Watertown is Frank Sinatra's most ambitious concept album, as well as his most difficult record. Not only does it tell a full-fledged story, it is his most explicit attempt at rock-oriented pop. Since the main composer of Watertown is Bob Gaudio, the author of the Four Seasons' hits "Can't Take My Eyes Off of You," "Walk Like a Man," and "Big Girls Don't Cry," that doesn't come as a surprise. With Jake Holmes, Gaudio created a song cycle concerning a middle-aged, small-town man whose wife left him with the kids. Constructed as a series of brief lyrical snapshots that read like letters or soliloquies, the culminating effect of the songs is an atmosphere of loneliness, but it is a loneliness without much hope or romance -- it is the sound of a broken man. Producer Charles Calello arranged musical backdrops that conveyed the despair of the lyrics. Weaving together prominent electric guitars, keyboards, drum kits, and light strings, Calello uses pop/rock instrumentation and production techniques, but that doesn't prevent Sinatra from warming to the material. In fact, he turns in a wonderful performance, drawing out every emotion from the lyrics, giving the album's character depth.
AllMusic Review by Stephen Thomas Erlewine