The “Sisters” comedy act that Bing Crosby and Danny Kaye perform was not originally in the script. They were clowning around on the set and the director thought it was so funny that it was written in.

Many of Bob Wallace’s more unusual turns of phrase were lifted straight from Bing Crosby’s own speech patterns.

For the song “Gee, I Wish I Was Back In The Army”, there is the lyric, “Jolson, Hope and Benny all for free”. This is a reference to three wartime entertainers: Al Jolson, Bob Hope and Jack Benny. The original words were “Crosby, Hope and Jolson all for free”, but the lyric was changed because with Bing Crosby in the cast the original lyric would break the fourth wall.

The Vermont inn is the remodeled Connecticut inn set from the movie Holiday Inn which Bing Crosby also starred in singing songs written by Irving Berlin.

The original idea was to reunite Fred Astaire and Bing Crosby, as they had been successful in Holiday Inn. Astaire refused, as he had “retired” at the time, so the part was reworked for Donald O’Connor. O’Connor pulled out due to illness, and the part was reworked for Danny Kaye.