Trail Running calendar near Frederick 2026-2027

We have found 114 Trailruns within 80 miles of Frederick. See below where and when you can find the races.

Trail 5K, 10K and a half-mile kids run at Miller Plant Farm in York, PA, on mixed farm and wooded surfaces; overall and age-group prizes, produce samplers for 5K/10K entrants, and 100% of proceeds benefit the WellSpan York Cancer Patient He..

Trail races of 5K and 3K at Codorus State Park Marina organized by Delone Catholic High School's cross country team; early registration includes a T-shirt and goodie bag and proceeds support several local funds.

A road and trail event at Third Winchester Battlefield in Winchester VA on August 8 2026 offering 5K, 10K, half marathon and virtual options. Walkers are welcome.

A 5K run plus two 5K walks on August 9 2026 at Camp Living Water in Schellsburg PA, raising funds for annual scholarships for Bedford High School students and for families facing financial need after the loss of a young person.

Trail running at Patapsco Pickall Area with 25K and 50K options on rolling single track, river crossings, mandatory out-and-backs, staffed aid stations with real food, and a postrace gathering with food and beer.

A trail 5K in Gettysburg on August 15, 2026, with a race shirt option for early registrants and an event bottle opener medal. Brewfest options and tours of the Daniel Lady Farm House and Barn are available the same day.

A 5K and 10K held at Bull Run Marina in Clifton, VA on August 15, 2026, with in-person and virtual entry options and variable registration fees.

An evening three hour loop event at Roundtop Mountain Resort in Lewisberry, PA featuring a 1.5 mile loop with 600 feet of elevation gain and a separate kids race of about one mile. Pogs are awarded per lap and top finishers receive slammers..

A 7K trail race at the Woodstock Equestrian Center with a hilly course that circles fields and runs through wooded single track, presented as a 1969 throwback with 60s music and period attire encouraged.

A memorial 5K trail run at Genesee Valley Outdoor Learning Center in Parkton, MD, with a 5K, 1-mile walk, kids dash, team entries, and an In Spirit donation option. Proceeds support a scholarship fund and a post-race festival offers food an..

Leopold’s Preserve 5k & 10k in Broad Run, VA on August 23, 2026 features 5 km and 10 km distances, welcomes walkers, and offers virtual entry options with medal and shirt choices.

Experience an engaging 8 mile trail race through the winding singletrack of Fredericksburg. Navigate rolling hills and punchy climbs in this focused event supported by the local running community.

Trail race at Dirt Farm Brewing in Bluemont VA offering 5 km and 10 km routes plus virtual options. The courses run on rugged, winding trails with steep climbs and descents through rural landscapes.

Muddy Dash Mechanicsville is a 5K mud run at Budds Creek Motocross Park with obstacles, mud pits and slides plus a festival style after party with music, food and beer. Registration options include standard and VIP packages.

An out-and-back 3.8 mile run at Pen Mar Park with about 1.8 miles of ascent to High Rock Overlook. Held August 30, 2026, with registration deadlines and a higher fee on race day.

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

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.

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.

Tails on Trails 5K Run/Walk is the second annual 3.1 miles run, walk, and virtual event at Cacapon State Park on September 12, 2026. The wooded cross country course passes the upper lake and ends with awards and a free pup swim.

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