Rankin & Bass were the go-to guys for holiday specials in the 60's and 70's. Their roster of holiday specials are legendary including Santa Claus is Coming to Town (1970), The Year Without Santa Claus (1974) and the one that started them all, Rudolph, The Red Nosed Reindeer (1964). Their formula was simple - choose an iconic story, frequently based on a song or holiday legend, and cast a big star from old Hollywood, the theater or music - Burl Ives, Fred Astaire, Shirley Booth. The best known specials feature stop-motion animation, though the one we're concerned with today is drawn animation.
The entire show has been uploaded to YouTube by aimstaind18 in one, 21 minute segment (I'll never know how people get the clearance to upload videos longer than the proscribed 15... <sigh>). It's a delightful 70's Christmas story and has some really charming original songs in it. There's also a DVD available and it's occasionally shown on ABC Family channel's 25 days of Christmas.
Obscurity factor: 2 (on DVD, occasionally shown on TV, available on YouTube)
Images from Google Images