Many historical elements visible on landscapes today, such as structures, vegetation, waterways, and landforms, sometimes give the impression of having survived substantially unchanged since their beginnings centuries ago. Moreover, this aura of “timelessness” is often deliberately encouraged by various means, for multiple and complex reasons. The movement for historic preservation (of aged buildings and, more recently, their surroundings), that grew in the United States from around the mid-19th century, has been a participant. Manifestations of this important historical trend are explored here through the lens of gender by looking at the materiality of cultural change on the landscape of the village and the homelot of the Frary House/Barnard Tavern in Deerfield, Massachusetts, along with several human agents.