The first two I thought of immediately were "Grease" (the first album I ever bought with my own money) and "Top Gun." The "TG" soundtrack is just about the ultimate in 80s cheesiness, but I love it. Kenny Loggins, Teena Marie, Loverboy, Miami Sound Machine? Yes, please.
I will admit when I was in high school I really liked the Varsity Blues Soundtrack. Except the version of 'Thunderstruck' was not AC/DC which was odd. Some rights thing I suppose.
Other than that:
Lord of the Rings (I listen to these at work sometimes)
A tribute to my childhood - I think I wore out my Rocky 4 soundtrack tape.
Also good call previously on Into the Wild. I was going to bring it up but thought I might be too much of a PJ/Eddie homer.
Life of Pi
... Just a few that come to mind that haven't been mentioned yet
MadCy just beat me to it with Lord of the Rings.
Musicals are my thing, so Phantom is up there, along with Fiddler on the Roof. (senior year musical) I also remember how obssessed everyone was with the musical Chess my senior year.
FITZY ALMOST HAS 200,000 POINTS!!!
It's easy to say Dazed and Confused and Forest Gump just because they are chock full of great oldies. I really like Jesus ****** Superstar. My favorite of all time is Judgement Night. What a great mix of rock and rap. I can listen to that all day long.