10 Most Charming Small Towns in Connecticut

Greenwich, Connecticut: Known for arts, cultural attractions, beaches, festivals, and shopping on Greenwich Avenue.

Stonington, Connecticut: Charming seaside village with beaches, historic homes, and vineyards like Stonington Vineyards and Saltwater Farm Vineyard.

Washington, Connecticut: Small-town vibe with cultural scene, surrounded by Berkshire Mountains, Lake Waramaug, and Mayflower Inn & Spa.

Mystic, Connecticut: Seaside village with Mystic Seaport, Mystic Aquarium, charming shops, and foodie hotspots.

New Canaan, Connecticut: Arts attractions like Grace Farms and The Glass House, plus a picturesque downtown.

Old Saybrook, Connecticut: Oldest town with historical sites, Saybrook Point Resort & Marina, and Katherine Hepburn Cultural Arts Center.

Simsbury, Connecticut: New England town with historic downtown, Talcott Mountain State Park, and Heublein Tower.

Westbrook, Connecticut: Quaint shoreline town with beaches, water sports at Black Hall Outfitters, and Water's Edge Resort & Spa.

Kent, Connecticut: Balance of old and new with boutique lodgings like The Kent Collection and outdoor attractions like Kent Falls.

Litchfield, Connecticut: Late-18th-century town with historic central green, attractive restaurants, and West Street Grill.