Enter now for your chance to win a trip to New York to meet country superstar Alan Jackson, hear a private preview of his new album, and see the June 5 taping of Jackson’s appearance on The Late Show with David Letterman!

The prize package includes roundtrip airfare for two to New York City, two nights’ hotel stay, a private studio album preview of Jackson’s upcoming Thirty Miles West, two tickets to taping of The Late Show with David Letterman, a meet-and-greet with Alan Jackson himself, and more!

ENTER TO WIN HERE!

Contest ends at 2pm on May 25, 2012.

Read the official contest rules.

Alan Jackson’s newest album Thirty Miles West, will be available online and in stores on June 5.

First to be released on his own label, Alan Country Records (partnering with EMI Nashville), it features the hit single “So You Don’t Have to Love Me Anymore.” Cowritten by his nephew, Adam Wright, Alan reveals that “It raised the hair on my arms when I heard the demo. It’s the kind of song that made me want to be in country music. I’m such a big fan of that kind of song. Sad songs, break-up songs and heartache songs are always the best ones to bring that emotion out … people are comparing it to a new ‘He Stopped Loving Her Today.’ I wouldn’t want to put myself in that category with George Jones, but it is a great song.”

You can pre-order the album now.