Derwood
Trail Running Calendar near Derwood 2026-2027
Explore the top trail runs near Derwood for 2026-2027! We've gathered 73 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
April 2027
A 50 mile trail race near Clifton, VA in early April, run on forested, rolling trails with a 13 hour cutoff; entry opens October 1, 2026.
Experience a scenic loop course through the woods and meadows of Piney Run Park with distances ranging from a 5 miler to a 50K and an 8 hour challenge.
A cross country 5K at Red Shedman Farm Brewery on the Linganore Winecellars grounds, with a technical quarter zip and one pour for finishers and on-site picnic and tasting options.
Scenic chip timed 5k, 10k and half marathon along the C&O Canal in Georgetown with a virtual option, medals, technical shirts, and marked water stations.
May 2027
MoCo CARES Charity Race in Gaithersburg, MD features 10K and 5K cross country courses, a paved 1 mile fun run, and a kids Trike-A-Thon supporting Comfort Cases and Covenant Life School.
Marathon and half marathon on the flat scenic C&O Canal Towpath at Fletcher's Cove in Washington DC, with aid stations, awards, and Boston qualifying results.
A Georgetown Mother's Day 5k and 10k along the C&O Canal with chip timing, age-group awards, series points, and a virtual race option.
Three distances on the C&O Canal in Georgetown with chip timing, finisher medal and technical shirt; virtual option and series points available.
A 24 hour Backyard Ultra on Mason Neck near Lorton, VA with hourly 4.167 mile loops up to 100 miles, a single aid station, and a 100 runner limit.
Run a scenic out and back half marathon or 5K on the flat gravel paths of the C&O Canal in the heart of Georgetown to benefit Operation Turbo.
Scenic 5k, 10k and half marathon along the Potomac at Great Falls MD with chip timing, finisher medal, technical shirt, virtual option, and charity partnership.