| Rip Van Winkle | |
| Birth Date: | 6 May 1900 |
| Birth Place: | Oakley, Kentucky, U.S. |
| Death Place: | Milwaukee, Wisconsin, U.S. |
| Player Sport1: | Football |
| Player Team2: | Kentucky Wesleyan |
| Player Sport3: | Basketball |
| Player Years4: | c. 1920 |
| Player Team4: | Kentucky Wesleyan |
| Player Sport5: | Baseball |
| Player Years6: | c. 1920 |
| Player Team6: | Kentucky Wesleyan |
| Player Years7: | 1922 |
| Player Team7: | Winchester Dodgers |
| Player Years8: | 1924 |
| Player Team8: | Winchester Dodgers |
| Player Positions: | Shortstop (baseball) |
| Coach Sport1: | Football |
| Coach Years2: | 1927 |
| Coach Team2: | Kentucky Wesleyan (freshmen) |
| Coach Years3: | 1928–1930 |
| Coach Team3: | Kentucky Wesleyan |
| Coach Years4: | 1932–1936 |
| Coach Team4: | Highlands HS (KY) |
| Coach Sport5: | Basketball |
| Coach Years6: | 1928–1932 |
| Coach Team6: | Kentucky Wesleyan |
| Coach Years7: | 1937–1939 |
| Coach Team7: | Cincinnati |
| Coach Years8: | 1939–1942 |
| Coach Team8: | Miami (OH) |
| Coach Sport9: | Baseball |
| Coach Years10: | c. 1930 |
| Coach Team10: | Kentucky Wesleyan |
| Coach Years11: | 1937–1938 |
| Coach Team11: | Cincinnati |
| Admin Years1: | ?–1932 |
| Admin Team1: | Kentucky Wesleyan |
| Overall Record: | 13–11–3 (college football) |
Walter R. "Rip" Van Winkle (May 6, 1900 – January 6, 1994) was an American football, basketball, and baseball coach and college athletics administrator. He served as the head football coach at Kentucky Wesleyan College, when its campus was located in Winchester, Kentucky, from 1928 to 1930, compiling a record of 13–11–3. Van Winkle was also the head basketball coach, head baseball coach, and athletic director at Kentucky Wesleyan.
A native of London, Kentucky, Van Winkle played football, basketball, and baseball at Kentucky Wesleyan and Minor League Baseball with the Winchester Dodgers of the Blue Grass League. He left Kentucky Wesleyan in 1932 to become athletic director and head football coach at Highlands High School in Fort Thomas, Kentucky.[1]
Van Winkle died on January 6, 1994, in Milwaukee.[2]