Meet Me in St. Louis (1944)

Other mistake: At the beginning of the Halloween sequence Tootie and Agnes are in their bedroom on the 3rd storey. That same bedroom is across the hall from the bathroom on the 2nd floor in the Christmas sequence. Also when Grandpa looks out his window to see Esther returning from tennis he's looking out a window that would be looking to the side and back yard, not toward the street in front of the house.