The Bailey House in Annapolis Royal, Nova Scotia, offers travellers a rare opportunity to explore the deep roots of North American history in an intimate, beautifully preserved setting. Built in the early 19th century atop the stone foundations of a 17th-century structure, the house stands on the former waterfront of the seigneurial domain of Port Royal—the oldest lordship in North America, established under the French regime. This unique location places the Bailey House at the heart of early European settlement in Canada. Port Royal, founded by the French in 1605, was the capital of Acadia and among the first permanent European outposts on the continent—older than Jamestown and Quebec. The land surrounding the Bailey House was once part of the French seigneurial estate, where Acadian settlers lived under a feudal-style system imported from New France. When the British took control of the region and Loyalists from the newly formed United States began arriving after the American Revolution, Annapolis Royal evolved into a layered colonial town shaped by French, Acadian, and British influences. The Bailey House, with its refined Georgian architecture and commanding views of the Annapolis Basin, reflects this rich blend of cultural legacies. Today, visitors can enjoy its period furnishings, original woodwork, and tranquil gardens, all while standing on land that has witnessed over four centuries of North American history. For travellers interested in New France, the Acadian story, or the Loyalist era, the Bailey House offers a one-of-a-kind heritage experience in one of the continent’s most historic towns.