"Bachelorette" is a song recorded by Icelandic singer, songwriter and actress Björk for her third studio album, Homogenic (1997).^{[lower-alpha 1]} Released as its second single on 1 December 1997, the song was originally written for Stealing Beauty, a film by Bernardo Bertolucci, but the project was withdrawn. The lyrics for "Bachelorette" were written by Sjón, a friend and collaborator of the singer. The song's accompanying music video was noted for its surrealistic art direction, leading to a win at the 1998 MTV Video Music Awards.

Björk wrote about the writing process of "Bachelorette" on her website:

Because I wanted the lyrics to be so epic, I got my friend Sjón – who's a poet in Iceland – to write them. We sat together at the kitchen table and drank a lot of red wine and I told him the whole story for hours and days and he wrote the words from that story.^[3]

"Bachelorette" is emotionally charged and theatrical, following Homogenic's theme of "beats and strings", but also includes instruments such as timbales, timpani, Alp horn and accordion, among others, which helped make the song stronger and more dramatic. Björk described the song's lyrical theme as "Isobel goes to the city".

British magazine Music Week gave the song four out of five, describing it as "[a] big number topped by swirling strings — the most obvious single from her album."^[4]

The surreal music video for "Bachelorette" was directed by longtime Björk video collaborator Michel Gondry, and is an exploration of self-reference, featuring a dramatized version of the Droste effect. It features Björk as "Bachelorette", a woman who finds a book buried in her garden that begins to write itself, describing what Bachelorette does as she describes it; the book is titled My Story. She takes the book to a publishing house named Clark Publishing, in an unspecified large city (though visible references of the location point to Chicago), and she and the publisher (played by Toby Huss) fall in love. It becomes obvious, seeing and hearing excerpts from the book, that the book tells the story of how Bachelorette found the book, travelled to meet the publisher, and fell in love with him. The book becomes incredibly popular (at one point, all of Bachelorette's fellow passengers on a subway are seen reading it), and is turned into a musical, featuring Bachelorette as herself. The musical version includes the story of the musical itself, so at some point a mini theater is shown on the stage, featuring actors dressed as a small audience. At some point later in the musical, the mini musical features an even smaller version of itself, with an even smaller stage audience. The publisher, who is in the actual audience, becomes disgusted with seeing so many versions of himself, and breaks off the relationship; later, his character in the original musical does as well. The book becomes unpopular, and the original copy begins unwriting itself. Because of this turn of events, a chain reaction occurs in the nested theatres, causing each to be nullified and revert to nature. Ultimately, the entire city devolves into the garden that appeared at the outset. The unwritten book finds its resting place buried in the ground once more, and Bachelorette ends up dancing and surrounded by wildlife.

The video was based on an original idea by Björk, who saw "Bachelorette" as a continuation of the character portrayed in "Isobel" and "Human Behaviour". The song lyrics of "Isobel" were also written by Björk's longstanding co-writer Sjón. As Gondry describes it, "this character is leaving the forest and she decides to go to the city to have a normal life. She tries her best and it doesn't work out and she comes back to the forest and she is happier there."^[5] Björk also wrote the entire story featured in the video on her website.^[3]

The art direction of the video was heavily praised. The video won the MTV Video Music Award for Best Art Direction. It was also nominated to the Grammy Award for Best Short Form Music Video at the 41st Annual Grammy Awards (1999).