Trail Running calendar near Gainesville 2026-2027

A 45th annual five-mile out-and-back on the C&O Canal Towpath in Williamsport, MD, on June 6, 2026. Chip timing, a technical race shirt, and age-group and overall awards are part of the event.

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.

Combine a 5k run or walk with vineyard scenery at Corteau Vineyards. Registration includes a wine glass, medal, and a wine pour, with age group awards for top finishers. Leashed dogs are welcome on this cross-country style course.

Event Overview The Fauquier Education Farm 5K and Fun Run is a fundraising event for the Fauquier Education Farm, a 501(c)(3) organization. The organization's mission is to advance agriculture through education and best practice farming. It..

A trail race on June 19 at Button Farm in Germantown offering 6k and 12k distances around the Schaeffer Farm Trails. The event counts toward series scoring, includes chip timing, shirts and medals, and offers a virtual option.

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.

Run the scenic Puso 10K on the flat, gravel C&O Canal path in Georgetown, Washington DC. This chip-timed event benefits the PUSO Foundation and awards top finishers. All participants receive a finisher's medal and tech shirt.

Kick off the Blue Crab Bolt trail series with this scenic run at Seneca Creek State Park. Choose between a 5K or 10K course on park trails featuring lake views and streams. The event also offers a chance to support a local nonprofit charity..

This cross-country event takes place at the Agricultural History Farm Park in Derwood, Maryland. It's part of a free series for members, with paid registration available for non-members and a youth discount.

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.

The Sweet Air Trail Race features an adventurous 8-mile trail course in Gunpowder State Park. Runners will cross water and county lines on a route with rolling hills. Free registration is capped at 100 participants.

A cross country 5k and 10k at 868 Estate Vineyards with chip timing, a virtual option, race awards, and a postrace glass of wine for participants.

Tackle the flowy and fun trails at Schaeffer Farms in Germantown, Maryland. Choose from a 5K or a 10K++ course featuring single-track, stream crossings, and open fields. Enjoy post-race food, optional medals, and a festive atmosphere.

Run a festive half marathon or 5K on the scenic C&O Canal path in Georgetown. The event benefits the Purple Heart Foundation and counts towards year-long running series points. Participants receive a medal, tech shirt, and chip timing.

Explore the wooded trails of Little Bennett Regional Park in this trail run. Choose between a beginner-friendly 5K+ or a 10K course featuring single-track paths, hills, and streams. The event includes race swag, post-race food, and a free k..

Run a 5k, 10k, or half marathon on the scenic trail loops of the Third Winchester Battlefield. The event includes chip timing, a finisher's medal, and supports Operation Enduring Warrior. Walkers are welcome, and participation counts toward..

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.

Run on the flat, scenic dirt trails of Leopold's Preserve in this 5k and 10k event. Participants receive a medal, shirt, and chip timing, with points counting towards several annual series. A virtual race option is also available.

The Inferno 10k is a forest trail race on a looping course behind Dirt Farm Brewing in Bluemont. Runners tackle a route with roots, rocks, and elevation changes. Finishers earn a medal, a tech shirt, and a post race beer.

Run a scenic 5K or 8K on the trails of Creekside Farm Brewery in King George. Enjoy a post-race party with live music, a complimentary craft beer, and local food trucks. All participants get an event shirt and a souvenir pint glass.