Baltimore
Trail Running Calendar near Baltimore 2026-2027
Explore the top trail runs near Baltimore for 2026-2027! We've gathered 17 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A backyard ultra at Shawan Downs where runners repeat a 4.1667 mile loop each hour until one runner completes a lap alone and is declared the sole finisher.
November 2026
An annual cross-country 8K at Linganore Winecellars in Mt Airy with a course through the winery grounds, post-race refreshments, awards, and a sweatshirt premium.
A free BRRC 5K cross country at Herring Run Park on November 15, 2026, with an XC style start, mixed surfaces, river crossings, and volunteer-supported turns.
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 timed 5k and 10k at Wheaton Regional Park with mixed-surface out and back courses, medals, chip timing, a virtual option, and series points.
A Thanksgiving Day 5K at Eastern Regional Park in Middle River with two laps on mixed paved and natural paths and registration options that include a hat and medal.
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 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
Trail 5K and 10K at Terrapin Nature Park with gravel routes and Chesapeake Bay Bridge views, chip timing, medal and technical shirt, and a post race brewery drink.
February 2027
A 50K trail event in Elkridge, MD run as six 5.179 mile loops with relay teams of two to six and a stocked aid station.
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.
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 trail event at Piney Run Park featuring a 5.25 mile loop repeated for a 50K, 25K, 5 miler and an 8 hour challenge.
A cross country 5K at Red Shedman Farm Brewery on the Linganore Winecellars grounds, with a technical quarter zip and one pour for finishers and on-site picnic and tasting options.