1) Causing grief 2) Despondent 3) Dreary 4) Exclusively Anglo word 5) Exclusively Saxon word 6) Fed up with poor pay 7) French word used in English 8) Joyless 9) Melancholy 10) Mournful 11) Quite sad 12) Somber 13) Sorrowful 14) Woebegone 15) Word with Anglo-Saxon origins 16) Word of purely Anglo origin Found on https://www.crosswordclues.com/clue/doleful
Dole'ful adjective Full of dole or grief; expressing or exciting sorrow; sorrowful; sad; dismal. « With screwed face and doleful whine.» South. « Regions of sorrow, doleful shades.» Milton. Syn. -- Piteous; rueful; sorrowful; woeful; melan... Found on http://www.encyclo.co.uk/webster/D/107