Summary
- Hollywood has changed so much in the past 25 years, becoming an industry centered on franchise-building and IP, with blockbusters dominating the box office and leading online conversations.
- The best movies of the past 25 years have gotten bigger and bigger, with larger-than-life films making a significant impact compared to those from earlier years.
- Looking back on the past two plus decades, several films have cemented themselves as the best of all time, such as The Return of the King, Up, and Arrival.
While 1999 may have seemed like just yesterday, taking a look back at the best movies of the past 25 years shows the wild journey within the movie industry. The end of the 20th century may not have been the seismic shift some were predicting, but looking just at the movies that have been made over the intervening years, it is clear that the business has gone through considerable changes. Franchises continued to be the main draw for studios with some sense of it stifling original ideas. However, there was no shortage of great movies in the last 25 years.
In the last two decades and more, have seen some exciting achievements in moviemaking. There have been movies that have defined generations with their storytelling. Some movies that were overlooked upon their release have had time to be reexamined as true classics. There have been breakthroughs in the art of filmmaking while new voices in the industry like Christopher Nolan, Greta Gerwig, and Denis Villeneuve have emerged. This collection of 25 movies over the past 25 years showcases the brilliance of the modern movie industry.

The Best Movies of the Decade
From superhero to horror, thriller to historical, here are the 25 greatest movies released in the 2010s decade (as voted for by SR editors).
25 1999
The Matrix
The Matrix
Cast
- Laurence Fishburne
- Hugo Weaving
- Release Date
- March 31, 1999
- Runtime
- 136 minutes
- Director
- Lana Wachowski, Lilly Wachowski
The Matrix is a mind-bending sci-fi movie.
It is hard to describe the cultural flip that occurred when The Matrix was released. Arriving at the end of the 20th century, it is a rare movie that felt like it was the beginning of the new future, and given the number of films it influenced afterward, it was in many ways. The Matrix is a mind-bending sci-fi movie that follows Keanu Reeves' mild-mannered Neo who is opened up to the truth that the reality he and everyone else live in is a simulation created by machines to enslave humanity.
It is a wild idea that can make the audience question everything but The Matrix doesn't stop at big ideas as it delivers an incredible action movie with one iconic set piece after another. There are amazing hand-to-hand fight sequences like Neo and Morpheus facing off in a training session. There are visceral shootouts like the extended lobby sequence. The movie also uses camera work in action movies in a unique and mesmerizing way, creating the infamous "bullet time."
The Matrix franchise is sometimes criticized for never living up to the original and it is true that is the case. However, it is likely impossible any of the sequels would have ever been able to beat the freshness and exciting new reality presented by the original movie, from its ideas to its action. It is a touchstone movie that shows the wildness that can still exist in bold genre filmmaking.
24 2000
Memento
- Release Date
- May 25, 2001
- Runtime
- 113 minutes
- Director
- Christopher Nolan
Though not the first of Christopher Nolan's movies, Memento was the one that put him on the map as an exciting new storyteller. The film stars Guy Pearce as a man with short-term memory loss who keeps reminders to himself tattooed all over his body. As he deals with his condition, he sets out on a mission to find the man who killed his wife. It is a gripping noir detective story told in a completely unique way with Nolan playing the entire movie in reverse.
It is a daunting thing to approach a movie that starts with the end and goes all the way back to the beginning, but while Memento is a movie that demands its audience's attention, it is not hard with a genuinely gripping story. It is interesting seeing Nolan operate with such a small budget and still make the movie feel engrossing and bold in his decisions.
There is so much ambition on the screen with a relatively small movie that watching Memento feels like Nolan is announcing himself to the world and showing what he can do. It is a maze of an experience that all leads to a brilliant twist ending.
23 2001
Black Hawk Down
Black Hawk Down
Cast
- Eric Bana
- Release Date
- January 18, 2002
- Runtime
- 144 minutes
- Director
- Ridley Scott
Though Ridley Scott had directed the Best Picture-winning Gladiator only the year before, in 2001, he made what many consider a superior movie with Black Hawk Down. is based on the true story of the disastrous mission in Somalia during the early 1990s when United States soldiers entered the city of Mogadishu to apprehend associates of a local warlord and found themselves pinned down by local rebels. What followed was a long and brutal fight for survival.
Scott builds up the central operation over the course of the movie's first act before throwing the audience into the chaos. Most of the movie feels like one extended battle sequence which makes Black Hawk Down one of the most visceral war movies of the 21st century. It is an indictment of the leadership of the military as well as the bravery of the fighting men who refused to leave anyone behind.
