One of the high points of US music in the 20th Century was Classic Pop.

The songs written by Cole Porter, Whiting, Gershwinet al.

This music is not usually represented by anything on the Pop charts today, but it has been performed continuously since about 1930.

Linda Ronstadt, Willie Nelson, Diana Krall, Michael Feinstein, Harry Konick, Jr. and others have had good success covering the older standards.

May I suggest Suzy Bogguss with her recored "Swing". It actually blends about half old and half recently-penned somgs. She is usually put in Country Music, but she grew up in Ohio and her parents were fans of Sinatra, Nat Cole and Bing Crosby. Of course, that could be said of most Americans at one time in history.