Night is typically a time for sleep, but in the Psalter the watches of the night were intentional periods for being awake to worship God. This paper examines the interpretation of Psalm 63:6, “when I remember you upon my bed, and meditate on you in the watches of the night” (ESV, cf. Ps. 119:147-148) to discover how Christians have understood nocturnal spirituality. Augustine, Thomas à Kempis, Luther, Calvin, the Puritans, Isaac Watts, early evangelicals, Spurgeon and many more ancient and modern authors have examined this topic in their sermons and commentaries. Several sources imagined that King David had previously participated in the evening worship of the temple before he had fled to the wilderness for safety. Despite this physical separation his focus on God was not diminished. In fact, his lonely experience created a greater longing, and he knew the only way to satisfy his thirst was by remembering and meditating on God. Those two spiritual practices plus cultivating watchfulness comprise some of the key means for a night piety. At the intersection of the watches of the night, one finds two types of people; those who are awake or are awakened from sleep eager to commune with God (esp. Ps. 119:147-148) and those who have struggled with sleeplessness and can benefit by reclaiming their desire to focus on God (Ps. 63:6, suggested by some commentaries and sermons). Some sources imply that God occasionally arouses a person during the night for times of uninterrupted communion. Several writers counseled that nothing prepares a person better to fall back to sleep than meditation to create a calm soul while others taught that for those who were sleepless the best remedy was to contemplate God and his mighty works. Although this paper originates in a historical review of writings it seeks to recover the biblical wisdom of an evening spirituality. While many secular sources instruct those who can’t sleep to practice mindfulness meditation or Cognitive Behavioral Therapy-Insomnia, the psalmist remembers and meditates on God. Regardless of whether a person struggles with insomnia or not the principles and practices of the watches of the night form an essential foundation for Christian formation in recognizing God’s presence and trusting in his promises.