Best Connecticut Coastal Towns



Connecticut’s oldest shoreline town sits at the crossroads of New England’s longest river and Long Island Sound. This might be a radically different place if Yale University had remained where it was founded. Instead, Old Saybrook is a posh yet friendly residential community where you can vacation like a local. Even though nonresidents can’t park at Town Beach, in-the-know out-of-towners stroll there at low tide from Harvey’s Beach, which is open to day visitors. Stay at Saybrook Point Inn, and you’re steps from the site of Connecticut’s first fort and from the Old Saybrook Causeway, the town’s most scenic walk. Or slumber at the circa 1746 Deacon Timothy Pratt Bed & Breakfast, which is joined on Main Street by classic homes from several architectural periods. You’ll be close to restaurants, shops, and the Katharine Hepburn Cultural Arts Center, an intimate theater named for the late Oscar winner who once called this seaside village home.