Perry Como

The star-studded flick Four Christmases (with, among others, Reese Witherspoon, Vince Vaughn, Sissy Spacek and Jon Voight) features an equally celebrity-packed soundtrack. In addition to modern pop stars like Gavin DeGraw and forest nymph Sarah McLachlan, the album boasts well roasted chestnuts from Bing Crosby and Louis Armstrong. Of course, the centerpiece is Dean Martin's timeless rendition of "I'll Be Home for Christmas." You know it's the holiday season when Dino is on the stereo.