Frederick
Trail Running Calendar near Frederick 2026-2027
Explore the top trail runs near Frederick for 2026-2027! We've gathered 33 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
A scenic cross country 8K at Linganore Winecellars in Mt Airy, MD on November 8, 2026, featuring post race refreshments, awards and live music.
A Thanksgiving themed 5 km run at Big Cork Vineyards in Rohrersville, Maryland, on November 14, 2026. The event is timed by J3 Timing and includes a t shirt, collapsible wine glass, finisher medal, and a wine pour.
A marathon weekend in Brunswick MD featuring a USATF certified full marathon, a half marathon and a Veterans Challenge 5K along the Potomac and C&O Canal.
A cross-country 5K and one mile fun run at Ida Lee Park in Leesburg on November 21, 2026, featuring a long sleeve shirt for pre-registered 5K runners and a finisher medal for one mile participants. Donations for Loudoun Hunger Relief are requested.
Trail race at Riverbend Regional Park near the Potomac offering 5 mile and 10 mile loop options with riverside singletrack, aid stations, and post race food.
A Thanksgiving Turkey Trot in Martinsburg with a timed 5K, kids races, and donation collection for local backpack programs on the James Rumsey Technical Institute property.
December 2026
Timed trail ultra on 12/05/2026 at Little Bennett Regional Park with 5 hour and 9 hour formats, relays, and a 4.5 mile race.
A 13.1 mile out and back on the C&O Canal Towpath at Carderock Recreation Area with online registration, two water stops, live timing, and post-race refreshments.
January 2027
Multi-distance race on the C&O Canal Trail at Williamsport Park with chip timing, finisher medal, technical shirt, virtual option, and series points.
February 2027
Scenic 5k, 10k and half marathon along the Potomac at Great Falls Park with chip timing, finisher medal, technical shirt and a virtual race option.
A 50 km trail run at Hashawha Environmental Center in Westminster MD, featuring varied single-track, open fields, stream crossings and 5 aid stations. Entry for 2027 uses a lottery opening January 1, with indoor facilities and hot post-race food.
March 2027
An eight hour timed trail run on a 5.5 mile single track loop at Little Bennett Park in Clarksburg, MD on March 6, 2027.
Trail marathon and 50K at Seneca Creek State Park on single track trails, with on-course choice to stop at the marathon or continue to 50K.
Out and back races at Point of Rocks offering 5K, 10K and half marathon distances with chip timing, finisher medal and a virtual option.
April 2027
A trail event at Piney Run Park featuring a 5.25 mile loop repeated for a 50K, 25K, 5 miler 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.