Fairfield Connecticut Vintage Retro Cotton Canvas Tote Bag - White Logo

The four squares grew into a seat of government: Fairfield served as the county seat of Fairfield County from 1666 until 1853, its courthouse and green the legal center of southwestern Connecticut. The town lived on farming, fishing, and coastal trade, and its records carry one of New England’s notable early legal stories — in 1654 Mary Staples of Fairfield became the first woman tried for witchcraft in Connecticut, and was acquitted, thirty-eight years before the Salem trials began.

Fairfield was founded in September 1639 by Roger Ludlow, the English lawyer who months earlier had been principal drafter of the Fundamental Orders of Connecticut — adopted January 14, 1639, and often called the first written constitution in the colonies. Ludlow rode southwest from Windsor and laid out his new town on four squares — one for himself, one for the minister, one for civic buildings, one for a town common — on coastal land its native people called Uncoway, purchased from the Paugussett-related bands who had farmed and fished this shore for centuries; their descendants remain. Two years earlier the Pequot War had ended near here at the Great Swamp in present-day Southport — a final defeat in which many Pequot people were killed — and the town’s founding followed in its wake. The name the settlers chose described what they saw: fair fields, the broad salt meadows along the Sound.

Why People Visit Fairfield Connecticut

Fairfield offers a deep colonial history, a National Register town green, the Federal-era Burr Mansion and surrounding streetscape, the Greenfield Hill village preserved intact from before the Revolution, an offshore lighthouse, four miles of Sound beaches, and the original Boston Post Road running through the middle of it all. Visitors come for the museum and the green, the Federal architecture along Beach Road, the Greenfield Hill drive in apple season, the Pequot Library, Jennings Beach in summer, and the simple shoreline pleasures of a town that was founded by the lawyer who wrote America's first constitution and rebuilt itself after the British burned it down. It is layered, walkable, and very Connecticut.