Weymouth offers a glimpse into the history of the Bay State’s second-oldest town through one of the most nostalgic media of the early twentieth century: postcards. Between 1902 and 1965, almost anyone or anything of significance in Weymouth was captured by local postcard publishers, such as Hunt’s News Room. The cards showed nearly every aspect of life in Weymouth, from maritime commerce and railroads to town fairs and harness racing. With images of local churches, elaborate homes of the early twentieth century, trolley cars, sailboats, and Weymouth war heroes, this compilation, created from the authors’ collection of more than eight hundred Weymouth postcards, offers something for collectors and residents alike.