01. Carlene Carter – Every Little Thing
02. Michael Ray – Run Away with You
03. Kid Rock – Drinking Beer with Dad
04. Mindy Smith – Jolene
05. Rodney Crowell – I Walk the Line
06. Eddie Rabbitt – I Love a Rainy Night
07. Big & Rich – Save a Horse (Ride a Cowboy)
08. Chad Brock – This
09. Chris Hillman – The Lost Highway
10. Edwin McCain – I’ll Be
11. Angela Hacker – Strawberry Wine
12. Neal McCoy – Wink
13. Deana Carter – Help Me Make It Through the Night
14. Joey + Rory – To Say Goodbye
15. Michael Johnson – Cain’s Blood (1995 Version)
16. Sweethearts of the Rodeo – Get Rhythm
17. Buck Owens – Hollywood Waltz
18. James Otto – It’s a Good Time (For a Good Time)
19. Nickel Creek – The Lighthouse’s Tale
20. Holly Dunn – Are You Ever Gonna Love Me
21. George Jones – Sinners & Saints
22. Linda Ronstadt – Desperado
23. Willie Nelson – Whiskey River
24. Clay Walker – What’s It to You
25. Rick Trevino – Loving You Makes Me a Better Man
26. Alvin Youngblood Hart – Cowboy Boots
27. Whitney Duncan – Tulsa Time
28. Ricky Skaggs – Cry, Cry Darlin’
29. Nitty Gritty Dirt Band – I’ve Been Lookin’
30. Little Texas – Hit Country Song
31. Anita Cochran – For Crying Out Loud
32. Lee Hazlewood – Sally Was a Good Old Girl
33. John Michael Montgomery – Friday at Five
34. Glen Campbell – Cowboy Hall of Fame
35. Doug Kershaw – The Best Years of My Life
36. Don Edwards – The Cowboy Life
37. John Prine – Sweet Revenge
38. Ashley Monroe – Pink Houses