Ah, HOLIDAY! One of my absolute favorite Cary Grant movies. Love it.
Other goodies from the 40s-60s period: Philadelphia Story Some Like It Hot Where Eagles Dare (if you like Clint, you gotta see this) Great Escape His Girl Friday Bringing Up Baby Guns of Navarrone (another Gregory Peck extravaganza) Breakfast at Tiffany's The Longest Day (pack a lunch)
And as you mentioned musicals: Singin in the Rain South Pacific Anything by Astaire and Rogers (my favorite is Shall We Dance, but there are many) American in Paris Bandwagon Brigadoon (take a hankie) White Christmas
and a favorite of mine, which is either late 60s or early 70s, What's Up Doc? (not a musical, but has music....and great chase scenes in San Francisco. And comedy.)
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Other goodies from the 40s-60s period:
Philadelphia Story
Some Like It Hot
Where Eagles Dare (if you like Clint, you gotta see this)
Great Escape
His Girl Friday
Bringing Up Baby
Guns of Navarrone (another Gregory Peck extravaganza)
Breakfast at Tiffany's
The Longest Day (pack a lunch)
And as you mentioned musicals:
Singin in the Rain
South Pacific
Anything by Astaire and Rogers (my favorite is Shall We Dance, but there are many)
American in Paris
Bandwagon
Brigadoon (take a hankie)
White Christmas
and a favorite of mine, which is either late 60s or early 70s, What's Up Doc? (not a musical, but has music....and great chase scenes in San Francisco. And comedy.)