Boss Shepherd's Restaurant & Whiskey Bar

We are so convinced you'll love our food we're offering a $25.00 certificate toward your first meal. Just text "Boss" to 38470 to receive our gift to you and to join our Governor's Club with monthly members-only exclusive deals and offers (we never spam!). Boss Shepherd's is instilled with Chef Waybright’s southern inspiration, our menu boasts fresh takes on time-honored, rustic classics using farm-to-table ingredients. Offering a diverse beverage selection, our back bar features two 5-gallon barrels of A. Smith Bowman reserve whiskey as well as the renowned Catoctin Creek roundhouse rye (92 proof). Our beer selection emphasizes local breweries’ concoctions such as Port City’s oyster stout and DC Brau’s golden ale, and specialties from Flying Dog Brewery and Atlas Brew Works. Alongside the whiskey and beer programs, Boss Shepherd’s offers an extensive wine list of 35 American and international wines by the glass pour.