Based on the other negatives on the strip, I can limit the "who" to my parents or Dad's parents. "When" could be anytime between the 1950s to the 1960s. Beyond that...a mystery captured in silver nitrate. Or, since this is a scan, in photons, inconstant as memory.
UPDATE: Mom says this could be Upper Fort Garry, north of Winnipeg, sometime in the late 1960s.