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This is an artificial collection created by the Highland Park Historical Society. Much of the donor information for the collection is unknown. The contents of the collection includes abstracts and examinations of title and deeds of warranty and/ or mortgages relating to the Highland Park area. The dates of the materials span from circa 1839-1934.

This collection contains 272 35mm slides and 3 discs with corresponding digital objects. The slides contain photos of architecture around Highland Park (both indoor and outdoor) as well as the railroad, people, maps of Highland Park, advertisements, and newspaper clippings ranging from the late 19th century to the mid 20th century.

This collection includes plans for commercial development on the northwest corner of Central Ave. and First St. in Highland Park, Illinois. The plans included cover various floors in the building, parking, signage, electrical, mechanical and revised plans. The dates of the plans range from October 23, 1962 until May 7, 1964. The architects for the plans were Loebl, Schlossman, and Bennett, Chicago, Illinois.

Programs, advertisements and one nostalgic clipping from summer and music theaters Tenthouse in the Round and Herb Roger's Music Theater in Highland Park, Illinois.

Playbills, photos. clipping and correspondence regarding actor's tenure at local venues, including The Music Theater (located adjacent to Villa Moderne) and the Tenthouse Theater in the Round. Photograph subjects include Mayele Gabor; Bill Krott (Stage Manager) ; David Tihmar (Director); Jimmy Kommack; Bill Hayes; Lisa Drake; and Ward Orhman; Monica Van Vooren; and Tom Williams as well as pictures of the Men's Chorus room exterior and interior; the Music Theater; the Theater in the Round in season and before demolition; and the Villa Moderne. Original order has been maintained. Correspondence copies with the Library have been kept physically in the collection.
Addtionally, there are 2 broadsides, 1 framed, for 1954 productions of "Anything Goes" and "Showboat" at the Music Theater, billed as "Chicago's Theater in the Country."

3 issues of the Highland Park High School Yearbook Little Giant, 2 issues of the Highland Park High School Buzz Book Student Directory, and various news clippings generally about engagements and marriages of former students.

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.