Photograph of the brick commercial/residential George Thompson block on the west side of Grand Avenue (across from the current Indian Head Bakery). People - mainly men and boys - are on the street, on bicycles in a horse-drawn carriage and leaning out of upper story windows. The photo is glued onto yellow manila paper with the caption "William Conn 514 Grand'.
Photo of James and Margaret Conn's house at 507 Eden Street (northwest corner of Eden Street and Grand Avenue - now Eden House Bed and Breakfast). Men, women and children are in front and on the verandah. The house was built in 1897.
A photocopy of a newspaper clipping about the building of the Indian Head Curling Rink by Arthur James (A.J.) Osment in 1888 for $2500. Annotations: "Curling club was organized in 1888 and at the time was the pioneer club of the then Northwest Territories"
Nine double-sided laminated pages. It has articles about local buildings and people and the back is full of advertisements for local businesses. Besides Indian Head and its businesses and institutions, the Canadian Annual contains articles about nearby towns (Sintaluta, Balcarres, Lebret)
A large (25 cm X 38 cm) scrapbook containing newspaper clippings, business cards and handwritten writeups about Indian Head's history and people from 1882 to 1965.
Photo of seven small-town mayors and Hon. J.H. Brockelbank at the ceremony to turn on the natural gas valve for Indian Head, Qu'Appelle, Balcarres, Grenfell, Broadview, Wolseley, and Fort Qu'Appelle - including Mayor Robert A. Douglas of Indian Head (1955-1968).