| Academy of Television Arts and Sciences |
Broken Trail |
Outstanding Supporting Actor in a Miniseries or a Movie |
2007 |
Won |
| Screen Actors Guild |
Broken Trail |
Best Actor in a Television Movie or Miniseries |
2006 |
Nominated |
| Hollywood Foreign Press Association |
Broken Trail |
Best Supporting Actor in a Series, Miniseries or Motion Picture Made for Television |
2006 |
Nominated |
| National Board of Review |
Sideways |
Best Supporting Actor |
2004 |
Won |
| National Society of Film Critics |
Sideways |
Best Supporting Actor |
2004 |
Won |
| San Francisco Film Critics Circle |
Sideways |
Best Supporting Actor |
2004 |
Won |
| Los Angeles Film Critics Association |
Sideways |
Best Supporting Actor |
2004 |
Won |
| Broadcast Film Critics Association |
Sideways |
Best Supporting Actor |
2004 |
Won |
| Boston Society of Film Critics |
Sideways |
Best Supporting Actor |
2004 |
Won |
| Independent Spirit Awards |
Sideways |
Best Supporting Actor |
2004 |
Won |
| Chicago Film Critics Association |
Sideways |
Best Supporting Actor |
2004 |
Won |
| Hollywood Foreign Press Association |
Sideways |
Best Performance by an Actor in a Supporting Role in a Motion Picture |
2004 |
Nominated |
| Academy of Motion Picture Arts and Sciences |
Sideways |
Best Supporting Actor |
2004 |
Nominated |
| Screen Actors Guild |
Sideways |
Best Supporting Actor |
2004 |
Nominated |