Trail Running calendar near Thurmont 2026-2027

The Crooked Run Valley 10k will take place in Delaplane on Sunday 31 May 2026. You can run between 5 and 10 kilometers.

A measured *100-mile* loop through the Massanutten Mountains and Shenandoah River Valley with varied terrain, 14,000 feet of gain and 14 climbs. The volunteer-run event offers a 24 hour cutoff for the silver buckle.

Run a flat, fast five mile out and back along the shaded C&O Canal Towpath in Williamsport, MD on June 6, 2026. Enjoy chip timing, tech shirt options and age group awards in a friendly community race.

The Awesum Possum Lake Trail Adventure will take place in Carlisle on Saturday 6 June 2026. You can run between 4 and 6 miles.

A night-focused trail event at Prince William Forest Park offering a 50 mile race plus 25 mile and 10 mile options. The 50 mile uses a 25+ mile loop run twice and features staffed aid stations and specific crew and pacer rules.

The Juneteenth Menare Foundation 12k will take place in Germantown on Friday 19 June 2026. You can run between 6 and 12 kilometers.

A rugged out and back on the Catoctin Blue Trail near Frederick, MD offering a 50K and a 25K Half Cat, with rocky singletrack, shaded forest, stream crossings, three staffed aid stations, and mandatory carried hydration.

Trail 5K and 10K at Seneca Creek State Park in Gaithersburg, MD featuring singletrack trails, lake views, aid stations, post race food, and a charity partner Interfaith Works.

Get muddy and fast at MCRRC XC on the Farm, a fun 5k cross country at Agricultural History Farm Park in Derwood on June 28, 2026. Open to all ages with affordable registration and a relaxed club atmosphere.

A free Forrest Gump themed fun run on Lakeside Loop in Owings Mills offering a full 4.4 mile loop or a 1 mile out-and-back option, meeting at New Town Village Center with themed attire suggested.

A point to point 100 kilometer trail ultramarathon across the Ridge and Valley region of southern Pennsylvania, covering Juniata River watershed and Rothrock State Forest. Organized by the Eastern States Trail-Endurance Alliance on July 11..

A summer trail race at Gunpowder State Park on July 12, 2026, listed as 7 miles with the course described as about 8 miles and crossing county lines. The route features rolling hills, water crossings and varied terrain, and field size is li..

Endless Summer 6 hour Run is a timed six hour event at Greenbury Point Nature Center in Annapolis on July 18, 2026. It is listed on the Annapolis Striders race calendar.

The 868 Estate Vineyards 10k will take place in Hillsboro on Saturday 25 July 2026. You can run between 5 and 10 kilometers.

Trail race at Button Farm Living History Center in Germantown on July 25, 2026, offering 5K and 10K courses on maintained single track with stream crossings and some rocky, rooty sections.

Trail races at Little Bennett Regional Park on August 1, 2026 offer 5K and 10K singletrack courses with hills, stream-side sections, aid stations and post race food.

Pick a 5k, 10k, or half marathon on scenic gravel trail loops with chip timing, a finisher medal and a technical shirt. Run in person or virtually, earn series points and support Operation Enduring Warrior.

A trail race in Elkridge, MD on August 15, 2026 offering 25K and 50K options on rolling single track with river crossings, aid stations with real food, and an on-site finish area with pavilions and refreshments.

Enjoy a scenic trail 5k or 10k through Leopold's Preserve in Broad Run, Virginia on Aug 23, 2026, with chip timing, medals and a tech shirt. Walkers and virtual participants are welcome and races earn points toward year long series.

Hit the forest trails at Dirt Farm Brewing on August 29, 2026 for the Inferno 5k and 10k. Tackle a scenic, technical loop, earn a finisher medal and a Dri FIT shirt, and toast with a glass of Dirt Farm beer. Virtual option available.