His two best matches were botr against Flair - The 88 Clash that everyone talks about and the 1990 Great American Bash when he finally wins the World Title.
The Starrcade 97 match with Hogan had an awesome build up but the actual match was disapointing. I know, Hogan vs Andre at WM 3 wasn't exactly a mat classic but the high spots in that match (Andre's nearfall early, the body slam) combined with the finish made that match, combined with the build up, a classic. At Starracde, Hogan looked old, Sting was slow, and the crap shoot ending with Nick Patrick and Brett Hart and Hogan seemingly pinning him in the middle of the rings was a big let down. That match needed a definative ending, no controversy, like when Austin stunned HBK and won the title outright. The build up deserved as much.
Honorable mention to his matches with Vader in 91-91, his SuperBrawl Title win over Luger, and the 1988 Great American Bash where he teamed with Nikita Kolloff vs Tully Blanchard & Arn Anderson