24 Must-Do September/October Races Across The U.S.

Freedom's Run, Photo: Ron Agner and Tina Dawn Stratton

Drink wine, learn about Civil War history, get muddy or raise money for cancer research by running one of these fall races. 


Annapolis Run for the Light House
Sept. 28; Annapolis, Md.

This 13.1-miler aims to raise awareness for the hundreds of homeless people in and around the Annapolis area. Benefitting the Light House, a homeless shelter, all proceeds for the half marathon and the ensuing 5K fun run will go directly toward programs such as job counseling and life skills training. An added bonus: The scenic and flat course—taking you through Quiet Waters Park, overlooking the Chesapeake Bay— is as tranquil as they come.


Freedom’s Run
Oct. 4; Harpers Ferry, W.Va.

Get a hearty dose of history by running this point-to-point marathon set in the shadows of the Blue Ridge Mountains near the confluence of the Potomac and the Shenandoah rivers. In 26.2 miles, you’ll run through four national parks, tracing a similar route taken by Confederate soldiers during the Civil War. Channel the spirit of those soldiers as you run along the flat C&O Canal and through rolling battlefields en route to freedom, er, the finish line. Rather run a shorter distance? Choose from a half marathon, 10K or 5K.

Halloween Hustle 5K
Oct. 24; Montgomery Village, Md.

Do the hustle! This 5K isn’t just any old fun run. Participants are encouraged to dress up in their Halloween finest for this out-and-back race. Aside from overall and age-group awards, there will be prizes for best adult, kids and group costumes. A 1K kids race, trick-or-treat activity and a bounce house makes this race a spook-tacular family affair.

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