Answer: bleakest

AnswerCrossword Clue
BLEAKESTLeast hopeful
BLEAKESTMost austere
BLEAKESTMost pessimistic
BLEAKESTLeast cheerful
bleakestBLEAK, dreary (dismal (gloomy (dismally dark)))
bleakestexposed and barren and often windswept