Disc 1: Original Black & White Version
- A Couple of Song and Dance Men: An intimate retrospective of Bing Crosby and Fred Astaire featuring an interview with Ava Astaire-MacKenzie
- All Singing-All Dancing: Experience the making of the unforgettable song and dance numbers of Holiday Inn
- Audio Commentary: Feature-length audio commentary with film historian Ken Barnes with archive audio comments by Bing Crosby, Fred Astaire and John Scott Trotter
- Original Theatrical Trailer

Disc 2: New Color Version
- Coloring a Classic: Learn how Holiday Inn was color-designed using amazing new technology that transformed the black and white classic to color with the help of Jan Mucklestone, personal sketch artist of the famed costume designer Edith Head

Disc 3: Music Soundtrack CD
- 12 classic Irving Berlin holiday songs from the original soundtrack including Bing Crosby's "White Christmas" and "Happy Holiday"