Awards and Nominations
| Year | Organization | Award | Result |
|---|---|---|---|
| 2004 | CMT Music Awards | Breakthrough Video of the Year | Won |
| Academy of Country Music | Top New Artist | Won | |
| 2005 | Country Music Association Awards | Horizon Award | Won |
| 2007 | 49th Grammy Awards | Best Male Country Vocal Performance - "Every Mile a Memory" | Nominated |
| Best Country Song - "Every Mile a Memory" | Nominated | ||
| 2008 | 50th Grammy Awards | Best Country Album - Long Trip Alone | Nominated |
| Best Male Country Vocal Performance - "Long Trip Alone" | Nominated | ||
| Best Country Song - "Long Trip Alone" | Nominated | ||
| 2009 | CMT Music Awards | CMT Performance of the Year — "Country Boy" | Won |
| 2010 | 52nd Grammy Awards | Best Country Collaboration with Vocals — "Beautiful World" | Nominated |
| Country Music Association Awards | Male Vocalist | Nominated | |
| Album of the Year - Up on the Ridge | Nominated | ||
| Musical Event - "Bad Angel" | Nominated | ||
| 2011 | 53rd Grammy Awards | Best Country Album — Up on the Ridge | Nominated |
| Best Country Collaboration with Vocals — "Bad Angel" | Nominated | ||
| Best Country Collaboration with Vocals — "Pride (In the Name of Love)" | Nominated | ||
| 2012 | CMA Awards | Single of the Year | Nominated |
| Album of the Year | Nominated | ||
| Song of the Year | Nominated |
- Notes
- A^ Award is shared with Alan Jackson, George Strait, and Brad Paisley.
Read more about this topic: Dierks Bentley
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