"Holes in the Floor of Heaven" is a song co-written and recorded by American country music artist Steve Wariner. It was released in April 1998 as the lead-off single from his album Burnin' the Roadhouse Down, and was his first solo single in four years. It peaked at number 2 in both the United States and Canada. The song, written by Wariner with Billy Kirsch, won the award for Song of the Year in 1998 from both the Country Music Association (CMA) and the Academy of Country Music (ACM).

Told in first-person, the protagonist recalls the deaths of his grandmother ("One day shy of eight years old") and his young wife, and the sadness he felt upon each passing. Each time, the man recalls how a cold rain reminds him of his beloved ancestors crying down from Heaven, wishing they could still be with him, experiencing and sharing various joys in his life ("There's holes in the floor of Heaven/and her tears are pouring down/That's how I know she's watching/wishing she could be here now").

In the case of the young man's wife (who died from pregnancy complications giving birth to their daughter), the point is driven home in the final verse of the song, which depicts his now 23-year-old daughter's wedding day. At the end of the ceremony, it begins to rain, making the father of the bride very sad; the daughter picks up on this and comforts him by saying the rain is her late mother's tears of joy.

The music video was directed by Michael Salomon. It shows the singer in a living room, while shadows portray the song's storyline. Wariner is sitting the whole time. In the end, "holes in the floor of heaven" appear, each one giving off a blue light.

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