The Winchester Archival Center houses the largest collection of historical images of people and places in Winchester, collected over the years by the Winchester Historical Society. Photographs and postcards are arranged by collection and divided by location or subject. Postcards from the John Cleary Collection have been photographed to expand the photographic historical record. Some of the Archival Center's photograph collection can be seen online here.
In 2018, Winchester participated in the Mass Memories Road Show. Photographs, video histories, and interviews are available online at UMass Boston's Digital Collections site.
Photographs can also be found in many of the books and pamphlets listed in the bibliographies.