Trail Running calendar near Hillsboro 2025-2026

Tackle the Massanutten Mountain Trails 100, a 100 mile ultramarathon in Virginia's Shenandoah Valley with over 18,000 feet of climbing on rocky, rugged trails. You get 36 hours, live volunteer timing, well stocked aid and required GPS track..

Run the Dash Through the Dirt May 16, 2026 at Carderock on the scenic C&O Canal towpath in Potomac MD. Choose 5k, 10k or half marathon on light gravel with chip timing, tech shirt and finisher coin. Proceeds benefit EOD Warrior Foundation.

Tackle 100 miles through the Massanutten Mountains and Shenandoah Valley in Fort Valley, Virginia on June 6, 2026. This rugged, volunteer run ultra features big climbs and community support for those chasing a 24 hour 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.

Run under the stars in Prince William Forest Park at the OSS/CIA 50 Mile Night Run, with 50 mile, 25 mile and 10 mile options on scenic single track and fire roads. Expect rugged trails, moonlit views and well stocked aid stations.

Hit the scenic B&A Trail in Severna Park for a marathon or half marathon on March 29, 2026. Enjoy wooded waterfront trails and a lively finish at Severna Park High School hosted by the Annapolis Striders.

Take on the MD Heat Trail Race in Patapsco Pickall near Elkridge with 25K and 50K options on rolling, technical single track with river crossings and rewarding climbs. Relax at the finish with food, beer and a festive post race vibe.

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.

Sprint or stroll through scenic countryside at the Sasquatch Preservation Trail Run 5K and 10K in Seven Valleys, Pennsylvania on September 12, 2026. Celebrate the 15th running with trails for every level and watch for registration details.

Run to the Taproom at Creekside Farm Brewery in King George offers 5K and 8K trail runs through a scenic farm along the Rappahannock River. Finish with live music, food trucks and a complimentary beer for participants 21 and over.

Trails 4 Tails at Codorus State Park offers a scenic, rolling course for the 40 mile ultra, team relay or 25K with mixed singletrack, fields and lake views. Full aid station, camping and nearby lodging make it a fun day on the trails.

Run scenic, historic trails in Patapsco Valley State Park with 50k and 25k options plus virtual entries that include same shirt and award. Enjoy well stocked aid stations, volunteer support, and a festive finish near CCBC Catonsville.

Halloween Horror 5k & 10k returns to Conway Robinson State Forest Park in Gainesville, VA, offering a forest trail race with a Halloween theme. The event features 5k and 10k distances, with the 10k being two laps of the 5k course. The loop..

Fire on the Mountain features 50K and 25K trail races through scenic, rugged Green Ridge State Forest near Little Orleans MD on November 1, 2026. Registration opens Feb 2, 2026 and a fall training run on Sep 27 uses the red trail for roughl..

The Catonsville High School XC Turkey Trot will take place in Catonsville on Thursday 26 November 2026. You can run 5 kilometers.