Trail Running calendar near Bear 2026-2027

A trail 25k in Queen Anne, Maryland on November 21, 2026. Mostly single track with runnable hills, three aid stations, food options, and awards for the top three men and women.

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 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.

Join the 28th annual Reindeer Stampede 5k at Killens Pond State Park for a run or competitive walk. This established event supports local cross country and features festive awards and a post race party with seasonal treats.

A trail 6K through Institute Woods with a non-competitive 3K option for paces over 15 minutes per mile. Registrations are limited to 200, a fee applies, and post-run refreshments are provided.

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 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.

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.