A lovely old town snuggled on the banks of the Connecticut River where it merges with the Long Island Sound, Old Saybrook dates all the way to 1635, when it was just a Saybrook Plantation independent colony. Incorporated in 1854, Old Saybrook is the place where Yale University was founded as the Collegiate School and the place where people from Boston and New York come during the weekend to enjoy the colorful marinas, great beaches and lovely Main Street with its eclectic shops and restaurants. If you are traveling with kids, they will love the mini-golf at Saybrook Point and the historic Saybrook Breakwater Light. Try to catch a performance at the Katharine Hepburn Cultural Arts Center and Theater, take a bike ride along the river or try several kinds of fudge on the Main Street.

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