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"The best small town in Connecticut" (Connecticut Magazine)
Chester Village boasts beautiful shops and critically acclaimed dining. In season, Main street shuts down for an amazing farmer's market on Sundays.
Chester itself sits close to a number of recreational activities. There are great hiking trails not far from here but the best part is walking to town to grab breakfast at Simons, lunch at River Tavern and dinner at Granos! The Connecticut River is just down the street and you can take the historic seasonal Chester-Hadlyme ferry across the river.
"There are many reasons to visit this little slice of heaven in Connecticut. One thing is for sure, once you step into Chester, you will want to stay longer than you had planned." (Only In Your State)
“Solitude when you need it, engagement when you want it. Walden Pond meets Broadway.” (Morley Safer, journalist / past resident)
A bucolic town, pristine and quintessential New England. Pretty much year round this town is a destination place. This truly is one of those towns that makes Connecticut special. (Ann Nyberg's Network Connecticut)
"A compact downtown that’s beautiful, friendly, and cosmopolitan, while hugging close its small-town New England character." (Yankee Magazine)
"a jewel of a town out of a movie set- it reminds me of a quaint village of Provence, theater, galleries and great food". (Jacques Pepin, chef)
"Chester, CT is a cozy little riverside village tucked into the hills near the Connecticut River. Chester, which is a few miles north of Route 95 and Long Island Sound has the feel of a tidy European town." (Travel Guide of America)
"The tiny Artist Colony of Chester, CT. Contemporary artist Sol LeWitt, whose work can be found in most world-class modern art museums made his home here, and many others have followed. It’s the perfect place to pick up handcrafted jewelry, art, clothing, and crafts directly from the artist." (Getaway Mavens)
In 1769, Jonathan Warner was granted permission to operate a ferry across the Connecticut River that became the Chester-Hadlyme Ferry, the second-oldest continuously operating ferry service in Connecticut. Its location is currently a state historical landmark and crosses from Chester to Hadlyme, nearby Gillette Castle, a popular tourist destination with expansive views of the Connecticut River.
The 1959 film "It Happened to Jane", starring Doris Day and Jack Lemmon, was filmed in Chester. Portions of the 1971 horror film "Let's Scare Jessica to Death" were filmed in Chester, including the Chester–Hadlyme Ferry. In 2006, the Chicago Film Critics Association pronounced "Let's Scare Jessica to Death" the 87th scariest film ever made.