Trail Running calendar near Chesapeake City 2025-2026

Take on the Naked Bavarian at Blue Marsh Lake in Leesport PA on March 7, 2026 with 20 mile or 40 mile trail options over scenic single track and gravel. A low cost ultra with aid stations and a chef prepared post race spread.

Blazing Saddles at Codorus State Park on March 14, 2026 offers 8 mile, 25K and 50K trail loops over singletrack and horse trails with runnable hills, mud, and possible snow. Proceeds support a local animal rescue.

Tackle the HAT Run 50K in Havre de Grace, Maryland, a scenic trail challenge with rolling single track, open fields and nearly 4,400 feet of climbing. Expect stream crossings and a rewarding day on rugged, looped trails.

Test your endurance on a 2.5 mile loop at the Genesee Valley Outdoor Learning Center in Parkton, MD, with 6, 12 and 24 hour options for solo and team runners. Enjoy farm road and grass field terrain, camping, pacer options and on site suppo..

Challenge yourself on the scenic B&A Trail in Severna Park with marathon or half marathon options on March 29, 2026. Enjoy USATF certified courses, friendly aid stations and a commemorative finisher medal.

Tackle technical single track and rolling hills in Wissahickon Valley Park with half and full marathon options. Race benefits Houston Playground youth programs and rewards every finisher with a Philly themed medal.

Run through rows of trees at Ruppert Nurseries in the Breeze Thru The Trees 5K, a scenic cross country course on a 500 acre tree farm. Enjoy a family friendly 1 mile while supporting the Montgomery County Children’s Opportunity Alliance.

Run rugged technical trails at Rockland Rad Run in Mertztown with marathon, half, 10k and 5k options. Enjoy scenic rolling terrain, Saturday off road mountain bike fun and free campsite options for a full weekend outdoors.

Run or stroll Matzah Miles on a scenic family friendly trail in Medford with a timed 5 km, one mile family walk and Kids 50 Yard Dash. Enjoy music and matzah treats while supporting inclusion through Open Hearts Open Doors.

Scenic loop racing at Piney Run Park on April 18, 2026 offers 50K, 25K, 5 mile and an 8 hour challenge on woods and meadow trails with lake views. Enjoy aid stations, finisher medals, and charitable support while racing rain or shine.

Run scenic trails at Agricultural History Farm Park for the Farm Park Challenge. Choose marathon, 25K or 3 hour, 6 hour or 10 hour lap challenges where each lap must be under an hour. Volunteers get the same swag as finishers.

Join Race4Warriors in Lewes on May 9, 2026 for 5K, 10K or half marathon courses through Cape Henlopen, Fort Miles and Rehoboth Beach. Support Wounded Warriors and homeless vets while enjoying exhibits, live music and finisher medals.

Run the Dirty German Endurance Fest in Philadelphia on May 9, a figure 8 ultra through shaded Pennypack Park with 25K, 50K and 50 mile options. Enjoy creekside trails, live accordion music at finish plus German prizes and finisher swag.

Run a half or full marathon along the shaded Pennypack Creek bike path in Philadelphia, mostly flat with a few rolling hills. Finish at Ed Kelly Amphitheater with German themed festivities, a pop up beer garden, bratwurst and a finisher med..

Loop the scenic 3.75 mile paved course at Cooper River Park in Pennsauken NJ with lakeside views and the Philadelphia skyline. Choose 12 hour or 24 hour solo and relay races, a 100 mile plus challenge, or the Glow Up Night Loop.

Run the Vineyards at Bohemia Manor Farm offers 5K and 8K courses through vineyard, river and wooded trails, with chip timing and scenic views. Finish with a souvenir wine glass and waterfront after party with live music and food trucks.

Take on the rugged MD Heat Trail Race in Elkridge with 25K and 50K options across rolling single track, technical rocky sections, river crossings and more than 2000 ft of vertical gain. Unwind at the post race party with craft beer, real fo..

Event overview The event is a 24-hour relay fundraiser for the Holy Cross Prep cross country program. The format is a relay that runs continuously over a 24-hour period. The purpose is to raise funds for Holy Cross Preparatory Academy's cro..