He was also Commanding Officer from 1936 to 1939 of the 605 County of Warwick squadron. In a memoir, Peter Townsend (noted Battle of Britain pilot and, post-war, romantically linked with Princess Margaret), recounts 605's arrival at RAF Tangmere, just before the outbreak of war. Townsend says that
Things hummed at Tangmere Cottage, just opposite the guard room, where John and Rachel Willoughby kept open house. There we spent wild evenings, drinking, singing, dancing to romantic tunes . . . we danced blithely, relentlessly towards catastrophe. . . . With one chance in five of survival - not counting the burnt and the wounded - only a handful of us would come through [i.e., survive to the end of World War II]. [1]
Joint Master of the Warwickshire Hounds (1929–35) and chairman of the Wolverhampton Racecourse Company (1947–71), he was also President of the Hunters' Improvement Society (1957–58).