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10 Fan-Favorite WrestleMania Matches

THE GRANDDADDY OF THEM ALL

In the annals of WWE history, certain matches transcend the boundaries of sport and spectacle, embedding themselves into the very fabric of wrestling lore. These encounters, marked by unparalleled athleticism, storytelling, and drama, have not only defined careers but also shaped the trajectory of professional wrestling itself. As we journey through the hallowed halls of WrestleMania history, we are reminded of the clashes that have etched their names into the hearts of fans worldwide. 

This article aims to spotlight those legendary confrontations, delving into the backstory, the in-ring magic, and the aftermath that solidified their places in wrestling immortality. 

Each encounter in this list not only showcases the evolution of the WWE’s grandest stage but also encapsulates the essence of what it means to be a performer in the squared circle. Through pain, glory, and the roar of the crowd, these are the matches that have left an indelible mark on the soul of wrestling. Join us as we relive these monumental moments, celebrating the spirit, the passion, and the undying love for the art of professional wrestling.

#10

2012

THE UNDERTAKER V. TRIPLE H


WRESTLEMANIA 28

The match between The Undertaker and Triple H at WrestleMania 28, held on April 1, 2012, at Sun Life Stadium in Miami Gardens, Florida, is one of the most memorable and emotionally charged matches in WWE history. Billed as the “End of an Era,” this Hell in a Cell match was the culmination of a storied rivalry between two of WWE’s most iconic superstars, with Shawn Michaels serving as the special guest referee, adding another layer of drama and history to the bout.

Leading up to WrestleMania 28, The Undertaker sought to avenge his near-defeat at the hands of Triple H at WrestleMania 27, where despite winning the match, he was left unable to leave the arena under his own power, carried out on a stretcher. This outcome haunted The Undertaker, leading him to challenge Triple H to a rematch to prove that he could not only win but dominate. The added stipulation of the Hell in a Cell—a structure known for its unforgiving steel and brutal matches—set the stage for a clash of epic proportions.

The match itself was a masterclass in storytelling, physicality, and emotion. Both The Undertaker and Triple H used the Hell in a Cell environment to their advantage, wielding steel steps, chairs, and the cell itself as weapons. The match featured numerous near-falls and submission attempts, each moment building on the tension and drama.

Shawn Michaels’ role as the special guest referee added a significant emotional depth to the contest. His history with both competitors, including his own WrestleMania matches against The Undertaker and his friendship with Triple H, played into the match’s narrative. Michaels was visibly torn between impartially officiating the match and his concern for the well-being of both men, especially as the punishment escalated.

The climax of the match saw Triple H unleashing a relentless assault on The Undertaker, only for The Undertaker to resiliently fight back, culminating in a series of devastating moves, including a Sweet Chin Music from Michaels followed immediately by a Pedigree from Triple H, which The Undertaker miraculously survived. Ultimately, The Undertaker was able to secure victory with a Tombstone Piledriver, extending his legendary WrestleMania winning streak to 20-0.

The aftermath of the match was a powerful moment of respect and closure among the three men, who embraced and stood together atop the entrance ramp, acknowledging the end of an era in WWE history. This match is remembered not only for its physical intensity but for the emotional storytelling and the legacy it cemented for The Undertaker, Triple H, and Shawn Michaels. It symbolized the end of a particular chapter in WWE, showcasing the culmination of decades of storytelling and the incredible impact these athletes had on the industry.

#9

1994

RAZOR RAMON V. SHAWN MICHAELS


WRESTLEMANIA 10

The match between Razor Ramon and Shawn Michaels at WrestleMania 10, held on March 20, 1994, at Madison Square Garden in New York City, is one of the most iconic and influential matches in WWE history. This match was for the undisputed Intercontinental Championship and is famously remembered as the first-ever ladder match in WrestleMania history, setting the standard for all future ladder matches in the sport.

