"Tall, Tall Trees" is a song co-written by American singers George Jones and Roger Miller. Both singers recorded their own versions: Jones on his 1958 album Long Live King George, and Miller on his 1970 cover album A Trip in the Country.

However, it was not until October 1995 that the song was released as a single, by Alan Jackson, as one of the newly recorded tracks for his 1995 compilation album The Greatest Hits Collection. Jackson's cover was his eleventh Number One hit on the Billboard country charts.

The song is an up-tempo in which the narrator promises to his significant other that he will give her anything she desires, whether it be a "big limousine", a "great big mansion", or "tall, tall trees and all the water in the seas".

In the liner notes for his Greatest hits album, Alan wrote,"This is an old Roger Miller song I stumbled across. It's a real fun song with a Cajun feel. I've always been a big fan of Roger's and when it came time to record a couple of new songs for this greatest hits, I couldn't resist. After I recorded it, we found out that George Jones is a co-writer - I think George had even forgotten he'd written it. I'm proud to have the chance to record a song written by two of my favorites."

Deborah Evans Price, of Billboard magazine reviewed the song favorably, saying that Jackson's vocal "evokes the right combination of devotion and playfulness on this tune about a man who promises his love everything from a big mansion to tall, tall trees."

The music video was directed and produced by Sherman Halsey and premiered in October 1995 on CMT. It features a woman in a white room watching screenshots of Jackson and his band playing in a black room. Near the end of the video a boy dressed like a cowboy gives the woman a peanut butter sandwich already bitten by the boy and she takes a bite but then leaves it on the chair, and then at the very end of the video, Jackson comes into the room and finds the sandwich on the chair, takes it, and walks away eating it.

"Tall, Tall Trees" debuted at number 51 on the U.S. Billboard Hot Country Singles & Tracks for the week of October 21, 1995.

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