Winchendon, nicknamed Toy Town, is a town in Worcester County, Massachusetts, United States. The population was 10,364 at the 2020 census. The town includes the villages of Waterville and Winchendon Springs. A census-designated place, also named Winchendon, is defined within the town for statistical purposes. The Winchendon State Forest, a 174.5 acres parcel, is located within the township as is Otter River State Forest; both recreational areas are managed by the Massachusetts Department of Conservation and Recreation.

Worcester County is a county in the U.S. state of Massachusetts. At the 2020 census, the population was 862,111, making it the second-most populous county in Massachusetts. It is also the largest county in Massachusetts by geographic area. The largest city and traditional shire town is Worcester. Worcester County is part of the Worcester, MA–CT metropolitan statistical area and the Boston-Worcester-Providence combined statistical area.