22 2022
Adaptation.
Adaptation.
Cast
- Chris Cooper
- Release Date
- December 6, 2002
- Runtime
- 115 Minutes
- Director
- Spike Jonze
While meta-commentary in movies is not uncommon, it has never been used as brilliantly as in Charlie Kaufman's script for Adaptation. The story behind the movie is that Kaufman was hired to write an adaptation of the movie The Orchid Thief but struggled with writer's block. Adaptation is the story of a screenwriter named Charlie Kaufman attempting to adapt the book The Orchid Thief only to write a story about himself adapting it.
While it is a funny Hollywood satire, Adaptation is also mind-bending to consider where the movie ends and the true story begins. Nicolas Cage gives a terrific performance as both Charlie and his fictitious twin brother Donald who is the more easy-going and successful brother. Director Spike Jonze creates a funny, touching, and mesmerizing story of the writing process and the kinds of minds it takes to be a screenwriter.
21 2003
The Lord Of The Rings: The Return Of The King
The Lord of the Rings: The Return of the King
Cast
- Elijah Wood
- Liv Tyler
- Release Date
- December 17, 2003
- Director
- Peter Jackson
- Franchise(s)
- The Lord of the Rings
Every movie in Peter Jackson’s Lord of the Rings trilogy is packed with emotion and action, but The Return of the King is the best installment by far. The high-stakes finale to Frodo Baggins’ story, The Return of the King follows the Hobbit into the depths of Mount Doom, where he nearly fails to finish his quest. The Return of the King features some of the bleakest moments of the entire trilogy, but its ending delivers a poignant message about the power of hope and friendship in the face of adversity.
It's not easy to wrap up an epic story like The Lord of the Rings, but J.R.R. Tolkien does an impressive job of it in his books. By remaining true to the source material, The Return of the King manages the same feat, bringing every member of the Fellowship’s story to a heartfelt and satisfying conclusion.
From Aragorn’s epic speech outside the gates of Mordor to Sam and Frodo’s difficult climb up Mount Doom, many scenes from The Return of the King have left a lasting impact. The fantasy film is a masterclass in storytelling, and its visuals, performances, and action sequences are equally impressive.
20 2004
Before Sunset
Before Sunset
- Release Date
- July 30, 2004
- Runtime
- 80 minutes
- Director
- Richard Linklater
Before Sunset is the sequel to Richard Linklater's Before Sunrise, featuring Ethan Hawke and Julie Delpy. Set nine years after their initial encounter, the film follows Jesse and Céline as they reunite in Paris for a brief, bittersweet afternoon. The narrative revolves around their conversations, exploring themes of romance, missed opportunities, and the age of time.
Romance movies rarely return with a sequel that not only matches the original’s charm and sentiment but exceeds it, and Richard Linklater’s Before Sunset is perhaps the greatest example of this achievement. While Before Sunrise (1995) was about hope, youth, and what could be, Before Sunset (2004) brings back Jesse and Céline nine years after their first encounter to explore what could have been.
Will Jesse and Céline actually make it work this time?
Revealing that the pair never met up as intended those nine years ago, Jesse and Céline meet again in Europe and reveal what became of their lives over the near-decade since seeing one another, with the spark still remaining all these years later. Will Jesse and Céline actually make it work this time? Will the people that they have become over the past nine years change their love for one another? Or, will love slip away again just as it did nine years ago?
Richard Linklater, Ethan Hawke, and Julie Delpy’s screenplay, Hawke and Delpy’s chemistry, and Lee Daniel’s cinematography combine to form a flawless romantic drama with even higher stakes than the original. More than the other two in Linklater’s trilogy, Before Sunset offers one of the most enticing, perhaps tormenting endings in romance movie history.
19 2005
Brokeback Mountain
Ang Lee, fresh off his divisive but ambitious Hulk adaptation, returned with another soulful take on a beloved piece of literature. Brokeback Mountain is based on a short story by Annie Proulx and though it is underscored by tragedy, the film is much more than a tale of two ill-fated cowboys who fall in love against the backdrop of the American West. Sporting a stellar cast, including Jake Gyllenhaal and Heath Ledger at the height of their powers, Brokeback Mountain is, in part, responsible for bringing queer American cinema to the mainstream.
Remarkably, the film made $178 million against its $14 million budget. It also sparked a wave of LGBTQ+-centric movies and television shows in the years to follow. Even without this lasting impact, though, Brokeback Mountain is a stirring film, punctuated by Lee’s tenderly observant lens and aching performances from Gyllenhaal and Ledger. The film cuts deep, incisive in its depiction of repression and longing, and, eventually, heartbreaking in its depiction of the forbidden desire being realized.
