Trail Running calendar near Highfield-Cascade 2026-2027

A themed Forrest Gump fun run at Lakeside Loop in New Town Village, Owings Mills, offering a full 4.4-mile loop or a 1-mile out-and-back option. The event is free and participants are encouraged to wear the red hat, yellow top and red short..

A 100 kilometer point to point trail ultramarathon in southern Pennsylvania, Ironstone 100K crosses the Ridge and Valley region into Rothrock State Forest and includes extended backcountry sections, aid station updates, and a finisher flann..

Trail-based 5K and 10K at Rock Creek Regional Park in Derwood, MD, with virtual entry options and listed registration fees. The event also collects donated race medals for Medals4Mettle.

A 5K and 10K held at Nottoway Park in Vienna on July 11, 2026, with in-person and virtual entry options; published registration fees vary by entry date and include mandatory charges.

A summer trail race at Gunpowder State Park listed as 7 miles, with water crossings that move between Harford and Baltimore counties. The course includes rolling hills, faster sections and occasional mud, and field size is limited to 100 ru..

An indoor 3k obstacle course at New Holland Arena with over 25 obstacles and a three-band scoring system. The event is a USA OCR Team Qualifier, uses chip timing, and offers a $4,000 prize purse for Elite competitors.

Seventh annual trail races at Faylor Lake in Beaver Springs with 3.75 mile and 7.5 mile courses that cross dam, timber, field and shallow lake water. Postrace food and lake activities are available and proceeds support youth conservation pr..

A six-hour endurance run at Quiet Waters Park in Annapolis, offered as solo or three-person relays on an approx. 4.25-mile shaded loop. The event donates a portion of entry fees to the Semper Fi Fund and provides a bucket hat and a registra..

A 5K and 10K run around the grounds of 868 Estate Vineyards in Purcellville, Virginia on July 25, 2026. Virtual entries and tiered registration options are offered, including choices for medals and shirts.

Experience the twisty single track and scenic farm fields of Germantown at this trail running event. Participants can choose between two distances while supporting local non profits in Montgomery County.

A 5K and half marathon run along the Chesapeake & Ohio Canal path in Georgetown Washington DC on July 25, 2026. Walkers are welcome and virtual entries are available with medal and shirt options.

Trail races on the Lost Turkey Trail near Blue Knob State Park in Pennsylvania offer a 50K point to point, a 13.1 mile loop and a 10K(ish) option on single track and double track terrain.

A four-event summer trail series in Lancaster County that is not a race. Participants choose their distance on local trails and return to a Common tent for breakfast, hydration, and social time.

A community 5K trail run at Rock Creek Picnic Shelter in Derwood, MD, on July 26, 2026. Part of the PAMOJA Weekend, the event highlights unity, culture, wellness and community connection.

Run through the wooded singletrack trails and streams of Little Bennett Regional Park in Maryland. Enjoy a community atmosphere with professional timing, post race breakfast burritos, and distances for different experience levels.

Trail 5K, 10K and a half-mile kids run at Miller Plant Farm in York, PA, on mixed farm and wooded surfaces; overall and age-group prizes, produce samplers for 5K/10K entrants, and 100% of proceeds benefit the WellSpan York Cancer Patient He..

Trail races of 5K and 3K at Codorus State Park Marina organized by Delone Catholic High School's cross country team; early registration includes a T-shirt and goodie bag and proceeds support several local funds.

An 8K cross-country race at Anne Arundel Community College on August 2, 2026, part of the Annapolis Striders Championship and Maryland/DC RRCA Grand Prix Series, with pre-registration fees and race day registration available.

A road and virtual event on August 8, 2026 at 251 First Woods Drive in Winchester, VA offering 5K, 10K, and half marathon distances with virtual options. Walkers are welcome and registration fees increase closer to the event.

A 6K cross country race beginning and ending at Death Ridge Brewery, using parts of the Verdun Adventure Bound course. The event features varied trails, ponds and bridged streams, race shirts for early registrants, and awards with proceeds..