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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.

Minutes, membership and financial records for local mutual aid society from its founding until 1926.

Photos, yearbooks and reports and clippings.

Constitution, by-laws, minutes and membership lists of local food cooperative. In folder one there is a copy of the "Chicago Area Food Cooperative Directory." published by Truman College.

The Highland Park Rail Road collection chiefly contains graphic materials to the history of the Chicago Northwestern Railroad (CNWRR) and the Chicago North Shore and Milwaukee Railroad (CNSMRR or CNSRR), especially in Highland Park, Illinois and neighboring depots. Ephemera found in the collection includes correspondence, train schedules, tickets, dining car menus, advertisements, maps, stock certificates, periodical clippings, reproduction station blueprints and photographic materials; including glass slide negatives. The bulk of the collection dates from from the late 19th to the early 20th century. However, the dates span circa 1850 into the 21st century.

The Highland Park Historical Society created this artificial collection from diverse donors, including Arthur Durbin, the Highland Park News, Harold G. Mason (President CNSMRR) and other railway agents.