Below we’ll list 10 small towns throughout Connecticut we think you should visit in 2020. Some of these may be popular shopping and dining destinations, others may be more off the beaten path. The main requirement to make our list is to have a population of 25,000 or less(roughly) and have some form of downtown or center of town. Time to go exploring! Towns appear in no specific order.

Chester

Located In Middlesex County, Chester is home to a river ferry boat, state forest, lakes, local airport, nationally recognized theater, history museum, library, and even a recycled house. Boutiques, restaurants and a local brewery also line their historic Main Street.