A 68-page (single-sided) coil-bound book containing the WWII memoirs of Charles F. Watson a Canadian soldier who was originality from Indian Head and joined Indian Head's 76th Field Battery and fought in WWII.

Two copies of a homemade 118-page book written by Arnold Dales about his time in the Royal Canadian Air Force during WWII. Dales was a bomber navigator whose plane was shot down over Winterswijk, the Netherlands, on February 21, 1945. He had a broken leg and when that was mended by German medical staff, he was placed in a POW camp near the Danish border. A month later, the war had ended and he was able to return to Canada. He was a real estate agent in Indian Head, mayor of Indian Head and a key person in the creation of the Indian Head Museum.

A white, letter-sized envelope containing many letters. lists of names, historical summaries and chronologies relating to Sunny South SD 161. It also contains photos and negatives of the schools and students, ranging in date from 1882 to 1980. The envelope also contains some materials that related to the relocation of Jubilee School to the grounds of the Indian Head Museum. Much of the material involves and may have been written by Winnie Kerr.