Bittersweet Award-Winning Films
Films that make you smile and ache at the same time — happy and sad in the same breath.
The most awarded is How Green Was My Valley (1941), with 5 wins, followed by Morning Glory (1) and One Way Passage (1). Among them, 3 won at least one Oscar. They were released between 1927 and 1941.
16 films recognised at the Oscars, the Golden Globes, Cannes or the Berlinale carry this mood. Ranked by wins. Moods are tagged automatically for each film, so treat them as a guide. Other moods.
Last updated
Bittersweet films, most awarded first

How Green Was My Valley
1941 · 1h 58m
Drama

Morning Glory
1933 · 1h 14m
Drama · Romance

One Way Passage
1932 · 1h 8m
Romance · Drama

Hold Back the Dawn
1941 · 1h 56m
Drama · Romance

Imitation of Life
1934 · 1h 51m
Drama · Romance

Alice Adams
1935 · 1h 39m
Romance · Drama

Romance
1930 · 1h 16m
Drama · Romance

The Valiant
1929 · 1h 6m
Drama

Back Street
1941 · 1h 29m
Drama

Cheers for Miss Bishop
1941 · 1h 35m
Comedy · Drama

Letter from Home
1941 · 17m

Lydia
1941 · 1h 44m
Drama · Romance

Smilin' Through
1932 · 1h 38m
Drama · Romance

Sorrell and Son
1927 · 1h 40m
Drama

They Knew What They Wanted
1940 · 1h 36m
Drama · Romance

What Price Hollywood?
1932 · 1h 28m
Drama