Undertaker vs Triple H is one of those rivalries which is very important for both of their careers and it elevated both of these legends. They also have a long history of over 25 years but unlike Kane and Undertaker they had big time matches at the biggest stage and both of them held the World Championship a combined 21 times and they are now also WWE hall of Famers and are retired.
Triple H debuted in 1995 as Hunter Hurst Helmsley and at that time The Undertaker was at the top of WWE. Their first major feud was at WrestleMania 17 when the both of them had a great match and thus started their journeys together and it culminated at WrestleMania 28 in the End of an Era match. Let’s look at the Top 5 Undertaker vs Triple H Matches
WrestleMania 28
This was the famous End of an Era match that Triple H and The Undertaker had at WrestleMania 28 with Shawn Michaels as the special guest referee and it was the culmination of a 4 year storyline and the build to the match was great and It was Hell in a cell and they had a 35 minute classic and dare I say it was the best match of the show story wise. The match ended with Undertaker winning but the picture of the Three of them standing together at the ramp and hugging each other will always be emotional.
Also Read | Greatest matches of The Undertaker
WrestleMania 17
This was the first major big match that these two icons had and it was early on in the career of Triple H and this was a great back and forth match and it is massively overlooked. They went on in the stacked show and left a mark on the fans and they went out there for 25 minutes and this match made Triple H a star.
Insurrextion 2002
I am very sure not many would have heard about this great match that these 2 had in front of a wild British crowd and they had 15 minutes but in those 15 minutes they had a kick-ass match and showed why they were two of the best in the business. The stock of Triple H was rising after each match he had.
WrestleMania 27
This is the 3rd WrestleMania match between these 2 that is featured on this list and this is my personal favorite match between the Two of them because of the incredible story they told in this match. Triple H wanted to do what his best friend Shawn Michaels was unable to do. They had a brutal No Holds Barred match and it went on for 30 minutes and Triple H hit every move in the book to win but in the end The Undertaker won the match but it was Triple H who won the battle.
Also Read | Top Five Best Matches of Triple H
SmackDown (2008)
The last match in my list is a match from Free TV in 2008 and they only had 15 minutes to put on a classic and they did just that as they gave all the fans such an impressive bout for free and in 2008 they were at the prime of their careers and these 2 had unbelievable chemistry and it showed. It is one of my all time favorite Rivalries and I thank both these legends for all the memories they gave us fans
Also Read: Undertaker vs Kane Rivalry and Top 5 Matches