With more than 230 years of history, Cheshire Academy has a wealth of stories. From personal anecdotes to monumental speeches to points of pride that show how our faculty, staff, students, and whole community have shaped – and been shaped by – the world around us.  

During his 37-year teaching career, Robert “Chip” Boyd P’98,’10 has held CA’s history dear. Now, as alumni engagement associate, Boyd shares these “Cheshire Stories,” memories and musings from alumni, faculty, and friends. Some are pulled from the history books and news accounts, while others stem from casual conversations. No matter the source, they all speak to Cheshire’s lasting legacy.