Unbeatable pairing on the West End of Main Street Gloucester, MA.:

Richard Leonard’s Bananas, 78 Main Street, iconic vintage clothing store many decades in business.
Sargent House Museum, Main Street next to Bananas (entrance at 49 Middle Street), historic house and writing studio (desk) of Judith Sargent Murray, Gloucester native, born in 1751, author & playwright, equality advocate. John Singer Sargent (1856-1925), great American painter, her great grand nephew, contributed to preserving this architectural gem.