8. Natucket Bookworks
Nantucket Bookworks is just a few blocks away from the NHA Whaling Museum in downtown Nantucket. Patti Claflin and her husband, Prentice, opened the original store in 1972 in the basement of the Mooney Building. Not long after, they moved the store to 25 Broad Street, where it remains. Wendy Hudson, the current owner, first fell in love with the bookstore when she was twelve, after visiting the island aboard her grandfather’s boat. She began working as a part-time bookseller in the 1990s, around the same time she cofounded Cisco Brewers with her husband, Randy. Several years later, at the stroke of midnight as the new millennium was ushered in, she became owner of the store.