The highest scoring word in Words With Friends is LUGUBRIOUS with a total of 19 points.
Synonyms: mournful, gloomy, sad, unhappy, doleful, Eeyorish, glum, melancholy, melancholic, woeful, miserable, woebegone, forlorn, despondent, dejected, depressed, long-faced, sombre, solemn, serious, sorrowful, morose, dour, mirthless, cheerless, joyless, wretched, dismal, grim, saturnine, pessimistic