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Definition of wistful : 1. Full of thought; eagerly attentive; meditative; musing; pensive; contemplative.
2. Longing; wishful; desirous.

Synonyms:

down, melancholic, longing, unhappy, wishful, desolate, pondering, heavy-hearted, hopeless, brooding, soulful, dull, low, downcast, meditative, spiritless, reflective, half-expectant, happy, ruminative, dysphoric, yearning, musing, broody, tristful

contemplative, discouraged, disconsolate, grim, dejected, anxious, downhearted, woeful, heartbroken, gloomy, lachrymose, sad, despondent, dreary, depressed, disheartened, mournful, glum, morose, despairing, miserable, anguished, joyless, moody, pensive, sullen, plaintive, blue, melancholy, overcome, dispirited, dolorous

Usage examples:

• Mrs. Ralston's wistful blue eyes seldom rested upon the race- course. - "The Lamp in the Desert", Ethel M. Dell.
• Then he goes on, speaking now a little bit wistful- like: You seem able to figure out a way to beat this New York game, by playing it according to your own set of rules. - "J. Poindexter, Colored", Irvin Shrewsbury Cobb.
• There was a wistful look on Arthur's face as he watched the boat being rowed away from the main shore and toward the island. - "The Curlytops on Star Island", Howard R. Garis.