Maryland
Maryland Trail Running Calendar 2026-2027
Explore the best trail runs in Maryland for 2026-2027! Our updated list features 67 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
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 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.
Trail 5K and 10K in Wheaton Regional Park on November 26, 2026, with virtual options and series points for year-long and fall standings.
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
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.
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.
In-person 5K, 10K and half marathon at Carderock Recreation Area in Bethesda on January 23, 2027, with virtual options and series points.
Scenic 5K and 10K in Stevensville, MD on January 23, 2027 with forest and sandy sections and a post race gathering at Cult Classic Brewing.
February 2027
Scenic 5K, 10K and half marathon along the Potomac in Potomac MD on February 13, 2027 with virtual options; park entrance fee not included and walkers are 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.
Club-based 10-mile competition at Howard Community College where runners score points for RRCA clubs, with awards by club and a 2h10m cutoff.
In-person 8k and 16k races along the Potomac River and C&O Canal path in Potomac, MD, with virtual options and post-race waterfall views.
March 2027
An annual eight-hour timed trail event at Little Bennett Park near Clarksburg, MD, run on a mainly single-track 5.5 mile loop.
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.
A timed mountain trek at Wisp Resort offering 7, 14, 21, and 28 mile loop options with a 10 hour limit; well marked trails, optional weighted vests for bonus swag, and finishers receive a shirt, patch, and medal.
A memorial running event at Piney Run Park near Sykesville offering 50K, 25K, a 5-mile loop, and an open 8-hour lap challenge with stocked aid stations.