It’s Fall Festival Season! Best Fall Festivals in Maryland, DC & Virginia

Festivals abound in the fall during the harvest season. Here in Washington, D.C., Virginia, and Maryland you’ll discover dozens of fall festivals for each weekend of this breezy season. Before you head out to one of the many fall outings in this eastern area, consult this list of some of the most popular events. Who knows, you might even catch us at one! (Check out our illustrious history of events.)

DC Area Fall Festival – Truckeroo

logo of truckeroo event

Now through October, Truckeroo will be rolling through Washington, D.C. during this annual food truck extravaganza. Featuring at least 20 food trucks originating from D.C. including TaKorean, Curbside Cupcakes, BBQ Bus, and Sinplicity Ice Cream, this is one of the tastiest fall festivals to hit D.C.

In addition to delicious offerings, Truckeroo offers several family friendly games, live music and a full bar on location. Admission is free for all, but you will have to purchase any foods or drinks at Truckeroo, located on M Street SE and Half Street.

Fall Festival in Virginia – Grottoes Bluegrass Festival

person playing banjo

The 29th Annual Grottoes Bluegrass Festival will take place September 4 to 6 at Grand Caverns Park. Brought to you by the Shenandoah Valley Shriners, the proceeds for this fall festival go to support the Shriner’s Children’s Hospitals. Bring your dancing shoes as The Travelers, Jerry Butler & the RJ’s, Lonesome Highway, and Little Mountain boys will be performing. The Grottoes Bluegrass Festival will be held rain or shine.

Fall Festival in Maryland – Farmer’s Market

vegetables at a farmer's market

Now through September, the Our Local Bounty’s Farmers Market will be held every Saturday morning from 8 am to noon. Come out to congregate with your Croom community members while you shop for seasonal produce. In addition to locally grown fruits and vegetables, artists and crafters sell their wares at this festive event. The festival is located on St. Thomas Church Road at St. Thomas’ Parish. Don’t forget to look for the freshly baked bread that is sold each Saturday.

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Posted by gotügo   |   Filed under: Events
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