Like many of his other singles, the song also fared well as a crossover hit on the BillboardAdult Contemporary charts as it entered the top 10, peaking at number eight. This is his last top-10 single to appear on this chart.[3]
Critical reception
The song was praised by critics and fans alike, and remains one of Milsap's most popular recordings. In a year when 51 songs rotated out of the Hot Country Singles' number-one position, "Lost in the Fifties Tonight" was one of just two songs of the group to spend more than one week at number one (it spent two, as did The Judds' "Have Mercy"), and Milsap's song was the number-one country song of 1985.
That same year, it won Milsap his fourth Grammy Award for "Best Country Vocal Performance" for a male artist. It was also named Song of the Year at the 21st Academy of Country Music Awards in 1986.