在这部睡谷传奇动画/恐怖/短片/家庭片中,古老的纽约市附近，坐落着风景秀丽、平静安宁的小村落泰瑞镇。布洛姆•拜恩是镇上一个英俊健壮，豪放莽撞的青年，他拥有很多的朋友，来去有如旋风一般。这一天，骨瘦如柴但举止优雅的老学究伊沙堡•科恩来到小镇，他为孩子们传授知识，教镇上的女子唱歌，他的优雅让许多女孩陶醉，同时也遭到布洛姆等镇上青年的嘲笑。对于这一切，伊沙堡都不以为意，直到一个人的出现。
那是美丽迷人的女孩卡蒂娜•泰梭，镇上最富有的大地主的女儿。伊沙堡和布洛姆都为她所痴迷，双方也进行各种明争暗斗。二人使出浑身解数，最终谁能抱得美人归呢？
In a small town named Sleepy Hollow, a gangly schoolteacher named Icabod Crane comes to town. Despite his unattractive appearance, he quickly proves to be a ladies man who charms the local beauty, much to the local tough, Brom Bones', displeasure. A subtle rivalry erupts, only to have Crane continually gaining the upper hand. The situation changes when Brom learns of Crane's superstitions and exploits them as he musically tells the legend of the fearsome Headless Horseman to frighten the teacher. That night, Crane's lonely night ride home becomes more lively than he ever imagined as the Horseman appears to chase him.
