Referred as the “Vermont, within 60 miles of New York City,” it is 32 square miles of winding country roads, somw officially designated as “scenic.” Over 25 percent of the town’s land is permanently preserved open space, giving Redding a strikingly peaceful and rural character. With two state parks and hundreds of miles of walking trails, the beauty of New England can be enjoyed in all seasons. After a day outdoors, restaurants and businesses on Main Street in the Georgetown section of Redding beckon for another way to enjoy the town’s charm.

Redding has a total area of 32.1 square miles (83 km²), of which 31.5 square miles (82 km²) is land and 0.6 square miles (1.6 km²), or 1.75%, is water. Redding borders Bethel, Danbury, Easton, Newtown, Ridgefield, Wilton and Weston.

Four streams flow south through Redding toward Long Island Sound: the Aspetuck River, the Little River, the Norwalk River and the Saugatuck River.  The Saugatuck River flows through the Saugatuck Reservoir, Redding’s largest body of water which stretches south into Weston. The reservoir was created in 1938 through the flooding of a portion of the Saugatuck River Valley.

Samuel Clemens, who lived in Redding from 1908 until his death in 1910, contributed the first books for what would become the Mark Twain Library. The Mark Twain Library Association has retained some 200 of the original 3,000 volumes Clemens donated, along with other artifacts he owned.