18 2006
Little Miss Sunshine
Little Miss Sunshine
- Release Date
- July 26, 2006
- Runtime
- 101 minutes
- Director
- Jonathan Dayton, Valerie Faris
Cast
- Abigail Breslin
Little Olive's dream is to take part in the Little Miss Sunshine contest. To do so, she embarks on a funny and moving journey with her father, uncle, grandfather, brother and mother. The family has to race against time to ensure that Olive arrives on time and is able to give the performance created by her grandfather.
Critics and movie audiences don’t tend to agree very often, but they did just that when it came to the stellar reception surrounding 2006’s Little Miss Sunshine. Following a dysfunctional family road-tripping from New Mexico to California in a VW van, Little Miss Sunshine certainly brought the laughs. The film also hit on some very tragic elements. The Hoover family, of course, came together after young Olive qualified for a beauty pageant. During their journey to get her to the competition, they were all forced to face personal issues they had all been bottling up.
After a limited release, Little Miss Sunshine became a box office hit, making over $100 million off of the $8 million budget. More impressive was the fact that the movie was the directorial debut of Jonathan Dayton and Valerie Paris. Granted, the quirky comedy worked well due to the notable ensemble cast highlighted by veterans and actors gaining momentum in their careers. Aside from the late great Alan Arkin, the cast included Greg Kinnear, Toni Collette, and Steve Carell in key roles.
The performances from Abigail Breslin as Olive and Paul Dano as Olive’s older brother Dwayne were emotionally brilliant. Though they were very different, they each learned the importance of family as they overcame life's challenges. With family being the central theme of Little Miss Sunshine, it was extremely fitting that the ending brought the Hoovers together for a wacky performance of Rick James' “Super Freak.” Not only did it serve as Little Miss Sunshine’s most hilarious sequence, but it also embraced the notion that even the most dysfunctional of families can come together during hard times.
17 2007
There Will Be Blood
There Will Be Blood
Cast
- Daniel Day-Lewis
- Russell Harvard
- Ciarán Hinds
- Dillon Freasier
- Release Date
- December 26, 2007
- Director
- Paul Thomas Anderson
In the last 20 years, Paul Thomas Anderson has made at least two films worthy of the “masterpiece” label. One of them, 2007’s There Will Be Blood, marked a significant departure for the writer-director, and it’s one of his boldest works to date. A dark anti-Western loosely based on the novel Oil!, by Upton Sinclair, Daniel Day-Lewis stars as Daniel Plainview opposite Paul Dano’s Eli Sunday.
Like the black gold that erupts from the California desert, Daniel Plainview is a man on the edge of rage, and when it bubbles to the surface, his outbursts are as captivating as they are terrifying. Dano’s Eli Sunday is often on the receiving end and, though his character serves as a ive foil to Plainview, Dano is just as powerful here. With an all-timer of a final scene that brings together the film’s meditations on greed, faith, and family, there is nothing else like There Will Be Blood in Anderson’s filmography.

There Will Be Blood Ending Explained: What Daniel Plainview's Milkshake Speech Means
"I drink your milkshake!" is a famous quote from There Will Be Blood for its absurdity, but the line disturbingly reveals the cruelty of capitalism.
16 2008
The Dark Knight
The Dark Knight
Cast
- Aaron Eckhart
- Release Date
- July 16, 2008
- Director
- Christopher Nolan
- Franchise(s)
- DC Universe
Building on the success of Batman Begins, Christopher Nolan’s highly-anticipated sequel was everything comic fans could have hoped for and then some. The Dark Knight flies so high thanks in large part to the performance of Heath Ledger as Joker. It is a true tour-de-force performance that rightfully secured him a posthumous Oscar and set a new bar for what a comic book movie villain could be. Of course, The Dark Knight would not work nearly as well if Ledger’s Joker was not the perfect counterpart to Christian Bale’s Batman and how the movie props up Harvey Dent’s Two-Face turn in the process.
There are also several standout action sequences done on the size and scale viewers have come to expect from Nolan, which helps the movie deliver on its superhero spectacle. The difference here is that The Dark Knight manages to remain grounded in its story and characters through it all. Nolan’s second Batman movie revolutionized Hollywood in of shepherding in the superhero boom and forcing the Oscars to make rule and category changes, giving it an impact that is still felt today. It’s no wonder DC has been chasing this level of success ever since.