Side 1 (tracks 1-6) consisted of comedy and was recorded at The Crystal Palace in St. Louis during a live performance.

Side 2 (tracks 7-12) was recorded at the Bell Sound Studios in New York City with a full orchestra and represented the singing side of the boys.

The Two Sides of the Smothers Brothers reached number 26 on the Billboard Pop Albums chart.

The liner notes to the compilation album Sibling Revelry: The Best of the Smothers Brothers, state that The Two Sides of the Smothers Brothers was the biggest selling album of their career, spending sixty-six weeks on the Billboard album chart, and peaking at #26.

[1] According to the Smothers Brothers biography Dangerously Funny, half of the album was dedicated to straight music because the duo hadn't yet developed enough new comedy material for a second album.