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"Strangers In The Night" by Frank Sinatra ws the nunber 1 hit song on June 28, 1966.
June in January - Bing Crosby
"Cathy's Clown" by the Everly Brothers was the number 1 hit song on June 22, 1960.
From June 1-16, 1951 "How High The Moon" by Les Paul and Mary Ford was the number 1 hit song and from June 17 "Too Young" by Nat King Cole.
For the weeks ending June 2 through June 16, 1956, "Heartbreak Hotel" by Elvis Presley was the #1 song on Billboard's Top 100 pop chart. The remaining weeks in June were held by "The Wayward Wind" by Gogi Grant.