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Trail Running Calendar near Catonsville 2026-2027

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Explore the top trail runs near Catonsville for 2026-2027! We've gathered 24 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Cancer Warrior 5K on September 26, 2026 raises funds for cancer research with an after party hosted by Independent Brewing and an early registration discount.
A 3 mile Reunion Run at Hereford High School as part of the Bull Run Cross Country invitational. The race is open to all ages and carries a $10 registration fee, with registration listed from August 24 to September 26.
October 2026
A 5.25 mile trail race at Gunpowder State Park supported by donations, featuring a steep opening climb, single-track sections and race-day registration.
Run through the historic trails of Patapsco Valley State Park in this 50K and 25K event featuring scenic courses and unique hand thrown finishers mugs.
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
Experience a mix of twisty singletrack and open farm field running in Germantown. This late autumn trail event offers three distances and a festive post race atmosphere at the historic Button Farm.
Experience a 50 mile trail race through the scenic Seneca Greenway and Muddy Branch trails in Maryland. This event features forested single track terrain and small stream crossings for dedicated distance runners.
A chip-timed 5k and 10k at Rock Creek Regional Park on November 7 with a virtual option, Dri-fit shirts, finisher medals, and proceeds benefiting The Rock Creek Foundation.
Run Through the Grapevine is an 8K cross country race at Linganore Winery in Mount Airy, Maryland on November 8, 2026. The course runs through vineyard rows and adjacent hop yards, and all finishers receive one free winery tasting.
Free BRRC GPS 5K at Herring Run Park featuring mixed paved, field and single track terrain, two river crossings, and course variations from local high school routes.
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 trail and paved 5k and 10k at Wheaton Regional Park on November 26 with chip timing, a finisher medal, technical shirt and a virtual option.
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.
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 races in Columbia MD along the Little and Middle Patuxent Rivers with 13.1, 6.55, and 3.1 mile options; registration includes a shirt, medal, and knit gloves.
February 2027
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.
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
An eight hour timed trail ultrarun on a 5.5 mile single track loop at Little Bennett Park near Clarksburg, MD. Registration opens Oct 1, 2026.
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.
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