The Winchester Historical Society is located at the Solomon Rockwell House at 225 Prospect Street.
Civil War Monument and Park dedicated September 11, 1890, to honor the Winsted residents who fought in the Civil War. Location: Crown Street
National Main Street Downtown: Main Street, 1.5 mile long downtown commercial district, contains a collection of circa late 1800s/early 1900s buildings which house a variety of restaurants, antique shops, a bistro movie theater, bowling alley, Northwest Connecticut Community College, and several historic and beautiful churches, all paralleling the Mad River. Location: Rt. 44
Typical New England Town Green surrounded by historic buildings and Northwest Connecticut Community College. Location: Corner of Rt. 8 and Rt. 44 in Winsted, CT
Bridge Street/Prospect Street Rail Trail: Walkway along the Mad River with plaques depicting the 1955 flood and the old railway.
Quintessential New England hamlet located in the hills of the southern Berkshires. Location: State Rt. 263
440-acre resort-style lake with two public beaches and a State boat launch. Location: Lake Street/East Lake Street
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