Christmas with Sinatra & Friends is a holiday-themed compilation album by Frank Sinatra. The album charts songs from 12 Songs of Christmas and A Jolly Christmas from Frank Sinatra, but also adds in songs performed by various artists.
As the name suggests, various songs from the album aren't actually performed by Sinatra, rather his "friends" instead. Ray Charles and Betty Carter performed "Baby, It's Cold Outside." Mel Tormé performed his famous holiday song, "The Christmas Song (Chestnuts Roasting on an Open Fire)." Bill Evans and Tony Bennett performed the song "A Child is Born." Rosemary Clooney was the one who performed "White Christmas."
- "The Christmas Waltz" (Sammy Cahn, Jule Styne)
- "Santa Claus Is Coming to Town" (John Frederick Coots Haven Gillespie)
- "The Christmas Song (Chestnuts Roasting on an Open Fire)" (Bob Wells, Mel Tormé)
- "I Heard the Bells on Christmas Day" (Henry Wadsworth Longfellow, Johnny Marks)
- "The Little Drummer Boy" (Katherine K. Davis)
- "A Child Is Born" (Thad Jones, Mel Lewis)
- "Mistletoe and Holly" (Hank Sanicola, Frank Sinatra, Doc Stanford)
- "An Old-Fashioned Christmas" (Cahn, Jimmy Van Heusen)
- "White Christmas" (Irving Berlin)
- "Whatever Happened to Christmas?" (Jimmy Webb)
- "Baby, It's Cold Outside" (Frank Loesser)
- "Christmas Memories" (Alan Bergman, Marilyn Bergman, Don Costa)