Wynway Hall, a guest house in Williamsburg, Virginia, was located at 333 Richmond Road. The hHome was built in 1925 by Miles Wills Wynne. Initially, the first floor of the home was occupied by his family, with two apartments on the second floor and two dormitory rooms on the third floor. With the restoration of Colonial Williamsburg in the early 1930s, Wynway Hall opened up to tourists. The house featured 12 guest rooms, 4 bathrooms, and the house was furnished with 18th and 19th century antiques.

During World War II, the rooms were let out to service men and their wives. After the war, the house returned to overnight accommodations for tourists. The business continued in full operation through 1962, with limited accommodations available until 1969. At that time, the house was renovated and made into four apartments.

When the house was purchased in 1925, there was a barn used to stable horses or mules used in the paving of Richmond Road in the 1920s. In 1949, the barn was renovated and turned into the Jack and Jill Nursery and Kindergarten, and was operated by Cary Wynne Boelt, daughter of the builder, from 1949 to 1975.