Sha Na Na
By far the funniest band to perform at Woodstock was Sha Na Na, a group that covered doo-wop songs from the 1950s while clowning around in period outfits. At Woodstock -- only the seventh gig of their career -- they performed nine songs, including "Yakety Yak," "Wipe Out," and "At the Hop."
At the time, Sha Na Na did not have a record deal, but they received one immediately afterward and went on to release more than 25 albums. From 1977 to 1982, the group even had its own hit TV show, and they continue to tour with some of the original members.