During the 1960s, Rydell had numerous hit records on the Billboard Hot 100 chart. His recording career earned him 34 Top 100 hits, placing him in the Top 5 artists of his era (Billboard). They included his most popular successes: "Wild One" (his highest scoring single, at number 2), "Volare" (number 4), "Swingin' School" (number 5), "Kissin' Time" (number 11), "Sway" (number 14), "I've Got Bonnie" (number 18), and "The Cha-Cha-Cha" (number 10). His last major chart success was "Forget Him", which reached number 4 on the Hot 100 in January 1964. The song, written by Tony Hatch, was his fifth and final gold disc winner.
Rydell left Cameo-Parkway Records later in 1964 and signed with Capitol Records. By this point, the British Invasion had arrived and acts such as Rydell suffered a dramatic decline in popularity.
During this time, he performed on many television programs, including the Red Skelton Show, where a recurring role was written for him by Red Skelton as Zeke Kadiddlehopper, Clem Kadiddlehopper's younger cousin. He also appeared on the Danny Thomas Show, Jack Benny, Joey Bishop, and The George Burns Show. He was a regular on The Milton Berle Show and was a panelist on "To Tell the Truth" in 1964. On October 6, 1964, he made a guest appearance on the episode 'Duel' of the television series Combat!; it was Rydell's first dramatic acting role.