The backstory to this match centered around both Razor Ramon (Scott Hall) and Shawn Michaels claiming to be the rightful Intercontinental Champion. Michaels had been stripped of the title due to not defending it and Razor Ramon was the current champion, having won the title during Michaels’ suspension. Michaels returned, refusing to acknowledge Ramon’s claim to the title and flaunting his own version of the championship belt, which led to the decision to hang both titles above the ring and use a ladder to determine the undisputed champion.

The match itself was groundbreaking. Neither Ramon nor Michaels had been involved in a ladder match in the WWE before, making this a new and exciting challenge for both. They used the ladder not just as a tool to retrieve the belts but as a weapon, incorporating it into their offense in ways that had never been seen before in WWE programming. The physicality was intense, with both men taking hard bumps in and out of the ring, using the ladder to execute high-risk maneuvers that left the audience in awe.

One of the most memorable moments came when Michaels, attempting to retrieve the belts, became entangled in the ropes, allowing Razor Ramon to climb the ladder unopposed and claim both titles, becoming the undisputed Intercontinental Champion. The image of Razor Ramon standing atop the ladder, holding both championship belts, has become an iconic moment in WWE history.

The Razor Ramon vs. Shawn Michaels ladder match at WrestleMania 10 was not just a triumph in terms of storytelling and athleticism; it revolutionized how ladder matches were perceived and executed. It opened the door for the ladder match to become a staple of WWE programming, leading to the creation of entire pay-per-view events centered around the concept, such as TLC (Tables, Ladders, and Chairs).

This match is often cited by wrestlers and fans alike as one of the greatest matches in WWE history, inspiring countless performers to incorporate elements of high-risk, high-reward action into their own styles. The legacy of the match is a testament to the creativity, skill, and daring of Razor Ramon and Shawn Michaels, two performers who were at the forefront of wrestling’s new era.

#8

2001

THE ROCK V. STONE COLD STEVE AUSTIN


WRESTLEMANIA 17

The Rock vs. Steve Austin at WrestleMania 17, held on April 1, 2001, at the Reliant Astrodome in Houston, Texas, is one of the most iconic and storied matches in WWE history. This match, for the WWF Championship, marked the second WrestleMania main event between these two legendary competitors, following their first encounter at WrestleMania 15. Their match at WrestleMania 17 is often hailed as one of the greatest wrestling matches ever, epitomizing the Attitude Era and its ethos of edgy content, complex characters, and groundbreaking storytelling.

Leading into the match, The Rock was the reigning WWF Champion, and Steve Austin had won the 2001 Royal Rumble, earning the right to challenge for the title. The build-up to their WrestleMania showdown was intense and personal, with both men vowing to leave everything in the ring to walk out as the WWF Champion. The anticipation from fans was at a fever pitch, with many eager to see these two icons of the industry clash on the grandest stage of them all.

The match itself was a brutal, physical affair that lived up to and surpassed the immense hype. Both The Rock and Steve Austin were at their best, displaying their signature styles and resilience. The crowd was electric, fully engaged with every near fall, signature move, and dramatic turn. The in-ring action was a perfect blend of storytelling, athleticism, and psychology, showcasing why The Rock and Austin were the top stars of their generation.

A pivotal and controversial moment came towards the end of the match when Vince McMahon, who had been feuding with Austin for years, interfered on Austin’s behalf. This unexpected alliance between longtime enemies added a shocking twist to the storyline. Austin’s willingness to align with McMahon and use a steel chair to mercilessly beat The Rock signaled a significant character shift for “Stone Cold,” culminating in Austin winning the match and capturing the WWF Championship.

The aftermath of the match was just as memorable, with Austin and McMahon shaking hands, symbolizing Austin’s heel turn in a moment that many fans found jarring yet captivating. This ending marked a major turning point in WWE storytelling, signaling a new direction for Austin’s character and his relationship with McMahon.

The Rock vs. Steve Austin at WrestleMania 17 is not just remembered for the quality of the match but also for its impact on the WWE narrative and the lasting legacy it left on the wrestling industry. It encapsulated the height of the Attitude Era, serving as a defining moment for both superstars, the WWE, and wrestling fans around the world.

