Trail Running calendar near Frederick 2026-2027

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.

A second annual scenic 5K at Cacapon State Park supporting the Humane Society of Morgan County. The event offers run, walk and virtual options, with a revised course, an awards ceremony, and a free pup swim after the race.

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.

Experience a night time rucking event at the Gov. Dick Environmental Center with 4 mile and 8 mile options. Carry a weighted pack to compete for prizes or participate without a ruck to support local Lebanon County nonprofits.

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 community 5K on September 26, 2026 that raises funds for cancer research and support, followed by an after party hosted by Independent Brewing. The event features race day raffles, a ghost runner option, and memorial recognition.

Experience the oldest trail race in the county with 10 miles of rocky terrain, steep hills, and river views. This historic event offers a technical point to point course through the scenic landscapes of Eastern Pennsylvania.

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.

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 technical trail race through the historic Glenroy Preserve. Choose between five mile, 25K, and 50K loops featuring creek crossings, rolling hills, and post race celebrations.

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.

A fall trail event at Pohick Bay Regional Park offering 5 km and 10 km race options plus virtual entries; walkers are welcome and multiple registration tiers are available.

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 Rocky Gap State Park on October 11, 2026 featuring three looping trails with varied terrain and elevation. Options include 25K, 50K, and relay teams of two or three with on-course and base camp aid stations.

A trail-based community event on October 11, 2026 at Bretton Woods Recreation Center featuring a 5K run and 1 mile walk to support the Michael Long Memorial Fund and addiction prevention and recovery services.

Running event at Pinesburg Quarry in Williamsport, MD on October 17, 2026 offering a one mile fun run, a 5K, and a 5 mile race. The course runs in and around the quarry which will be closed for the event.