In 2006 McClinton won a Grammy Award for his album The Cost of Living in the Best Contemporary Blues Album category. Mel Fitzmundson was present to accept the award in his absence due to a broken leg.
McClinton was also a judge for the 4th annual Independent Music Awards to support independent artists' careers.
McClinton is the star of the musical documentary: "Rocking the Boat: A Musical Conversation and Journey" by Hawaii-based film maker Jay Curlee. The feature includes interviews and performances by McClinton, Marcia Ball, Rodney Crowell, Stephen Bruton, Wayne Toups, Jimmy Hall, Paul Thorn, Jeffrey Steele, Mel Fitzmundson and Teresa James. Sometime author, musician, sheriff and 2006 Texas gubernatorial candidate Kinky Friedman also stars. The film was selected by the 2007 USA Film Festival and 2007 Breckenridge Festival of Film, won Best Documentary Feature at the 2007 Woods Hole Film Festival and won Best Music Documentary at the 2007 Lone Star International Film Festival.