Materiał nakręcony podczas zimowego urlopu gwiazdy w Miami Beach na Florydzie, podczas którego świętowała sukces swojego albumu "Come On Over". Na dysku znalazły się również utwory artystki wykonywane z Backstreet Boys oraz Eltonem Johnem, z którym zaśpiewała utwory "You're Still the One" i "Something About the Way You Look Tonight" w zaskakującej soulowej wersji.
Spis utworów: Winter Break Special
Shania on Timmins
Man! I Feel Like A Woman!
Honey, I'm Home
Backstreet Boys - All I Have To Give
Shania talks about childhood
You're Still The One/Something About The Way You Look Tonight medley with
Elton John
Amneris' Letter with Elton John
Shania talks early performances
That Don't Impress Me Much
Shania remembers her parents
From This Moment On with Backstreet Boys
Don't Be Stupid (You Know I Love You) with Leahy
(If You're Not In It For Love) I'm Outta Here!
Credits
Come On Over Special
Pre-Show/Pre-Game
Honey, I'm Home
Rock This Country!
In The Locker Room
Don't Be Stupid (You Know I Love You)
Come On Over
You're Still The One
Shania with the Dallas Cowboy Cheerleaders
Man! I Feel Like A Woman!
On The Field with Cowboys
Any Man Of Mine
That Don't Impress Me Much
(If You're Not In It For Love) I'm Outta Here!
Credits 
