Imagine returning to the warmth, elegance, and luxury of the award-winning Chestnut Hill Bed & Breakfast in Orange, Virginia after an exhilarating day exploring some of Virginia's most recognized vineyards, quaint shops, numerous historic sites, and monuments throughout Orange County including James Madison's Montpelier.

At this charming Charlottesville area bed and breakfast, share your experiences and get acquainted with your hosts and fellow guests during our evening wine & cheese event, wander down to our library and escape with a good book, or perhaps you need to finish that last-minute work in our business center.

ABOUT Chestnut Hill Bed & Breakfast:

The Inn at Chestnut Hill was built in 1860 by a local tanner named Alexander Daley, who was one of the founding members of the Town Council here in Orange, Virginia. The name Chestnut Hill came from the abundant Chestnut trees located on the property. Unfortunately, those trees were destroyed during the blight of 1910.

In 2003, the home was sold by way of absolute auction to Troy & Kathleen Ayers. One of the terms of the sale was that the new owners must move the house to an adjoining piece of property to make way for an access road to ease traffic congestion for the new Prospect Heights Middle School. With renovations finally complete, we are honored to announce that Chestnut Hill has been placed on Virginia's Register of Historic Places.