Synonyms of discouraging

1 Syllable
black, drear, bleak
2 Syllables
troublous, goner, dismaying, gloomy, dismal, daunting, dreary
3 Syllables
preemptive, heart-rending, repressing, disturbing, perturbing, dampening, hindering, off-putting, unsettling, ungenial, upsetting, deterring, dissuading, hopeless, depressing
4 Syllables
disappointing, oppressive, inauspicious, unpromising, acherontic, unpropitious, depressive, unsatisfying, unfulfilling, ill-omened, disheartening, dispiriting
5 Syllables
demoralizing, disadvantageous, unfavorable, inopportune, irremediable, superincumbent, unsupportive