Trail Running calendar near Frederick 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..

Fall Backyard Burn Trail Run – Laurel Hill is a trail race at the Workhouse Arts Center in Lorton, Virginia, on Lorton Reformatory grounds. The course blends forested and open meadow singletrack across 1600 acres, mostly dirt and crushed stone with short pavement at the start and finish. There are n..

The Winery at Bull Run Turkey Trot offers a scenic trail 5k and 10k through the Manassas National Battlefield Park, starting and finishing near The Winery at Bull Run in Centreville, VA. The course is a cross-country style route across battlefield trails, including dirt paths, a boardwalk, and grave..

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..

Devil Dog Ultras is a trail ultramarathon in Prince William Forest Park, VA. It offers 100-mile, 100K, and 50K loops on trails with roots and rocks, plus fire roads. The first loop is 23 miles; subsequent loops are 19.5 miles.The 50K is one loop plus a 9-mile extension; the 100M runs five loops and..

Fall Backyard Burn Trail Run - Fountainhead is a trail-running event at Fountainhead Regional Park in Fairfax Station, VA. The race offers two distances: a 5-mile loop and a 10.5-mile course, with elevation gains around 450 feet and 1000 feet, respectively. The 5-mile loop is a classic EX2 single lo..

Founders Half Marathon is a Snowball Series running event held in Potomac, Maryland, at Carderock Recreation Area. It features a USATF-certified, out-and-back 13.1-mile course along the C&O Canal Towpath, with two water stops (Lock 10 and Lock 6) along the route. It is touted as the lowest-priced ha..

The Anniversary Run 15K is the final race in the Annapolis Striders Championship Series, held on the trails of Quiet Waters Park in Annapolis, Maryland. The course is a 15-kilometer trail route with start, finish, and awards staged at the outdoor Sassafras Pavilion. Historically tied to the Annapoli..

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 Little Patuxent River Half Marathon & 10K is a trail race weekend in Columbia, Maryland on Jan 31 - Feb 1, 2026. Races start and finish at the Guilford Pratt Truss Bridge on Guilford Road and use the Patuxent and Wincopin trails along the Little Patuxent and Middle Patuxent River. Distances..

Froggy Hollow 5 & 9 presented by Altra is a Charm City Run signature trail ultra held at Little Bennett Campground in Clarksburg, Maryland, inside Little Bennett Regional Park. The event includes 5-Hour Challenge, 5-Hour Relay, 9-Hour Challenge, 9-Hour Relay, and More Than a 4-Miler, all based on a..

Paradise Springs 5k & 10k is a trail race at Paradise Springs Winery in Clifton, VA, offering a technical Hemlock Overlook Park course by the river. The 10k is two laps of the 5k route, with substantial elevation changes and a rocky section. Runners receive a finisher medal, technical shirt, a glass..

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..

No Man's 50K is a women-only trail running endurance event held in Triangle, Virginia, featuring 25K and 50K distances. The course consists of two loops of approximately 15 miles each, designed as a great first-time ultramarathon route. Runners experience a mix of terrain with about 70% single track..

The Dark Side 8 Hour Ultra is an eight-hour trail race at Little Bennett Park in Montgomery County, Maryland, near Clarksburg. The course is a 5.5-mile loop run mostly on single-track trails, starting at the Little Bennett Campground Pavilion. Runners may complete as many laps as they wish within th..

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..

The Armstrong Valley Wine Run 5k takes place at Armstrong Valley Winery, 212 Rutter Rd, Halifax, PA. The event is scheduled for March 15, 2026. The distance is 5k and the race is chip timed with results posted online. The course is a new layout introduced for 2024. It starts and finishes near the..

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..

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..