Trail Running calendar near Havre de Grace 2026-2027

A fall trail event at Trap Pond State Park featuring a 4.5 mile loop on the Bob Trail and a 2 mile walk. Participant fees support Legacy Academy.

Trail races at Rosaryville State Park in Upper Marlboro offer 20K and 50K on a 9.5 mile single track with wooded scenery, aid stations, a nearby drop bag area, and participant limits and time cutoffs.

A one day trail festival at Independence Park on November 15, 2026, offering multiple distance races, 3 hour and 6 hour lap events, and a 2 mile walk. Live music, food trucks, and local vendors support East Vincent Parks.

A 5K cross country race at Herring Run Park on November 15, 2026, featuring mixed paved, field and technical single track surfaces. Entry is free and donations are accepted for scholarships and Friends of Herring Run Parks.

A 25K trail race in Queen Anne, Maryland on November 21, 2026, organized by Algonquin Ultras and the Centreville Crushers. The mostly single track course features runnable hills, rooty and muddy sections, three aid stations, and awards.

Experience riverside singletrack at Riverbend Park with 5 and 10 mile trail races. This event offers scenic Potomac River views, a dedicated kids program, and professional race support in a beautiful natural setting.

A 5K and 10K held November 22, 2026, on the flat Carderock section of the C&O Canal Towpath in Potomac, MD. Walkers are welcome and virtual options with medals and shirts are available.

Celebrate Thanksgiving with a cross country style race through scenic Catonsville. Support the local high school running program with a chip timed 5K or a 1 Mile Family Fun Run for all ages.

A trail 5K at Autumn Lake Winery in Williamstown, NJ on Thanksgiving morning with dirt, grass, and sand underfoot. Awards for the top three male and female finishers, free entry for kids 14 and under, and a portion of proceeds support Lucky..

A cross country style 3 miles race at Anthony Campanella Park in Vineland, NJ, welcoming runners and walkers of varying ages. Awards for top overall finishers and multiple age groups; online registration with several payment options.

A trail and canal run near Great Falls, Maryland on November 26, 2026 covering about 10 miles with options to shorten. Entry opens November 12 and is capped at 29 runners; entrants receive course instructions before the run.

A historic Schuylkill Navy road and cross country race covering 5 and 5/8 miles of hilly and grassy terrain along Kelly Drive and Belmont Plateau. Club eligibility, multiple age divisions, team scoring, posted results and an on site awards..

FSX Black Friday 100 is a one-day ride and run on the Fifth Street Cross course in Emmaus, offering distances from 10k to 100 miles plus relay and mixed run and ride options. Entry is $25 plus a 6-pack or a $20 prize pot contribution.

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.

Trail races at Clarence Schock Memorial Park in Mount Gretna feature marked 5 mile and 10 mile courses with significant elevation gain, and all proceeds support park trail maintenance and the education center.

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.