#7

1994

OWEN HART V. BRET HART


WRESTLEMANIA 10

The match between Owen Hart and Bret Hart at WrestleMania 10, which took place on March 20, 1994, at Madison Square Garden in New York City, is celebrated as one of the finest examples of pure wrestling and storytelling in WWE history. This sibling rivalry was deeply personal and emotionally charged, making it one of the most anticipated matches on the WrestleMania card.

Leading up to WrestleMania 10, Owen Hart had grown resentful of his older brother Bret, feeling overshadowed and underappreciated despite his own considerable wrestling abilities. This jealousy and desire to step out of Bret’s shadow led to a bitter feud that captivated the audience’s attention. Owen challenged Bret to a match at WrestleMania to prove he was the better wrestler, adding an intensely personal stake to their encounter.

The match itself was a technical masterpiece, showcasing the incredible in-ring skills of both Hart brothers. They demonstrated a deep understanding of the art of wrestling, blending technical maneuvers, submission holds, and high-flying moves seamlessly. The chemistry between the two was undeniable, as they told a compelling story of sibling rivalry, ambition, and the quest for respect.

Owen and Bret exchanged control throughout the match, with each brother gaining the upper hand at different times, leading to numerous near-falls and heightening the drama. The audience was fully invested, empathizing with both brothers’ desire to prove themselves.

The climax of the match came when Owen caught Bret with a victory roll counter, securing a pinfall victory over his older brother. This outcome was both shocking and exhilarating, as Owen had achieved the recognition he so desperately sought by defeating Bret on wrestling’s biggest stage. However, the victory was bittersweet, as the family discord was far from resolved.

Despite the loss, Bret Hart’s night was not over; he would go on to win the WWF Championship later that evening, making WrestleMania 10 a significant event in the Hart family’s legacy. The juxtaposition of Bret’s championship victory with Owen’s earlier win added layers to their ongoing storyline, showcasing the complexities of sibling rivalry and professional ambition.

The match between Owen Hart and Bret Hart at WrestleMania 10 remains a highlight in WWE history, not only for the technical proficiency displayed but for the emotional narrative that unfolded. It is a testament to the storytelling potential of professional wrestling and the unmatched in-ring abilities of the Hart brothers.

#6

2005

KURT ANGLE V. SHAWN MICHAELS


WRESTLEMANIA 21

The match between Kurt Angle and Shawn Michaels at WrestleMania 21, held on April 3, 2005, at the Staples Center in Los Angeles, California, is widely regarded as a classic and one of the best matches in WrestleMania history. This encounter pitted two of the industry’s best in-ring technicians and storytellers against each other for the first time in a one-on-one match, setting the stage for an epic showdown. The match was not for a championship but was instead a battle for pride and to prove who was the superior athlete.

Kurt Angle, an Olympic gold medalist in freestyle wrestling, was known for his incredible technical wrestling ability, intensity, and versatility in the ring. Shawn Michaels, known as “Mr. WrestleMania,” had a reputation for delivering show-stealing performances on the grandest stage of them all, combining his charismatic showmanship with exceptional in-ring skills. The contrasting styles and personalities of the two superstars added an intriguing dynamic to the match.

Leading up to WrestleMania 21, Angle and Michaels engaged in a heated rivalry that included personal attacks and physical altercations, increasing the anticipation for their match. When they finally clashed at WrestleMania, they delivered a wrestling masterpiece. The match was a perfect blend of technical wrestling, high-flying maneuvers, and dramatic storytelling. Both superstars pushed each other to their limits, exchanging submission holds, high-impact moves, and near-falls that kept the audience captivated.

One of the most memorable moments was Angle executing an angle slam from the top rope, a move that exemplified the match’s high stakes and physicality. Despite this and other high-impact maneuvers, Michaels displayed his resilience and determination, fighting back and creating suspense that he might overcome Angle’s technical onslaught.

The climax of the match came when Angle locked Michaels in his signature submission hold, the ankle lock. After a tense struggle, Michaels was forced to submit, granting Angle the victory in this highly contested and emotional battle. The match was a testament to the incredible talents of both competitors and their ability to tell a compelling story in the ring.

