Trail Running calendar near Highfield-Cascade 2025-2026

Hex Hollow Half takes place at Spring Valley Park in southern York County, Pennsylvania. Runners choose between a 13.13-mile half marathon (two loops) and a 6.66-mile single loop. The course traverses low meadows, mature hardwood forests, and pine-covered wide tracks, featuring roots, rocks, two str..

The Fall Backyard Burn at Laurel Hill is a trail running event held at the Workhouse Arts Center in Lorton, VA, set within 1600 acres of scenic former prison grounds. The course features a mix of forested and open meadow singletrack trails, primarily dirt and crushed stone, with minimal pavement and..

The Winery at Bull Run Turkey Trot is a scenic 5k and 10k trail run held at the Manassas National Battlefield in Centreville, Virginia. The course features a mix of cross-country paths, dirt trails, boardwalks, and gravel, with some hills, offering a challenging and picturesque experience. The 5k is..

The 21st Annual Catonsville High School XC Turkey Trot, held in Catonsville, Maryland, is a cherished community event celebrating health, wellness, and family. It features a cross country-style 1 Mile Family Fun Run and a 5K race, both chip timed. The event fosters a spirited atmosphere with awards..

The Fall Backyard Burn Trail Run at Fountainhead Regional Park in Fairfax Station, VA, is a popular trail running event held on December 7, 2025. The race offers two challenging distances: a 4.8-mile loop with 450 feet of elevation gain and a tougher 10.5-mile course featuring an additional out-and-..

The Tame the Tower Trail Challenge is a trail running event held in Mt. Gretna, Lebanon, Pennsylvania, at Clarence Schock Memorial Park. Scheduled for December 13, 2025, it features two distances: a 10-mile "T-Rex" and a 5-mile "Ferocious" run.The courses are marked with colored flags—pink for the 1..

Located at Rockburn Branch Park in Elkridge, Maryland, the Mid-Maryland Trail Festival 50k is a 31-mile ultramarathon built from six loops of about 5.18 miles through wooded trail terrain. The event also offers a 50k relay, allowing teams of up to six runners to share the distance with exchanges aft..

The Paradise Springs 10k is a challenging trail running event held at Hemlock Overlook Park in Clifton, Virginia. The course features technical terrain with significant elevation changes and rocky sections, running alongside the river. The 10k race consists of two laps of the 5k route.Participants e..

The Winter Conway Robinson 10k is a trail running event held at Conway Robinson State Forest Park in Gainesville, Virginia. The race features a scenic loop course through forest trails with some technical terrain and minor hills, with the 10k consisting of two laps of the 5k route. Walkers are welco..

Blazing Saddles is a trail running event hosted by the York Road Runners Club at Codorus State Park in Hanover, Pennsylvania. Scheduled for March 14, 2026, it offers two race distances: a 25K and an 8 Miler. Both courses run along the scenic Ranger Trail, featuring a mix of horse trails, single-trac..

HAT Run 50k takes place in Havre de Grace, Maryland, offering a challenging 50-kilometer trail race. The course blends mostly single-track trail with open fields, dirt roads, and a stretch of paved road, featuring nearly 4,400 feet of total climbing. Runners start with a 3-mile loop, then complete t..

The Twisted Oak 8k is a cross-country running event held at Twisted Oak Farm Brewery in White Post, Virginia. The course features scenic views around the brewery property with minimal hills, where the 8k race consists of two laps. Participants enjoy a challenging yet beautiful run and receive a fini..

The Genesee Valley Ultra will take place in Parkton from Saturday 28 March 2026 to Sunday 29 March 2026. You can run between 6 and 24 kilometers.

Capital Backyard Ultra is a Last Runner Standing race held at Meadowood Special Recreation Management Area, 10702 Harley Rd., Lorton, Virginia, near Washington, DC. The course is a 4.167-mile loop that runners complete in succession, with the field reduced until only one remains, who must finish one..

Bull Run Run 50 Miler is a 50-mile trail race held in Clifton, Virginia, at Hemlock Overlook Regional Park. The course runs through forested, rolling terrain generally paralleling the Occoquan River and Bull Run during Virginia’s spring bloom. A Civil War theme honors battles that occurred in the ar..

The Molon Lave 5k is a scenic cross-country running event held at Molon Lave Winery in Warrenton, Virginia. The course features three loops around the winery property, offering a fairly flat terrain with natural vineyard surroundings. Walkers are welcome, and a virtual race option is available for r..

The Trail Demon 10k is a challenging trail running event held at Dirt Farm Brewing in Bluemont, Virginia. The course features a technical forest trail loop with tree roots, rocks, and elevation changes, offering scenic views and a demanding workout. Runners can choose between the 5k or 10k distances..

The Dirty Kiln Trail Races at Canoe Creek, held in Hollidaysburg, PA, is an annual trail running event organized by Allegheny Trailrunners, Inc. The 13th running is scheduled for April 11, 2026, featuring two race options: a short course approximately 10K and a more challenging half-marathon long co..

The Breeze Thru The Trees 5k is a cross-country running event held at Ruppert Nurseries, a 500-acre tree farm located in Gaithersburg, Maryland, within Montgomery County’s Agricultural Reserve. The event features a 5K run and a 1-mile fun run, offering participants a scenic course winding through a..

Run to Remember in Sykesville, Maryland takes place at Piney Run Park (30 Martz Rd, Sykesville, MD 21784). The event offers multiple distances: 50K (6 loops of 5.25 miles), 25K (3 loops), an 8 Hour Challenge, and a 5.25-mile race. The course runs through woods and meadows with lake views along about..