Litchfield is Connecticut's best-preserved late 18th-century town and the site of the nation's first law school. The town itself converges on a long oval green, and is surrounded by lush swaths of protected land just asking to be hiked through and picnicked on.
Founded in 1719, Litchfield prospered from 1780 to 1840 on the commerce brought by stagecoaches en route between Hartford and Albany, NY. In the mid-19th century, railroads did away with the coach routes, and industrial water-powered machinery drove Litchfield's artisans out of the markets, leaving the town to languish in faded gentility. Today, farming and tourism rule the roost.