Trail Running calendar near Cockeysville 2026-2027

Experience a unique trail event at Milkhouse Brewery in Mount Airy featuring a 5 mile race and timed ultra challenges. Complete as many loops as possible over four or eight hours on this scenic farm course.

A community trail event on October 11, 2026 at Bretton Woods Recreation Center in Darnestown, MD offering a 5K trail run and a 1 mile walk. The event raises funds and awareness for addiction prevention, education, and support.

A trail running festival at Lums Pond State Park on October 17, 2026, offering 12K and 24K laps plus 12-hour solo and relay formats, chip timing, aid stations, event clothing, and post-race food.

Participate in a 10 km run through the scenic Black Hill Regional Park in Boyds. This low key event offers a straightforward racing experience for both club members and the general public in a natural park setting.

Multiple in-person and virtual races take place October 17, 2026 at Laurel Hill Park Central Green in Lorton, VA, with 5K, 10K, half marathon and walker-friendly options.

The Annual Boulder Dash at Pinesburg Quarry in Williamsport, MD on October 17, 2026 offers three distances : 5 miles, 5K and 1 mile, and the quarry will be closed during the event for safety.

Marathon and half marathon on a flat, USATF certified C&O Canal Towpath course starting and finishing at Fletcher's Cove in Washington DC with aid stations and finisher medals.

Scenic, flat 5K and 10K at Bluemont Park in Arlington on October 17, 2026 with in person and virtual options; walkers and strollers are welcome.

Experience the scenic singletrack trails of Lake Fairfax Park with 5 mile and 10 mile race options. Enjoy a community atmosphere with post race breakfast and a dedicated program for children.

A donation-funded *5.25 mile* trail race at Gunpowder State Park on October 18, 2026, featuring a steep early climb, downhill sections, and single-track trail. No registration fee and race day registration is available.

A trail event in Patapsco Valley State Park offering in-person and virtual 50k and 25k options, finishers awards including a hand-thrown mug, five aid stations, and a virtual completion window from Oct 24 to Nov 24, 2026.

Trail races at Parvin State Park offer a half marathon and a 6 hour lap event on a mostly trail lollipop loop. The event is cupless and uses an aid station at the start and finish.

A marked trail competition in Prince William Forest Park offering a 25 km one loop and a 50 km two loop option with on course aid stations. Entry opens September 15, 2026 and the field is limited to 110 runners.

Trail race in Pottstown, PA offering 15k and 30k on technical park trails with rocks, roots and varied single and double track. Aid stations provide fruit, packaged snacks and hot options; custom and self supported fueling is allowed.

Trail run at Conway Robinson State Forest in Gainesville, VA offering 5 km and 10 km distances plus virtual options with medals and shirts.

Scenic 5K through vineyard and farm at Rocklands Farm Winery with chip timing, age group awards, and a post-race wine tasting with live music. Walkers and children are welcome and a one hour course time limit applies.

A 25K trail race at Ridley Creek State Park in Glen Mills, PA on October 25, 2026. The single loop technical course gains about 1800 feet, includes three aid stations and has a five hour time limit.

The 5th Annual Mackyard Ultra is an ultramarathon hosted by the Baltimore Road Runners Club at Shawan Downs in Cockeysville on October 31, 2026. Entry is $20 and the field is limited to 100 runners with pre registration on RunSignUp planned..

A Halloween-themed 5K and 1 Mile at Arasapha Farms in Glen Mills that benefits the Edgmont Township Fire Company No.1, with timed 5K results, commemorative shirts, safety costume rules, and a monster costume contest.

An annual trail event at Gifford Pinchot State Park that raises funds for canine cancer research, featuring a 5k run and a 3.5k walk with awards for canine human teams and solo runners.