The Best Country Songs About Cowboys

Cowboy songs originally came about during the long cattle drives of the late 1800s. As ranch hands drove their herds all the way from Texas to Kansas, stampedes were a constant threat, especially at night, so the cowboys would sing songs to the cattle to soothe them.

When the cowboys came back from the prairies crooning the songs they’d been singing to the cattle out on the plains they paired up with hillbilly music and put the western in Country and Western.

From the singing and yodeling cowboys Jimmie Rodgers, Gene Autry and Roy Rogers in the 1920’s to Cody Johnson and Colter Wall’s real life ranch tales, country singers have been singing about the cowboy way of life for the best part of a hundred years.

So, pull up a saddle and settle in for the long night ahead with 50 of our campfire favourites in Holler’s Best Country Songs About Cowboys.

See the full tracklist below:

1. 1.

   Cowboy Scale of 1 to 10 (with Red Steagall, Ned LeDoux, Corb Lund and Dale Brisby)

   Cody Johnson

2. 2.

   Cowboy Take Me Away

   The Chicks

3. 3.

   Cowboy Kind Of Way

   Drake Milligan

4. 4.

   If I Was A Cowboy

   Miranda Lambert

5. 5.

   Cowboy Don't

   Breland

6. 6.

   Space Cowboy

   Kacey Musgraves

7. 7.

   Cowboys Are Frequently Secretly Fond Of Each Other

   Willie Nelson

8. 8.

   Lone Ole Cowboy

   Dylan Gossett

9. 9.

   The Cowboy Rides Away

   George Strait

10. 10.

    Rhinestone Cowboy

    Glen Campbell

11. 11.

    Save A Horse (Ride a Cowboy)

    Big & Rich

12. 12.

    If She Wants a Cowboy

    Zach Bryan

13. 13.

    Ain't Enough Cowboy

    Jason Aldean

14. 14.

    I Wanna Be a Cowboy, Baby!

    CMAT

15. 15.

    Where Have All The Cowboys Gone?

    Paula Cole

16. 16.

    Cowboy Killer

    Ian Munswick and Ryan Charles

17. 17.

    Mammas Don't Let Your Babies Grow Up To Be Cowboys

    Waylon Jennings and Willie Nelson

18. 18.

    Should've Been A Cowboy

    Toby Keith

19. 19.

    Cocaine Cowboys

    Margo Price

20. 20.

    Cowboy Candy

    Charley Crockett

21. 21.

    Cowboys On Music Row

    Lauren Watkins and Carter Faith

22. 22.

    cowboy like me

    Taylor Swift

23. 23.

    Cowboy Casanova

    Carrie Underwood

24. 24.

    Cowboy Hat

    Jon Pardi

25. 25.

    I Want To Be A Cowboy's Sweetheart

    Suzy Bogguss

26. 26.

    Cattle Call

    LeAnn Rimes

27. 27.

    Cowboy Boots

    Dierks Bentley and Ashley McBryde

28. 28.

    Cowboy

    Callie Twisselman

29. 29.

    Cowboys and Angels

    Dustin Lynch

30. 30.

    The Cowboy In Me

    Tim McGraw

31. 31.

    Cowboy Back

    Gabby Barrett

32. 32.

    We Were Cowboys

    Kameron Marlowe

33. 33.

    I Only Date Cowboys

    Kylie Morgan

34. 34.

    Cowboys and Plowboys

    Jon Pardi and Luke Bryan

35. 35.

    The Coyote & The Cowboy

    Colter Wall

36. 36.

    The Cowboy In The Continental Suit

    Marty Robbins

37. 37.

    Cowboy Boogie

    Randy Travis

38. 38.

    Where Did All The Cowboys Go

    Abby Anderson

39. 39.

    Cowboy, Cowboy

    Brooks & Dunn

40. 40.

    Like A Cowboy

    Parker McCollum

41. 41.

    Cowboys Like Us

    George Strait

42. 42.

    Cowboys & Dreamers

    Carter Faith

43. 43.

    The Cowboy's Hat

    Chris LeDoux

44. 44.

    Cowboy

    Joshua Ray Walker

45. 45.

    A Cowboy's Ways

    Dolly Parton

46. 46.

    Killed The Cowboy

    Dustin Lynch

47. 47.

    Night Herding Song

    Colter Wall

48. 48.

    A Cowboy's Prayer

    Gene Autry

49. 49.

    The Last Cowboy Song

    The Highwaymen

50. 50.

    Cowboy Take Me Away

    Carly Pearce

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For more of Holler's playlists, see below: