Welcome to The Headmaster's Pub

First things first...we have an extensive beer selection, featuring choices from East Coast staples Devil’s Backbone, Flying Dog and Troegs breweries. We're the only spot in Sperryville with live music every weekend, featuring local up and comings, as well as tried and true Rappahannock rock stars -- come jam with us, we guarantee a good time.  While you're here, show off your skills on the pool table or at the dart board. The pub is located in the Sperryville Schoolhouse building, not far from Shenandoah National Park. There’s plenty to stop and see while you’re in town. Have a glass of wine or a delicious draft brew before visiting a local gallery at Haley Fine Art or River District Arts. Check out our Connect With Us page for links to other local attractions.