Just spitting my favorites out.
#1 = All the TLC/Ladder/Cage matches involving Hardy, Edge and Christian, and sometimes the Dudleys and others.
Undertaker vs RVD for the hardcore title
Kurt Angle vs Shane McMahon 2001 King of the Ring Street Fight
Rock vs Mankind I quit at the Royal Rumble
Undertaker vs HBK I and II (mania)
The first Orton vs Ziggler match that I recall taking place on RAW was amazing.
Cena vs Punk at MITB
Bryan vs William Regal on a smackdown or something
Kurt Angle vs HBK at Mania
The first Elimination Chamber match - possibly just for the wow factor.
Chris Benoit vs Chris Jericho for IC title in ladder match at RR is one of my favorites of all time. The build up was good too.