Trail Running calendar near Leonardtown 2026-2027

Join this annual community trail run through the wooded trail network of Potomac Shores. Residents and guests can choose between 5K and 10K courses for a free morning of outdoor activity in Dumfries.

Experience the scenic beauty of Pocahontas State Park at this trail festival featuring a loop course 10k and half marathon. Enjoy runnable trails and professional timing in a picturesque Virginia forest setting.

Experience a unique trail run through 1600 acres of former prison grounds at Laurel Hill Park. Choose between 5.4 or 10 mile distances on scenic singletrack featuring historic guard towers and open meadows.

Run or walk the trails at Pohick Bay Regional Park on October 4, 2026, with in-person 5K and 10K options plus several virtual entry choices and tiered registration fees.

A Halloween themed 4 mile trail run and hike at York River State Park on October 10, 2026. The new trail features single track, river views and rolling hills, with finisher medals for all and a two hour time limit.

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.

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.

Harvest Hills on October 17, 2026 features 5K, 10K and a half marathon at Laurel Hill Park in Lorton, VA. Walkers are welcome and virtual entry options are offered with medal and shirt choices.

Marathon and half marathon at Fletcher's Cove on the C&O Canal Towpath, featuring a mostly flat, Boston-qualifying out-and-back course with riverside views, organized by the Safety And Health Foundation with cash and age-group awards.

A scenic, flat 5K and 10K at Bluemont Park in Arlington on October 17, 2026. Walkers and strollers are welcome and virtual race options are available with and without medals and shirts.

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.

Community trail event at Camp Barnes in Frankford, Delaware offering 6.2 and 3.1 mile runs, 1 to 3 mile family walks, and a Kiddie Color Run. Post race lunch and live bluegrass music support Mariners Bethel youth ministries.

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.

A 24-hour loop endurance race in Williamsburg, VA on certified 2.215-mile loops, with distance awards, on-site support, team tracking, and proceeds benefiting The Arc in Williamsburg.

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 5K and 10K at Conway Robinson State Forest in Gainesville, VA on October 25, 2026. Walkers are welcome and virtual entry options with medals or shirts are available, with fees that vary by registration date.

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.

The Low Key Halloween Haunts will take place in Charles City on Sunday 25 October 2026. You can run between 3 and 6 miles.

A scenic 5K in Rocketts Landing, Virginia, along the Virginia Capital Trail with views of the James River. The event includes in-person and virtual entry options with medal and shirt choices.

Experience a mix of twisty singletrack and open farm field running in Germantown. This late autumn trail event offers three distances and a festive post race atmosphere at the historic Button Farm.