During World War II, Waring and his ensemble appeared at war bond rallies and entertained the troops at training camps. He composed and performed dozens of patriotic songs, his most famous being "My America". In 1943, he acquired the Buckwood Inn in Shawnee on Delaware, Pennsylvania, and renamed the resort the Shawnee Inn. To promote the inn, he centered his musical activities at the inn itself. He created, rehearsed, and broadcast his radio programs from the stage of Shawnee's Worthington Hall throughout the 1950s.