Sign for the Wayside Inn, 7783 Main Street (U.S. Route 11) in Middletown, Virginia. This establishment first opened in 1797 and was known as Wilkenson’s Tavern. Jacob Larrick bought the inn and renamed it Larrick’s Hotel, after himself. In the early 1900s, a new owner expanded and modernized the hotel and called it the Wayside Inn. Today it’s owned and operated by Becky and George Reeves.