James Ridout "Jesse" Winchester (May 17, 1944 – April 11, 2014) was an American musician and songwriter who was born and raised in the southern United States. To avoid the Vietnam War draft he moved to Canada in 1967, where he began his career as a solo artist. His highest charting recordings were of his own tunes, "Yankee Lady" in 1970 and "Say What" in 1981. He became a Canadian citizen in 1973, gained amnesty in the U.S. in 1977 and resettled there in 2002.

Winchester was probably best known as a songwriter, with his works being recorded by many notable artists, including Patti Page, Elvis Costello, Jimmy Buffett, Joan Baez, Anne Murray, Reba McEntire, The Everly Brothers and Emmylou Harris. A number of these recordings have had success on various charts.