The Virginia Flyover - McAfee Knob - Appalachian Trail

Question: What’s the oldest hotel or inn in Virginia?

Answer: The Red Fox Inn & Tavern in Middleburg, which began operating as an inn in 1728, is known as Virginia’s oldest inn; however, the Wayside Inn in Middletown claims to be the oldest continuously operated inn in the U.S., with sections dating to the 1740s.