Trail Running calendar near Gainesville 2026-2027

We have found 126 Trailruns within 80 miles of Gainesville. See below where and when you can find the races.

A 71-mile, orange-blazed circuit on the Massanutten Trail with rugged, rocky terrain, multiple aid stations and two drop bag options, strict qualification and entry limits, and enforced cutoffs.

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.

Trail event at Codorus State Park with a 40 mile ultra, 40 mile team relay and a 25K loop format. The course mixes pavement, fields, singletrack and lakeshore sections and features stocked aid stations and on site camping.

The Final Countdown Tribute is a unique last-runner-standing event on a 1.33-mile loop at Amani Brewing. Each lap's time limit gets 20 seconds faster, testing endurance and pace. Runners receive a shirt, finisher award, and a post-race beve..

Woodstock Warrior is a looped trail event at Seven Bends State Park near Woodstock, VA offering 10 mile, 50k, 50 mile, 100 mile and Last Man Standing Ruck distances on mixed terrain. Each loop is about 10 miles with roughly 1600 ft of gain.

Event Information The River's Edge Endurance Challenge takes place in Brunswick, Maryland. The event is the 8th annual edition and offers three different race distances. Distances 5K (3.1 miles) 3 Hour Endurance Race 6 Hour Endurance Chall..

Join the 7th annual Trails 4 Miles for a fall challenge at Sherando Park. Choose from a mixed-surface 4-mile trail run, a new mountain bike time trial, or a one-mile fun run/walk. All proceeds support the I'm Just Me Movement.

A 33.3 mile single-loop trail run in the George Washington National Forest with 6150 feet of elevation change. The route includes three aid stations and a climb to Big Schloss with broad 360° ridge and valley views.

Join a community 5K run and walk through the scenic trails of Agricultural History Farm Park. Enjoy a morning of music and fitness with events for all ages and awards for top finishers.

Experience the full reservoir trail system on this thirteen mile course in Fredericksburg. Runners navigate flowing singletrack and five distinct climbs totaling over nine hundred feet of elevation gain through scenic wooded terrain.

October 2026

A 110 mile trail ultramarathon in the Massanutten range with 22,300 feet of elevation gain, a 48 hour limit, required second half crew support, and limited course markings and medical services.

Experience a dog friendly trail race through the varied terrain of Caledon State Park. Run a 10K or 1 mile course with your leashed companion to support local natural resources and educational programming.

Experience a technical trail race with your dog at a scenic equine rehabilitation facility in Virginia. Enjoy distances from 1.25 miles to 10K followed by a finishers festival with food trucks and a biergarten.

Trail runs at Laurel Hill in Lorton, VA on October 4, 2026, with singletrack through forest and meadows. Choose 5.4 miles or 10 miles; event features aid stations, post-race food, a kids program, and optional medals.

Experience a unique trail event at Milkhouse Brewery in Mount Airy featuring a 5 mile race and timed ultra challenges. Complete as many loops as possible over four or eight hours on this scenic farm course.

A trail event at Bretton Woods Recreation Center on October 11, 2026 featuring a 5K run and 1 mile walk to raise funds for addiction prevention, education and support; registration opens March 24, fee $30.

Boulder Dash at Pinesburg Quarry takes place October 17, 2026 in Williamsport, MD and includes a 5 Mile race, a 5K, and a 1 Mile fun run. Registration opens May 1, 2026 and the quarry will not be operational during the event.

A trail run at Lake Fairfax Park in Reston, VA offering **5.1 mile** and **10 mile** singletrack courses with lake views, short technical sections, on-site bathrooms, a kids program, race swag, and optional finish medals.

Test your strength at Massanutten Resort with obstacle races through the Blue Ridge Mountains. Choose from 5K and 10K courses or a dedicated Kids Race set against a backdrop of steep hills and forest trails.

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