17 Best Comedy Movies to WatchMovies Like Sideways (2004) (Page 2)

Need a chuckle? We know comedy gold can be hard to come by, so we’ve scoured the depths of the streaming landscape to dig it out. From dark humor to laugh-out-loud misadventures, these are the best comedies to stream now.

Best friends Miles and Jack are off to wine country to celebrate Jack's last week of freedom before he gets married. They drop white lies about themselves, with Miles pretending to be a successful writer and Jack not mentioning his impending wedding, and soon meet two beautiful women whom they spend the rest of their stay with. What sounds like a dreamy bachelor's celebration, however, soon unravels into a messy tangle of tall tales. Miles and Jack contemplate their situation in smart, sad, and silly turns, delivering excellent performances and an overall hard-hitting road movie.

16. The Royal Tenenbaums, 2001

In this ensemble cast directed by Wes Anderson, we see a very dysfunctional family with three very unique siblings who grow apart from each other due to their father, a charismatic and ever-absent grifter. However, when he announces his immanent death, the whole family is forced to confront each other, themselves and their childhoods as they gather in their patriarchal home together for the first time in years. An absolutely gorgeously filmed movie, the usage of color, pattern and 60's rock music alone makes it worth seeing, and the beautiful story just sweetens the deal.

Genre: Comedy, Drama

Actor: Al Thompson, Alec Baldwin, Amir Raissi, Andrew Wilson, Anjelica Huston, Ben Stiller, Bill Murray, Brian Smiar, Brian Tenenbaum, Danny Glover, Dipak Pallana, Don McKinnon, Donal Lardner Ward, Ebon Moss-Bachrach, Eric Chase Anderson, Frank Wood, Gary Evans, Gene Hackman, Grant Rosenmeyer, Greg Goossen, Guido Venitucci, Gwyneth Paltrow, Irina Gorovaia, Jennifer Wachtell, Jonah Meyerson, Kalani Queypo, Keith Charles, Kumar Pallana, Larry Pine, Liam Craig, Luke Wilson, Max Faugno, Mel Cannon, Nova Landaeus-Skinnar, Owen Wilson, Pawel Wdowczak, Rex Robbins, Roger Shamas, Rony Clanton, Saidah Arrika Ekulona, Sam Hoffman, Seymour Cassel, Sheelagh Tellerday, Sonam Wangmo, Stephen Dignan, Stephen Lea Sheppard, Tatiana Abbey, Tom Lacy, Wes Anderson, 吉恩·哈克曼

Director: Wes Anderson

Rating: R

17. Little Miss Sunshine, 2006

Starring a sad-sack Steve Carrell and an ensemble cast with brilliant timing and real heart, Little Miss Sunshine is a rare understated comedy that brings laughter and tears. As a dysfunctional family's youngest member gets chosen to be in a pageant in California, the family must come together and support her through her journey. Along the path that they take, they learn and cope with each other. A great movie filled with phenomenal acting and writing with a real heart that will leave you breathless.

Genre: Comedy, Drama

Actor: Abigail Breslin, Alan Arkin, Beth Grant, Brenda Canela, Bryan Cranston, Dean Norris, Geoff Meed, Gordon Thomson, Greg Kinnear, Jerry Giles, Jill Talley, Joan Scheckel, John Walcutt, Julio Oscar Mechoso, Justin Shilton, Lauren Shiohama, Marc Turtletaub, Mary Lynn Rajskub, Matt Winston, Mel Rodriguez, Paul Dano, Paula Newsome, Steve Carell, Steven Christopher Parker, Terry Bolo, Toni Collette, Wallace Langham

Director: Jonathan Dayton, Valerie Faris

Rating: R