Josiah Day was the first owner of the Old Day House. It was built in the location that the house of the former Woodbridge property sat on. The 17th century kitchen of that old house still remains, noted by the signature walk-in fireplace. He and his wife, Hannah, lived in it with their kids until it was passed to their son, Aaron Day. Aaron Day lived in the house with his wife, Eunice, until it was passed to their son, Aaron Day.
The younger Aaron Day and his wife Anne lived in the house until they passed. They had six children in total, but the children that lived the longest are the Four Day Sisters: Lucinda, Lydia, Eunice, and Amanda. Lucida was the only sister to live in the Day House for nearly her entire life, never marrying.
The Day Family wasn’t famous, but was certainly well known within the town. When Josiah Day owned the house, Reverend Lathrop frequented the house so often that he had a chair reserved for him with the family bible. Today, his death mask remains with the house as a reminder of his importance to the family. Even the younger Aaron Day, who was a farmer, was often asked for his advice because of his sound judgment and more than average education. He was in multiple positions in the town office and was the first person questioned when it came to matters concerning the church. He was a very kindhearted man who often lost money by loaning money and signing notes to friends.