Choose Between Two Options
- $29 for a winter whiskey tasting for two ($58 value)
- $55 for a winter whiskey tasting for four ($116 value)
Each person receives four 1-ounce pours of whiskey. For a more personalized experience, it is recommended to visit between 2–5 p.m. or 10 a.m.–2 p.m. when it is less crowded.
Nestled in the heart of the district, Boss Shepherd' menu reads like a greatest-hits selection of Southern-influenced cuisine. including fried chicken the Washington Post called "the perfect American meal." The chefs aren't limited to chicken, though; other offerings include maple-pork tenderloin, shrimp 'n' grits, and North Carolina trout. The bar also stocks two 5-gallon barrels of A. Smith Bowman whiskey and 92-proof Catoctin Creek roundstone rye; keeping with the restaurant's farm-to-table philosophy, both are made nearby in Virginia. The bar also serves local craft brews and 35 wines by the glass.