From 1963 through 1969, Hyland scored several minor hits, but none reached higher than #20 ("The Joker Went Wild") on the U.S. pop chart. An album released in 1964 featured numbers that hearkened back to the 1950s including such hits as "Pledging My Love" and "Moments to Remember"—at a time when The Beatles and other British Invasion acts were drowning out American artists. Hyland afterward shifted into a phase of recording country music and folk rock styles. Songs such as "I'm Afraid To Go Home" and "Two Brothers" had an American Civil War theme. Hyland played harmonica on a few numbers.