Alan Jackson is one of my favorite artists. The first time I remember really getting into Alan’s music was a Saturday back at home with my folks. I was still just in the single digits in age, but I found a copy of Alan’s first greatest hits collection in my parents’ CD case. I took out the disc and put it in the player and we listened to the songs all day through and through. From that point on I’ve been an Alan Jackson fan. Here is a list of Alan Jackson’s best country songs with descriptions by me of why they belong on this list. Please share your own thoughts in the comments.
Alan Jackson Songs
50. Freight Train
I really wish this one would have been released as a single. It’s rocking and rolling and Alan is singing perfect on the fast paced track. The album Freight Train was released at a time when Alan and his label seemed to be on the outs. There wasn’t much excitement with the album and the title track never saw the light of day on radio. I think it could have been a big hit thought. It’s one of my all time favorite Alan Jackson songs.
49. I’ll Fly Away
In 2006, Alan Jackson released a gospel album. Originally recorded only as a gift for his Mom, the set was released to the general country and Christian audience and it really caught on in a big way. The set sold a million copies. It’s a great collection of all the classics including I’ll Fly Away. The song is a perfect example of how Alan does well by the original song while still adding his own stamp.
48. Santa’s Gonna Come In A Pickup Truck
Alan’s Christmas songs still get some good play on radio every holiday season. I get a smile on my face each when I hear Alan team up with the Chipmunks for this Christmas classic. The Chipmunks are ready for their presents while Alan is trying to get through to them about the true meaning of the holiday season. It’s just a fun song with plenty of laughs and smiles for the kids and for the adults.
47. Where I Come From
During the summer of 2001 I was working at a local golf course on the maintenance crew. In the early mornings it was my job to cruise around cutting grass. During that time I enjoyed listening to the hit country music of the time on my headphones. One of the biggest songs that summer was Where I Come From by Alan Jackson. The song is full of great hooks including the rhyming of salsa and Tulsa. It doesn’t get anymore country that that right there.
46. Mercury Blues
It’s hard to follow up a huge single like Chattahoochee, but Alan was able to do just that in ’93 when he came out with the classic Mercury Blues. The song dates back all the way to 1949, but Alan’s version is well remembered in the country world. It’s an ode to the great Mercury cars of past and present. Alan is a well known car buff and this song fits him just fine. It raced up the charts to #2 and remains a fan favorite today. It’s a classic example of how Alan can crank up the beat on a good traditional country song.
45. Buicks To The Moon
This is the kind of music I like from Alan the most. It’s just a good song with a catchy melody and lyrics about love. Buicks To The Moon was a simple album cut on Everything I Love, but I’ve heard it every once and a while on the classic country stations. It’s that simple melody that Alan really knew how to get across to the country audience. The simple country charm of a good Southern man is what made Alan famous and he’s still the best at it and at his own best when singing like this.
44. I Don’t Even Know Your Name
The story behind this song is Alan’s brother in law and nephew gave him the title. Alan let it sit around a while until finally entertained the pair of co-writers by finishing the song. The tune became a big hit for Alan and even the video was fun. Jeff Foxworthy lent a hand to his good buddy and the song went to a new level. Country fans like to have fun once and a while and so does one of their favorite artists Alan Jackson. Before there was The Hangover there was I Don’t Even Know Your Name.
43. From A Distance
I may get a few of you with this song. It wasn’t a single in Alan’s career, but I love the song. I hear it every once and a while on AOL ’90s Country Music station. It’s a throwback to Alan’s early career. From A Distance is a song about not being able to be with someone you love. You love them from a distance, but can’t be with them. It’s a great song Alan co-wrote with Randy Travis. Talk about two heavyweights coming together for a song most country fans haven’t even heard before.
42. Designated Drinker
Alan’s Drive record was packed with great country songs. One song on the set that wasn’t released as a single was a great duet with George Strait. Designated Drinker is a little play with words on the typical meaning of designating someone to drive when you’re out having a few drinks. Here we have two of country’s biggest names getting together again for a great country drinking song. It really doesn’t get better than Alan and George on record together and with a great song it makes for something special.
41. Pop A Top
In 1999, Alan released his cleverly titled Under The Influence album. The set was a collection of songs made famous from some of Alan’s heroes. It was his ode to the influence they had on his career. The first single from the set was Pop A Top. The song has the classic country drinking song theme. Fools sitting down to drink their sorrows away has been a popular country theme over the years. With so many drinking songs and so many good drinking songs it’s really tough to stand out as one of the best, but I think Alan was able to take Jim Ed Brown classic and make it a classic of his own.