Kurt Angle vs. Shawn Michaels at WrestleMania 21 is remembered not only for its in-ring excellence but also for the respect it garnered from fans and peers alike. It solidified both Angle’s and Michaels’ legacies as two of the greatest performers in the history of professional wrestling. The match is often cited by fans and critics as an example of wrestling at its finest, showcasing the athleticism, emotion, and storytelling that the sport can achieve.

#5

2004

TRIPLE H V. SHAWN MICHALES V. CHRIS BENOIT


WRESTLEMANIA 20

The World Heavyweight Championship Triple Threat match at WrestleMania 20, held on March 14, 2004, at Madison Square Garden in New York City, was a defining moment in WWE history. This match featured Triple H, the reigning champion, against Shawn Michaels and Chris Benoit, two of the most technically skilled and determined competitors in the business. The battle was not only for the coveted World Heavyweight Championship but also marked a significant storyline culmination and emotional peak for the participants, especially Chris Benoit.

Leading into WrestleMania 20, the storyline was rich with history and animosity among the three competitors. Triple H was portrayed as the dominant, calculating champion, Michaels as the resilient showstopper, and Benoit as the underdog and workhorse, having won the Royal Rumble match to earn his spot in this championship bout. The match was highly anticipated, with fans eager to see if Benoit could finally capture the World Heavyweight Championship, a title that had eluded him throughout his career.

The match itself was a masterclass in technical wrestling, storytelling, and drama. All three competitors showcased their signature styles and resilience, with near-falls and submission attempts keeping the audience on the edge of their seats. The physicality was intense, with each wrestler absorbing and delivering substantial punishment.

One of the most memorable aspects of the match was its conclusion, which saw Chris Benoit applying his trademark Crippler Crossface submission hold on Triple H. After a tense struggle, Triple H submitted, crowning Chris Benoit as the World Heavyweight Champion. The victory was a watershed moment for Benoit, representing the pinnacle of his wrestling career and the realization of his lifelong dream.

The emotional climax of the evening came when Eddie Guerrero, who had retained his WWE Championship earlier in the night, joined Benoit in the ring. The image of the two longtime friends and champions, both having overcome numerous personal and professional obstacles, celebrating their victories with tears of joy, remains one of the most heartwarming and iconic moments in WrestleMania history.

The World Heavyweight Championship Triple Threat match at WrestleMania 20 is celebrated not only for its in-ring excellence but for the profound emotional impact it had on the wrestlers involved and the WWE Universe. It encapsulated the passion, determination, and resilience that define professional wrestling, leaving a lasting legacy on the industry.

#4

2001

DUDLEY BOYZ V. EDGE & CHRISTIAN V. HARDY BOYZ


WRESTLEMANIA 17

The match between the Dudley Boyz, Edge & Christian, and the Hardy Boyz at WrestleMania 17, held on April 1, 2001, at the Reliant Astrodome in Houston, Texas, stands out as one of the most thrilling and iconic tag team matches in WWE history. Officially billed as a Tables, Ladders, and Chairs match (TLC II), it was only the second match of its kind and was a sequel to the groundbreaking first TLC match at SummerSlam 2000. This match featured three of the most dynamic tag teams of that era, each bringing a unique style and set of tactics to the bout, contributing to the evolution and popularity of the TLC match format.

The Dudley Boyz (Bubba Ray and D-Von Dudley), known for their hardcore style and penchant for using tables, Edge & Christian, renowned for their cunning and use of ladders, and the Hardy Boyz (Matt and Jeff Hardy), famous for their high-flying and risk-taking maneuvers, all clashed in a match that would become legendary for its creativity, danger, and sheer entertainment value.

The match was filled with memorable moments that pushed the boundaries of what WWE performers were thought capable of within the squared circle. High-risk ladder dives, innovative table spots, and chair attacks were executed with precision and daring, leaving the audience in awe. The chemistry among the teams and their willingness to take significant risks added to the match’s intensity and drama.

