"gloomiest" in the adjective sense

1. glooming, gloomy, gloomful, sulky

depressingly dark

"the gloomy forest"

"the glooming interior of an old inn"

"`gloomful' is archaic"

2. gloomy, grim, blue, depressed, dispirited, down, downcast, downhearted, down in the mouth, low, low-spirited

filled with melancholy and despondency

"gloomy at the thought of what he had to face"

"gloomy predictions"

"a gloomy silence"

"took a grim view of the economy"

"the darkening mood"

"lonely and blue in a strange city"

"depressed by the loss of his job"

"a dispirited and resigned expression on her face"

"downcast after his defeat"

"feeling discouraged and downhearted"

3. blue, dark, dingy, disconsolate, dismal, gloomy, grim, sorry, drab, drear, dreary

causing dejection

"a blue day"

"the dark days of the war"

"a week of rainy depressing weather"

"a disconsolate winter landscape"

"the first dismal dispiriting days of November"

"a dark gloomy day"

"grim rainy weather"

Source: WordNet® (An amazing lexical database of English)

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