Sleepless Nights is the fifteenth album by American country music artist Patty Loveless.

[2] "Why Baby Why", a song originally recorded by George Jones which has also been a chart hit for several other artists, was released in September 2008 as the first single from the album.

Allmusic critic Thom Jurek gave Sleepless Nights a four-star rating out of five, saying "Loveless takes each of these cuts deep into the well of her heart and let's [sic] them rip."

He described Sleepless Nights as "a thoroughly arresting listening experience, as Loveless lays twenty-first century gloss, if not sensibilities, on a few songs that haven’t been dusted off in quite some time."

"[10] Slant Magazine critic Jonathan Keefe also criticized the album for its lack up-tempo material, but gave it four-and-a-half stars out of five, saying "Loveless has offered another unqualified masterpiece with Sleepless Nights and reasserted her place as one of the premier artists not just of the country genre but of contemporary popular music.