New Milford

If you're approaching the Litchfield Hills from the south, New Milford is a practical starting point to begin a visit. It was also a starting point for a young cobbler named Roger Sherman, who opened his shop in 1743 at the corner of Main and Church streets. A Declaration of Independence signatory, Sherman also helped draft the Articles of Confederation and the Constitution. You'll find shops, galleries, and eateries all within a short stroll of the New Milford green.