Like every winter, the boys get together for a weekend sprinkled with snow and psychotropic drugs. A necessary tradition to abandon oneself, to marvel and to trust the unknown.
Goofy, staying at the Sugar Bowl resort, demonstrates the basics of downhill skiing, which the titles and announcer insist is pronounced "SHEEing". The equipment is, of course, of the era. As you can imagine, Goofy has much trouble keeping his skis parallel and pointing downhill. The final ski jump conveniently lands Goofy right back in bed.
Donald's sister Dumbella sends her three sons Huey, Dewey, and Louie to visit their uncle Donald. They prove to be quite a handful for Donald, even with help from his book on child rearing.
Tom ties up Spike and sneaks into the courtyard of the glamorous Toodles Galore with his bass, hoping to woo her with his song, much to the annoyance of a sleeping Jerry.
As Tom and Jerry stage their typical fight sequences, the patriotic soldier theme of the title is evidenced by such things as a carton of eggs labeled "Hen Grenades"; Jerry dropping light bulbs from an airplane like bombs; and Jerry sending a telegram with the message "Sighted Cat - Sank Same." Musical phrasings from various patriotic war songs are heard throughout. The cut scene after Jerry hitting Tom with the board 4 times was cut from the 1950 reissue print for a war bond joke, and the original footage is currently considered "lost" due to the negatives destroyed in the 1978 George Eastman House fire.