Trail Running calendar near Oakton 2026-2027

We have found 119 Trailruns within 80 miles of Oakton. See below where and when you can find the races.

Experience a cross country race through Nottoway Park followed by a community picnic. This event features a three mile course and a kids fun run to celebrate the end of the summer season.

September 2026

Test your limits in Kennedyville with the Savage Race or Savage Blitz. Navigate miles of mud and over 25 obstacles to earn exclusive medals and state pins at this premier Maryland event.

Run through the beautiful Fifty-Third Winery & Vineyard in Louisa, Virginia. This 5k and 10k event supports animal rescue and sanctuary efforts for local wildlife and farm animals.

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.

Mountain Creek Mayhem is a trail running festival in Pennsylvania's Michaux State Forest. Runners can choose from a 50K, 20 miler, or half marathon on challenging, scenic courses. The event is based at Pine Grove Furnace State Park with ful..

Experience the 15th annual Sasquatch Preservation Trail Run in Seven Valleys. Choose between the 5K or 10K courses and explore the natural landscapes preserved by the Farm and Natural Lands Trust.

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.

Trails 4 Tails offers a 40-mile ultra, a 40-mile team relay, and a 25K on a scenic multi-loop course through Codorus State Park. The trail route features varied terrain and changes direction each year. All races finish at a stocked pavilion..

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..

Conquer a challenging 10-mile loop at Seven Bends State Park in this multi-distance trail event. Choose from a 100-miler, 50-miler, 50k, 10-miler, or a Last Man Standing Ruck format. It's a cup-less race where strategy and resilience meet s..

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.

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

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 races at the Workhouse Arts Center in Lorton VA on October 4, 2026. Options of 5.4 or 10 miles on mostly singletrack through forest and meadow across the former prison grounds.

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.

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.