One of the most iconic moments involved Jeff Hardy’s Swanton Bomb from the top of a ladder onto Bubba Ray Dudley, who was laid out on a table outside the ring. Similarly, Edge’s spear to Jeff Hardy, who was dangling from the title belts suspended above the ring, remains one of the most replayed highlights in WWE history.

Edge & Christian emerged victorious, claiming the WWF Tag Team Championships, but all six competitors were celebrated for their contributions to one of the most unforgettable matches in WrestleMania history. The bout received widespread acclaim from fans and critics alike, not only for the physical toll it took on the competitors but also for setting a new standard for what tag team wrestling could be. The TLC match at WrestleMania 17 is often cited as a pivotal moment in the careers of all involved, cementing their legacies as pioneers of the tag team genre and as performers willing to put their bodies on the line for the sake of entertainment.

#3

2009

THE UNDERTAKER V. SHAWN MICHAELS


WRESTLEMANIA 25

The match between The Undertaker and Shawn Michaels at WrestleMania 25, which took place on April 5, 2009, at the Reliant Stadium in Houston, Texas, is often regarded as one of the greatest wrestling matches of all time. This showdown featured two of the most iconic and revered performers in WWE history, each with his own legendary status and a fan base spanning generations. The match was not only a highlight of WrestleMania 25 but is celebrated as a pinnacle of professional wrestling artistry and storytelling.

The Undertaker, known for his imposing “Deadman” persona and an undefeated streak at WrestleMania, faced Shawn Michaels, “The Heartbreak Kid,” renowned for his charismatic in-ring performance and being called “Mr. WrestleMania” for his history of memorable matches at the event. The clash between these two titans was highly anticipated, with fans and pundits expecting a classic, and they delivered beyond expectations.

The match was a masterclass in drama, athleticism, and storytelling. Both superstars pulled out all the stops, executing high-risk maneuvers, near falls, and signature moves that left the audience breathless. The chemistry between The Undertaker and Michaels was palpable, with each moment meticulously crafted to maximize the emotional and physical intensity.

One of the most memorable moments was The Undertaker’s dive over the top rope, which resulted in a scary landing after Michaels pulled a cameraman in his path. This and other high-stakes moments throughout the match underscored the lengths to which both men were willing to go to claim victory.

The climax of the match saw several finisher exchanges and near falls, with each superstar kicking out of the other’s signature moves in a display of resilience and determination. Ultimately, The Undertaker emerged victorious, extending his WrestleMania streak to 17-0, after catching Michaels in mid-air for a Tombstone Piledriver, securing the pinfall.

The Undertaker vs. Shawn Michaels at WrestleMania 25 was a spectacle of physicality and emotion, setting a benchmark for what a wrestling match could be. It was a testament to the careers of two of the industry’s best performers, celebrated not only for its in-ring excellence but for the story it told. The match solidified the legacies of both men and is often revisited by fans as a defining moment in WrestleMania history.

#2

1997

BRET HART V. STONE COLD STEVE AUSTIN


WRESTLEMANIA 13

The match between Bret Hart and Steve Austin at WrestleMania 13, held on March 23, 1997, at the Rosemont Horizon in Rosemont, Illinois, is widely regarded as one of the greatest matches in the history of professional wrestling. It was a Submission Match with Ken Shamrock serving as the special guest referee, further adding to the match’s unique appeal and intensity.

The backdrop to this clash was a heated rivalry between Hart, a celebrated hero and wrestling purist, and Austin, a rising anti-hero who defied traditional wrestling norms. Their feud captured the imaginations of fans, encapsulating the evolving landscape of the WWE during the late 1990s. This match is often credited with kickstarting the Attitude Era, a period known for its edgy content and complex characters.

From the opening bell, Hart and Austin engaged in a brutal and technical bout that showcased their in-ring chemistry and storytelling prowess. The match was intensely physical, featuring brawling outside the ring, the use of weapons, and submission holds that tested each wrestler’s endurance and will to win. The iconic image of Austin, face covered in blood, refusing to submit to Hart’s Sharpshooter, has become an enduring symbol of resilience and toughness in wrestling lore.

