RED GARTERS is a good obscure choice.
Here are four of mine:
ABOUT FACE: A musical version of BROTHER RAT starring Gordon Macrae, Eddie Bracken, and Dick Wesson, featuring a young Joel Grey...pre-nose-bob...doing a Jerry Lewis bit. numbers: Spring has Sprung; Piano, Bass, and Drum.
THREE SAILORS & A GIRL...another Gordo Macrae film, supported by Jane Powell, Gene Nelson, and rotound comedian Jack E. Leonard (an insult comedian before Don Rickles). With an odd cameo at the end by Burt Lancaster. With ditties like Home is Where The Heart Is and You Better Kiss Me, Kiss Me, Kiss Me, or I'll Scream...
SHE'S WORKING HER WAY THROUGH COLLEGE...an odd musical where the leads, Ronald Reagen, Phyllis Thaxter, and Don DeFore are all non-singing...and the musical work is done by Gene Nelson and Virginia Mayo. It is worth it solely for Gene Nelson's acrobatic number in a gymnasium, AM I IN LOVE?
MISSISSIPPI...Bing Crosby and W.C. Fields in an antebellum concoction with some great Rodgers/Hart songs...SOON, EASY TO REMEMBER, DOWN BY THE RIVER, and a great running bit by Fields ("...I carved my way through a wall of human flesh...dragging my canoe behind me...")
And as a curiosity...
PLAYMATES with Kay Kyser and his band with John Barrymore on his last legs (either this or WORLD PREMIERE with Frances Farmer was his last film). Barrymore is very sad in this spectacle, but there is a moment where he delivers a snatch of a Shakespearean sililoquy (MacBeth's Tomorrow and Tomorrow...I believe), stopping mid-way and saying: "That's enough of that." It's a poignant moment that is almost too real, where it looks like his faltering memory can't recall anymoreor his memory of greater glories can't stand anymore... and you get a brief glimpse of the shadow of what he once was...