Maryland
Maryland Trail Running Calendar 2026-2027
Explore the best trail runs in Maryland for 2026-2027! Our updated list features 74 exciting trail runs across the region. Find your next trail run in Maryland below and join the trail community at these great events!
November 2026
A Thanksgiving morning 5K at Eastern Regional Park in Middle River with two laps on mixed paved and natural trails; open to all ages, $15 registration fee.
December 2026
Timed trail ultra on 12/05/2026 at Little Bennett Regional Park with 5 hour and 9 hour formats, relays, and a 4.5 mile race.
Eight hour trail endurance race at Terrapin Nature Park where each 2.8 mile lap fills a participant stocking with surprises and top finishers earn awards.
A 13.1 mile out and back on the C&O Canal Towpath at Carderock Recreation Area with online registration, two water stops, live timing, and post-race refreshments.
A 15K trail race at Quiet Waters Park in Annapolis on December 13, 2026, part of the Championship Series with special rates for Striders members and race day registration.
A community New Year's Eve event in Bel Air offering a self-timed 5K at Cedar Lane Park with a family countdown and a sparkling cider toast after the run.
January 2027
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.
Chip timed 5K, 10K and half marathon along the C&O Canal at Carderock Recreation Area with medals, technical shirts, water stations and series points.
Scenic gravel 5k and 10k at Terrapin Nature Park with chip timing, finisher medal, virtual option, and a drink ticket for Cult Classic Brewing.
Trail races on January 31, 2027 in Columbia MD along the Little and Middle Patuxent Rivers with half marathon, 10K, and 5K distances.
February 2027
A road event in Potomac, MD on February 13, 2027, with 5K, 10K and half marathon options, riverside routing, virtual entries, and walkers and strollers welcome.
A trail 5K on February 20, 2027 at the Wicomico Ranger Station in Parsonsburg, MD that raises funds for 4STEPS therapeutic riding programs, with age/gender prizes in Amazon gift cards and a $32 registration fee.
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 food.
Loop trail races at Saint Marys Lake near Leonardtown, MD offering 17K, 34K, and 50K options with marked trails, aid stations, and on-course support.
Scenic 8k and 16k along the Potomac River on the C and O Canal path with chip timing, a virtual option and series points.
Experience a rugged trail run through the wooded hills and rolling terrain of Rockburn Branch Park with options for 5 mile and 10 mile distances.
March 2027
Eight hour timed trail event at Little Bennett Park in Clarksburg, MD, run on a primarily single track 5.5 mile loop where runners may complete one or many laps.
A spring trail 50K at Susquehanna State Park with two identical loops, about 4,300 feet of climbing and several stream crossings, supported by aid stations and volunteers.
April 2027
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 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.