Litchfield County, Connecticut, is home to a couple of dozen excellent schools catering to just about every need. The setting about 90 miles north of New York City is convenient to one of the largest metropolitan areas in the world. Picturesque vistas, rolling hills, ancient stone walls as well as quaint New England villages and towns dot the county's landscape. Plenty of acceptable restaurants and accommodations can be found for those inevitable parents' weekends and other family occasions.
- Canterbury Schoool, New Milford
- The Glenholme School, Washington
- The Forman School, Litchfield
- The Gilbert School, Winsted
- The Gunnery, Washington Depot
- The Hotchkiss School, Lakeville
- Indian Mountain School, Lakeville
- Kent School, Kent
- Litchfield Montessori School, Northfield
- The Marvelwood School, Kent
- Rumsey Hall, Washington Depot
- Saint Anthony School, Winsted
- Saint John the Evangelist School, Watertown
- Saint Mary Magdalene School, Oakville
- Saint Peter School, Torrington
- Salisbury School, Salisbury
- South Kent School, South Kent
- The Taft School, Watertown
- Washington Montessori School, New Preston
- The Woodhall School, Bethlehem