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The 12 Best Movies of the 2000s You Must Watch or Rewatch in 2021

The aughts mark an era of great art. Indie rock, for example, started to gain momentum in the music realm while movies exploded with the kind of fresh innovation and creativity that can only come from the dawn of a new millennium. There were duds, for sure. Not all people use Snakes on a Plane as anything else but a joke, and seemingly interesting releases such as Garden State are boring when rewatched today.

We’ve had an additional decade to see which movies struck a chord, whether it’s through phenomenal acting, clever editing, an intoxicating or well-written plot, or more. The first decade of the 21st century was blessed with many iconic, not to mention, nostalgic films. As always, we’ve done our research. Below, we rounded up the best movies of the 2000s to watch this summer and beyond. If you are looking for more films to stream on Amazon Prime, check out our list of the best Amazon Prime movies we found.

Punch Drunk Love (2002) 

Punch Drunk Love

This 2002 release from the revered Paul Thomas Anderson painted Adam Sandler in a shade none of us really thought possible. He played Barry Egan, a role that asked the actor to be serious and introspective instead of offering his usual silly demeanor. And he knocked it out of the park, becoming the focal point in a complex movie that’s beautifully shot and has brilliant moments of dark humor.

Director: Paul Thomas Anderson
Main Cast: Adam Sandler, Emily Watson, Philip Seymour Hoffman
Runtime: 95 minutes
IMDb Rating: 7.3

Read more: Adam Sandler Movies to Watch

Gangs of New York (2002)

Gangs of New York

This vintage flick has all of the Scorsese hallmarks, from violence and betrayal to racism and the American immigrant perspective. With blistering performances from both Leonardo DiCaprio and Daniel Day Lewis, the movie has zero dull moments, remarkable set and costume design, and a faction-filled look at the American experiment that seems eerily applicable to today.

Director: Martin Scorsese
Main Cast: Leonardo DiCaprio, Cameron Diaz, Daniel Day-Lewis
Runtime: 167 minutes
IMDb Rating: 7.5

The Royal Tenenbaums (2001)

The Royal Tenenbaums

One of Wes Anderson’s greatest films hit the theaters in 2001. The Royal Tenenbaums boasts an all-star cast including the likes of Gwyneth Paltrow and Gene Hackman as well as a fantastic soundtrack and Anderson’s impressive attention to detail. Family drama has long been the inspiration for all kinds of artwork but this Alec Baldwin-narrated movie is truly unique in its ability to weave together so many emotions and distinctive characters.

Director: Wes Anderson
Main Cast: Danny Glover, Gene Hackman, Anjelica Huston
Runtime: 109 minutes
IMDb Rating: 7.6

Sideways (2004) 

Sideways

The greatness of this 2004 movie is that it’s a brooding comedy masquerading as a wine-fueled adventure. Sure, there are scenes of tasting room debauchery and the glorification of Pinot Noir, but the best of the film involves its darker, more honest moments around themes encompassing infidelity and death. Paul Giamatti is nothing short of brilliant, a perfect blend of cerebral and self-deprecating.

Director: Alexander Payne
Main Cast: Paul Giamatti, Sandra Oh, Thomas Haden Church
Runtime: 127 minutes
IMDb Rating: 7.5

Up (2009)

Up

Arguably the top animated film of the aughts if not the last 20 years, Up is a gorgeous ride that ebbs and flows beautifully between youthful joy and the emotional weight of aging. It is wildly creative and accented with montages so touching that you can’t help but weep some. The movie cemented Pixar as king of the animated realm, with its razor-sharp animation and surprisingly complex storyline.

Director: Pete Docter, Bob Peterson
Main Cast: Ed Asner, Christopher Plummer, Jordan Nagai
Runtime: 96 minutes
IMDb Rating: 8.2

Read more: Top Disney Movies

No Country for Old Men (2007)

This Coen Brothers classic took home the Best Picture award in 2007. Since, we’ve never looked at a cattle gun in quite the same way. Commanded by an outstanding Javier Bardem performance, the film is haunting and twisted in a fashion that’s so authentic it feels like a documentary.

Director: Ethan Coen, Joel Coen
Main Cast: Tommy Lee Jones, Javier Bardem, Josh Brolin
Runtime: 122 minutes
IMDb Rating: 8.1

Bowling for Columbine (2002)

Bowling for Columbine

Michael Moore’s most famous documentary deals with school shootings, a topic our country knows all too well. Made in 2002, the movie takes a deep dive into gun culture, offering pointed takes on our history and the commercial aspects involved. It’s hard to watch at times but required viewing nonetheless. The movie set a new standard for popular documentaries, paving the way for future great ones like An Inconvenient Truth and the countless dramatic docs that continue to come out of the Netflix movie pipeline.

Director: Michael Moore
Main Cast: Michael Moore
Runtime: 120 minutes
IMDb Rating: 7.9

Adaptation (2002)

Adaptation

The year 2002 was clearly a great year for film. This Spike Jonze joint, written by the incomparable Charlie Kaufman, features stunning performances by Nicolas Cage, Meryl Streep, and Chris Cooper. The intersection of the many characters is immensely thoughtful and the way it portrays rural Florida is both romantic and near-mystical.

Director: Spike Jonze
Main Cast: Nicolas Cage, Meryl Streep, Chris Cooper
Runtime: 115 minutes
IMDb Rating: 7.7

Memento (2000)

Memento

This Christopher Nolan classic is an elongated think piece, full of head-scratching wonder. It’s a lesson in discontinuity, with time pretty much thrown out the window from the start. As such, it’s engaging throughout, requiring your close attention as the story unravels its many, many threads.

Director: Christopher Nolan
Main Cast: Guy Pearce, Carrie-Anne Moss, Joe Pantoliano
Runtime: 113 minutes
IMDb Rating: 8.4

Kill Bill (2003)

Kill Bill

Kill Bill almost instantly brought samurai culture back to the fore, in a rock star style built around the one and only Uma Thurman. The movie has pizazz, excellent fight scenes, and Tarantino’s stylishness throughout. The late David Carradine shines here, as does some unrivaled choreography, and a prevailing coolness.

Director: Quentin Tarantino
Main Cast: Uma Thurman, David Carradine, Daryl Hannah
Runtime: 111 minutes
IMDb Rating: 8.1

Read more: Greatest Quentin Tarantino Movies

Ray (2004)

Ray

This 2004 biopic highlights the remarkable life of Ray Charles, with deft acting by Jamie Foxx and Kerry Washington, especially. Covering three decades of the iconic piano man’s life is no small task but the film does it rather effortlessly. It was almost ahead of its time, given the recent trend of musician-based films (Rocketman, Bohemian Rhapsody, etc.).

Director: Taylor Hackford
Main Cast: Jamie Foxx, Regina King, Kerry Washington
Runtime: 152 minutes
IMDb Rating: 7.7

Amélie (2001)

Amélie

One of the most imaginative popular films of the decade, Amélie is a French rom-com that resonates even more today, given the closed-off nature of the pandemic. The eponymous protagonist lives a life of solitude, prescribed early by her parents for health reasons. But she compensates for the loneliness by letting her mind wander into some wondrous, dream-like territory.

Director: Jean-Pierre Jeunet
Main Cast: Audrey Tautou, Mathieu Kassovitz, Jamel Debbouze
Runtime: 123 minutes
IMDb Rating: 8.3

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