Chatham ranks among the ‘15 Best Small Towns to Visit in 2022′, ... and Maps of Antiquity, ... Chatham, Massachusetts (pop. 6,594) Tropical Small Town: ...

Dining. Lined with boutiques, galleries, ice cream shops, and eateries, downtown Chatham is a true walking villages. For relaxed family-friendly fare, you can't go wrong with the Chatham Squire.