Define gloomy . gloomy synonyms, gloomy pronunciation, gloomy translation, English dictionary definition of gloomy . adj. gloom·i·er , gloom·i·est 1. Partially or totally dark, especially dismal and dreary: a damp, gloomy day. GLOOMY definition: 1. unhappy and without hope: 2. not expecting or believing anything good in a situation: 3. dark…. Learn more. GLOOMY meaning : 1 : somewhat dark not bright or sunny; 2 : causing feelings of sadness not hopeful or promising gloomy adjective (NEGATIVE) Add to word list very negative about a situation: a gloomy report