Little Hell was the third album released by the Canadian musician Dallas Green as City and Colour. "Fragile Bird" was the big hit from the album, setting a record for the most non-consecutive weeks at #1 on the Canadian Alternative Rock Chart. Green says he chose the song as a single because it's different and weird. With Little Hell, he believed that he'd grown as an artist and that picking this song to put out to radio would be a good test to see if people were ready to grow with him, which they were - Green got a fantastic response to the song.
City & Colour's Dallas Green says this song is about the night terrors experienced by his wife, the TV personality Leah Miller. Green says she gets them "all the time" and that although they can be funny, they're "mostly really spooky."
When talking to Aux TV about the video for this song, City and Colour's Dallas Green joked that it was his "Hip-Hop video" and that "it was time to make a video with a bunch of babes in it." Michael Maxxis, who's also directed videos for Billy Talent and Alexisonfire, says his vision for the video for this song aligned with City & Colour's music and tastes. Maxxis came up with the idea of shooting in an empty, abandoned room, which he describes as "subtle, sexy, and dark."
In 2011, the CBC's Hockey Night in Canada used this song during the intro for game 7 of the Stanley Cup Finals between the Vancouver Canucks and the Boston Bruins.