Factual error: When Homer leaves the orphanage the trees along the drive are in their October colours - yet just a bit farther on, the trees that should have autumn colours, are fully green. The first Fall Homer is away the season seems to go on and on with very little sign of leaf turning. It's also highly unlikely that anyone would be driving around much at night in a convertible at that time of year in Maine. It would be extremely uncomfortable.
Factual error: When Homer and Candy go to the movies, the theater has stadium seating. This seating style in theaters wasn't used until much later, not in the early 1940's, and certainly not in Maine.