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There are two series in the Wolcott collections: Journals and photographs.
Reverend Wolcott was an avid diarist. Diaries from the years 1895; 1897-1899; 1900-1910; 1912-1913, 1915, 1919-1920; 1923-1929 are arranged chronologically in the series. Wolcott was an active member in the community who always started out his entries describing the weather. He tended to describe nicer days, but also included the “coldest day of the year” and when the weather was just “fine.” Towards his later diaries, he also started recording the exact temperatures of the day, something he continued to do towards his later diaries. Wolcott talked about his daily masses, how many people attended, and his plans for the day. He noted visits to the high school where he was a member on the board of education for 9 years as well as taking the train down to Chicago. His last entry on December 31st, 1929 talked about his night out with friends on New Year's Eve and how his friends “raged after midnight.” The reverend died a few days after his 75th birthday.
The second series contains family photographs.

This collection is comprised of valentines ranging designed and printed 1904 to 1918. Many of them have names written on them, and seem to have been given from students to teachers. Height, size, and style varies. Many of them have moveable parts, lace, macramé, and tissue paper. They are very delicate objects and fall apart easily. The valentines are styled as flat calling cards, double folio cards (some standing with a leg and some just open), while the majority of the collection are pop-ups, both with moveable and non-movable parts. A single valentine is in German, but the rest of the collection is in English.

The Robert S. Arnold Architectural Collection consists of architectural plans, site surveys, perspective sketches, contracts, and job schedules. The collection contains materials relating to the Highland Park Library, The Moraine Hotel, and several prominent Highland Park residents. Homes, buildings, and churches from the Chicagoland area can also be found in the collection including Kelly's Day Camp in Wheeling, Illinois, St. Martins Church of Christ in Chicago, Illinois, and the Serbian Orthodox Monastery in Libertyville, Illinois. The collection also contains items relating to homes built outside the Chicagoland region, including those built in Troy, Alabama. This collection contains the exhibit plans for Arnold's submission for the Chicago Tribune's Chicagoland Prize Homes Exhibition. The collection originally contained 369 rolls. The collection still contains many of the rolls relating to Highland Park, Illinois. A large collection of rolls relating to Chicago, Illinois; Glencoe, Illinois; Wilmette, Illinois, and several other North Shore communities are missing. Seven rolls were deaccessioned to the Lake Forest Lake Bluff Historical Society in 2006. One roll was deaccessioned during 2010 processing as it did not fit in The Highland Park Historical Society's collection policy. It is unclear where the other rolls are located.

Scrapbooks documenting Brand's participation in the Young Men's Athletic Club in Highland Park, Illinois and its life guard programs, his travels and postcard collection.

Scrapbook contains transit punch tickets for the Chicago & Northwestern and other transit lines as well as tickets for events at Fort Sheridan, Highwood and other ephemeral events and items. It also contains a ticket to a recital by Pease as a member of Fort Worth University Recital.

Broadside advertisement for event at Elm Place Theater with doodles on verso.

Newspaper clipping relating to the death of Julius Rosenwald in 1932.

This collection was developed by Samuel T. Lawton Jr. It is an assortment of archival material and objects accumulated by Lawton. The collection is divided into 5 series. The first series is Personal, which contains personal papers. The dates in this series range from 1966-2004. The second series is Professional, which contains items pertaining to work Samuel was doing as Highland Park, Illinois. For example there are ordinances, zoning laws, and record books. The items in this series range from 1940-1980. The third series is Oversize, these are all the oversize archival items contained in the collection. It holds invitations and legal documents ranging from 1969-1970. The fourth series is Newspapers. It contains newspapers and newspaper clippings dating from 1968-1970. The final series is Objects. This series contains all the objects brought in with the archival material. These items are personal, professional, and commemorative. They range in dates from 1959-1986.

Ida Pasquesi in front of house. Santi Pasquesi and Maria Sassarossi Pasquesi by garage and Luigi Pasquesi and Ida Pasquesi next Frank Sassarossi (in white t-shirt) trees next to dwelling. In front of house, Frank Pasquesi, Larry Sassarossi, Maria Sassarossi Pasquesi, Carolina Pasquesi Sassarosi, Ida (side view).

Images of Schreiber in US Army uniform, aged 24 and 74.