Trail Running calendar near Holtwood 2026-2027

A late November 2026 community 5k at Killens Pond State Park offering a 5k run walk and a competitive walking 5k with chip timing, age group awards, long sleeve shirts, and a post race refreshment selection.

A community trail race near Mt. Gretna with 5 mile and 10 mile courses on marked singletrack. Proceeds support park trail maintenance and education center improvements.

Experience a fast and flat end of year ultra at Cooper River Park. Run a paved 3.75 mile loop featuring views of the Philadelphia skyline and access to a fully stocked aid station throughout the day.

Naked Nick is a low-fee winter trail run at Blue Marsh Lake offering 25K and 50K on rolling single-track and gravel. Aid every 3 to 4 miles, manual timing, and a traditional German-style finisher memento.

Experience the rolling hills of Fair Hill Natural Resource Management Area during this winter trail event. Choose between 25K or 50K distances on beautiful single track trails with heated facilities and fully stocked aid stations.

A 50 km trail run at Hashawha Environmental Center in Westminster MD, featuring varied single-track, open fields, stream crossings and 5 aid stations. Entry for 2027 uses a lottery opening January 1, with indoor facilities and hot post-race..

A chip timed 5K at Armstrong Valley Winery on March 13, 2027. Registration includes a shirt, a portable wine glass, a finisher medal that doubles as a wine stopper, and a pour of wine.

Genesee Valley Ultra is a timed loop trail event at Genesee Valley Outdoor Learning Center in Parkton, MD. Runners choose 24 hour, 12 hour, or 6 hour formats to complete as many laps as possible on a 2 mile loop, with chip timing and awards..

A weeklong track ultramarathon at Cooper River Park with events from 6 hours to 144 hours on a USATF-certified 399.519 m track, chip timing, catered meals, vegan-friendly aid, and awards for milestone distances.

A turtle themed 5K at Hopkins Farm Brewery in Havre De Grace raising funds and awareness for the Susquehannock Wildlife Society. The trail race includes wooden participant medals, costume prizes, and an after party with live music.

Run to Remember at Piney Run Park in Sykesville uses a 5.25 mile loop for 50K, 25K, a 5 mile race and an 8 hour challenge, with aid stations and commemorative gear included; proceeds support club programs and cancer research.

A 100-mile ultramarathon on the C&O Canal towpath near the Potomac River, featuring one 40-mile loop and two 30-mile loops, staffed aid stations, low-elevation terrain, and volunteer support.

A last person standing endurance race in York, PA where runners repeat hourly loops until one remains. Entries include a designated parking and crew area, an event shirt, and a certified distance card.

Tough Mudder - Philly on May 22, 2027 at Plantation Field features 15K and 5K obstacle courses across trails, fields, and riverbed crossings. Event options include Infinity laps, VIP and group packages, spectator access, and volunteer roles..