The match concluded without Austin ever submitting; he passed out from the pain and blood loss, prompting Shamrock to end the match and award the victory to Hart. However, the aftermath was just as significant as the match itself. Hart continued to attack Austin, solidifying a double turn that saw Hart booed for his actions despite being the victor, and Austin cheered for his resilience and determination, despite his loss.

The encounter between Bret Hart and Steve Austin at WrestleMania 13 transcended the conventional wrestling match, becoming a pivotal moment in the careers of both men and the WWE itself. It was a masterclass in storytelling, in-ring performance, and character development, contributing significantly to the legacy of both superstars and the sport of professional wrestling.

#1

2010

THE UNDERTAKER V. SHAWN MICHAELS


WRESTLEMANIA 26

The match between The Undertaker and Shawn Michaels at WrestleMania 26, held on March 28, 2010, at the University of Phoenix Stadium in Glendale, Arizona, is often hailed as one of the greatest matches in WrestleMania history. This bout was a highly anticipated rematch from WrestleMania 25, featuring two of the most iconic superstars in WWE history.

The stakes for this match were incredibly high, as it was billed with the career of Shawn Michaels on the line against The Undertaker’s undefeated WrestleMania streak. The narrative leading up to the match was emotionally charged, with Shawn Michaels desperate to prove he could end The Undertaker’s streak, even putting his storied career at risk.

The match itself was a showcase of storytelling, athleticism, and drama. Both superstars delivered a performance that lived up to and even exceeded the immense hype. They executed high-risk maneuvers, signature moves, and near-falls that kept the audience on the edge of their seats. The Undertaker and Michaels displayed a deep understanding of in-ring psychology, weaving a story of desperation, resilience, and respect.

After a grueling battle that saw both men push each other to their limits, The Undertaker emerged victorious, extending his WrestleMania streak to 18-0 and effectively ending Shawn Michaels’ illustrious wrestling career. The match concluded with a poignant moment of mutual respect, as The Undertaker helped Michaels to his feet and they shared an embrace, signaling the end of an era.

The Undertaker vs. Shawn Michaels at WrestleMania 26 is remembered not just for its high-quality wrestling but for its emotional depth and storytelling, marking it as a legendary encounter in WWE history.

THE SHOWCASE OF THE IMMORTALS

As the final bell echoes in our journey through WrestleMania’s most iconic matches, we stand in awe of the epic tales that have unfolded inside the squared circle. These clashes are more than just battles for titles or personal vendettas; they are profound narratives that speak to the heart of what professional wrestling embodies—resilience, redemption, rivalry, and the relentless pursuit of greatness. From the soaring highs of victory to the crushing lows of defeat, each match we’ve revisited offers a unique glimpse into the soul of the athletes who dare to dream, fight, and entertain on wrestling’s grandest stage.

As we reflect on these legendary encounters, from the technical wizardry of Bret Hart vs. Owen Hart to the cataclysmic back-to-back clashes of The Undertaker vs. Shawn Michaels, we’re reminded that WrestleMania is not just an event; it’s a testament to the enduring spirit of professional wrestling. These matches have woven a rich tapestry of lore that fans will debate, celebrate, and cherish for generations to come. They’ve set standards, broken barriers, and left legacies that new stars aspire to surpass.

In closing, the stories told in the ring, the moments that take our breath away, and the characters we both revere and revile, continue to shape the ever-evolving narrative of WWE. As we eagerly anticipate future WrestleManias, we carry with us the memories of these monumental matches, knowing well that the next unforgettable story may be just around the corner. The ring is both a battleground and a canvas, where warriors become legends and moments become eternity. And so, to the wrestlers who have left everything between those ropes, to the fans who have lived and breathed every high and low, we say thank you. The journey through WrestleMania’s greatest matches is a reminder of the power of storytelling, the thrill of competition, and the unbreakable connection between performer and fan that defines the world of professional wrestling.


All images used © WWE.





Born and raised in West Philadelphia. No relation. I'm a lifelong gamer and an avid movie-monger. My favorite thing in life is sharing Christ through my geeky fandoms.

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