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 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 fall running weekend in Brunswick, MD, featuring towpath marathon and half marathon routes plus a Veterans Challenge 5K through historic neighborhoods.
A cross country open 5K on a flat course in Purcellville, VA on November 14, 2026, with registration opening November 2 and a $20 fee.
A 5K cross country race and 1 mile fun run at Ida Lee Park on November 21, 2026, featuring shirts, medals, awards and a canned food drive for Loudoun Hunger Relief.
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 race at Hashawha Environmental Center with rolling single-track, stream crossings, five aid stations, and lottery entry opening Jan 1, 2027.
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
Multirace trail event at Piney Run Park on April 17, 2027 offering 50K, 25K, a 5 Miler and an 8 Hour Challenge with looped course, aid stations, and awards.
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.
A 100 mile race on the scenic C&O Canal with an almost entirely flat course, starting and finishing at Camp Manidokan near Knoxville, Maryland, Apr 24 and 25 2027.