and military. Climbers ascend sections 1 to 23 five times, with a wheelchair accessible concourse route ava..

A multi-distance trail festival in the Shenandoah Valley with technical mountain courses through national forest. Distances range from 21K to 100M and the event offers qualification routes for UTMB World Series Finals and Western States.

The Final Countdown Tribute at Amani Brewing in Martinsburg WV uses a 1.33 mile loop where allowed lap time shortens each circuit, eliminating runners until one remains.

Woodstock Warrior on September 19, 2026 is a multi-distance trail event at Seven Bends State Park near Woodstock, VA. The race uses a roughly 10 mile mixed-terrain loop with options up to 100 miles and a Last Man Standing Ruck.

A family friendly multi-surface 5K run and walk on the Laurel Ridge Community College Middletown campus. Hosted by the CHASE committee, with a portion of proceeds funding the Recovery Connection Scholarship.

Trail races on Cedar Mountain include canicross, a dog friendly 5k, a trail run without dogs, and a virtual option, with awards for top finishers and a traditional hunt breakfast.

An in-person event on September 26, 2026 in Brunswick, MD featuring a trail-based 5K and timed 3-hour and 6-hour challenges on a 5 mile loop. Proceeds support Brunswick High School Track and Field equipment.

Trail and bike events at Sherando Park on September 26, 2026 offering a 4 mile trail race, a one mile untimed fun run, and a 5.3 mile mountain bike time trial. Proceeds benefit the I'm Just Me Movement.