Buddy Holly features Weezer performing at the original Arnold's Drive-In diner from Happy Days. The video combined contemporary footage of the band with clips from the show. Happy Days cast member Al Molinaro made a cameo appearance in the video. Al plugs his hometown, Kenosha, Wisconsin, in the introduction. The video also features brief cameos by some members of the band That Dog as dancers at Arnold's.
The video was met with great popularity and heavy rotation on MTV. The video scored four awards at the 1995 MTV Video Music Awards, including Breakthrough Video and Best Alternative Video.
The "Buddy Holly" music video became so popular that it was included on the Microsoft Windows 95/96 CD-ROM when the operating system was first released.