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saddest

ADJECTIVE

unhappy, depressed

Synonyms

STRONGEST

bitter dismal heartbroken melancholy mournful pessimistic somber sorrowful sorry wistful

WEAK

bereaved blue cheerless dejected despairing despondent disconsolate distressed doleful down down in dumps down in mouth downcast forlorn gloomy glum grief-stricken grieved heartsick heavyhearted hurting in doldrums in grief in the dumps languishing low low-spirited lugubrious morbid morose out of sorts pensive sick at heart troubled weeping woebegone

Antonyms

STRONGEST

cheerful glad good happy hopeful joyful nice pleasant

WEAK

fortunate great lucky

ADJECTIVE

unfortunate, distressing

Synonyms

STRONGEST

bad dark depressing dismal miserable moving pathetic pitiful poignant regrettable serious sorry tragic unhappy

WEAK

calamitous dejecting deplorable disastrous discomposing discouraging disheartening dispiriting dreary funereal grave grievous hapless heart-rending joyless lachrymose lamentable lugubrious melancholic oppressive pitiable saddening shabby tear-jerking tearful unsatisfactory upsetting wretched

Antonyms

STRONGEST

advantageous blessed bright cheerful encouraging fortunate glad good happy hopeful joyful light lucky pleasant right unaffecting worthwhile

WEAK

great

Example Sentences

Examples are provided to illustrate real-world usage of words in context. Any opinions expressed do not reflect the views of Dictionary.com.

Part-sculpted work and marble block, each has a tragic aspect to it, recalling John Greenleaf Whittier’s forlorn observation: “For of all sad words of tongue or pen, The saddest are these: ‘It might have been!’

From The Wall Street Journal • Jun. 7, 2026

“It’s the saddest goodbye because you really love a character, and then that moment marks the real letting go of that experience,” she says.

From Los Angeles Times • Feb. 16, 2026

Judge Justice Stacey thanked the jury during an "awful trial" describing it as "the saddest of all cases".

From BBC • Feb. 10, 2026

In the late 1960s, the Texas restaurant magnate J. David Bamberger went shopping for the saddest, sorriest-looking piece of real estate he could find in the Texas Hill Country.

From The Wall Street Journal • Feb. 4, 2026

And I can turn the saddest rag of a shirt to find the one good spot that can be snipped out and turned into a quilt patch.

From "Hattie Big Sky" by Kirby Larson