Synonyms of cheerless

1 Syllable

drear, bleak, blue, sad, dark, black, dull, dun, grim, drab

2 Syllables

joyless, saddest, adusk, twilit, dismal, downcast, sulky, mopey, mournful, dusky, broody, woeful, drearier, duner, dreary, gloomier, downbeat, sullen, murkier, let-down, murky, pouty, ruthful, sadder, duskier, somber, draggy, drabbest, drabber, forlorn, wintry, jarring, dolent, gloomy

3 Syllables

despondent, pitiful, dirgeful, heartbreaking, funereal, nubilous, chapfallen, pitiable, grief-stricken, unhappiest, austere, unhappy, doleful, sepulchral, dolorous, depressed, dejecting, sourpussed, defeatist, unhappier, sorrowful, dejected, comfortless

4 Syllables

saturnine, melancholy, down-in-the-mouth, woebegone, oppressive, unhopeful, overclouded, drearisome, dispiriting, acheronian, acherontic, tenebrific, lonesome, desolate, miserable

5 Syllables

disconsolate, uncomfortable