Litchfield Hills, CT
Gentility oozes from the Arts & Crafts-style homes and mannered landscapes of the Litchfield Hills region. It’s plush with galleries, covered kissing bridge, and wineries.
The area’s beloved towns include New England’s top leaf peeping location (Kent), for Fall Foliage, and the inspiration for Stars Hollow, the town featured inGilmore Girls’ Washington.
Other quirky things to discover include the Bantam Cinema, the oldest continuously operating movie theatre in the state; and the Lime Rock Park Race Track where Paul Newman raced.
Hardcore antiquers can get their thrift on at Woodbury, a town with over 40 dealers and 15 stores.