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When World War II began, the Canadian Legion immediately wanted to provide support to the men who would be enlisting.  It created the Canadian Legion War Services Inc to organize the war work of the Legion.  The principal duties of this new body were to provide personal services, entertainment, subsidiary services, and an educational program. A nationwide fundraising drive was held in February 1940, PEI being the first province to exceed its goal.
Lack of space became an issue in 1943 with the large increase in the number of personnel in the area.  The Legion was able to sell the property and acquire the large dwelling along with most of the furniture of the late Judge A.C. Saunders.  It was centrally located on land now occupied by the Summerside Post Office.  The Legion was now able to provide private space for members of the Women's branches.  Another new service was information regarding places for rent.
One of the principal methods that Branch No. 5 used to raise funds during the war years was by holding a weeklong carnival.  The first one was held in the Summerside Curling Rink in the early fall of 1942 and was so successful that it became an annual event for several years.  The carnival was an excellent way for Airport personnel to show their talents.  There was always a Variety concert featuring Air Force members, an Amateur night that often included airport personnel, and an evening of boxing matches with men from the surrounding stations.