Owsley may refer to:
- Owsley Stanley (1935–2011), also known as Owsley or Bear, "underground" LSD chemist and early Grateful Dead soundman
- Owsley (musician), the stage name of Will Owsley, American singer-songwriter and guitarist
- Owsley (album), the 1999 album by the above-mentioned singer-songwriter
- Alvin M. Owsley, American diplomat
- Douglas W. Owsley, forensic anthropologist and Division Head of Physical Anthropology at the Smithsonian Institution's National Museum of Natural History
- Frank Lawrence Owsley, American historian
- Monroe Owsley, American actor
- William Owsley (1782–1862), Kentucky politician in the mid-19th century; ancestor of Owsley/Bear
- Owsley County, Kentucky, a county in Kentucky, United States
- Augustus Owsley Stanley (1867–1958), Kentucky politician; campaigned against alcohol prohibition in the 1920s; grandfather of Owsley/Bear