Southport is a historic village within Fairfield in southwestern Fairfield County, with a Metro-North stop putting Grand Central under an hour away. One of the most exquisitely preserved coastal communities in New England, its character is shaped by extraordinary Federal and Greek Revival architecture along Harbor Road and Pequot Avenue. Southport Harbor features historic shingled boathouses, moored sailboats, and a wooden drawbridge ranked among Fairfield County’s most photographed structures. The Pequot Avenue Historic District preserves one of the finest nineteenth-century New England residential streetscapes, while Southport Beach offers protected swimming with copper and gold late afternoon light. Christ Church Southport anchors the village skyline with its Gothic Revival stone tower.
The dining scene is intimate. Artisan on Post Road impresses with wood-fired contemporary American fare and precisely cooked duck breast. Southport Brewing Company on Knowlton Street rounds things out with one of Fairfield County’s finest burgers and an ambitious craft beer list in a warmly communal setting.