20 best movies like October Road (2007)

A recent college graduate sets out to win back the girl of his dreams.

Kevin Carson is a young man living in the projects who has to survive a three-day weekend after his opportunistic neighbors find out he's holding a winning lottery ticket worth $370 million

This is a fast-paced comedy about a 40-year-old gay man who finds himself dating two equally lovable men - a secure 50-year-old who came out later in life, and an adventurous 30-year-old who wasn't looking for a relationship. What he doesn't find out right away is that the two men are, in fact, father and son. And as they say, wackiness ensues.

In his funky California beach enclave, Chip's the go-to guy for personal insights. But he isn't quite as enlightened when it comes to his own baggage.

Dylan Schoenfield is the pink princess of the upscale Los Angeles Woodlands Academy. She has the coolest boyfriend, the most popular friends, and a brand-new it bag that everyone covets. But when she accidentally tosses her Serge Sanchez bag into a fountain, this princess comes face-to-face with her own personal frog, self-professed film geek Josh Rosen. In return for rescuing Dylan's bag, Josh convinces Dylan to let him film her for his documentary on high school popularity. Reluctantly, Dylan lets F-list Josh into her A-list world, and is shocked to realize that sometimes nerds can be pretty cool. But when Dylan's so-called prince charming of a boyfriend dumps her flat, her life and her social status comes to a crashing halt. Can Dylan win the Woodlands Academy Fall Formal Blossom Queen crown? Can Josh win the Woodlands Academy 10th Annual Film Festival? Can Dylan, with Josh's help, pull the pieces together to create her own happily-ever-after?

This is a comedic drama that follows New York City based flight attendant Lorna Flynn on her obsessive journey to find her long lost relative after her absent father passes away. In the hopes of finding out more about her family and herself, what she discovers is more than she could have imagined.

Shrimp explores the strange, interwoven and often hilarious daily lives of the women and men who work and play in a Los Angeles BDSM den.

A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.

Eight close friends soak up their last day of summer together on the beach before parting ways for college.

Four young people navigate the suburban wonderland of metro-Detroit looking for love and adventure on the last weekend of summer.

A woman at rock bottom must find her way across Los Angeles in order to crash her ex-boyfriend's engagement party.

A slacker surf instructor, who's on and off the wagon, gets his life together when he falls for a beautiful but troubled young woman he meets in Alcoholics Anonymous. A Romantic Dramedy.

The Four Faced Liar is a story of love and lies for four twenty-somethings looking to find themselves in New York City... A story of love and lies for four twenty-somethings looking to find themselves in New York City. A pair of best friends and a seemingly perfect couple meet at a local Irish pub tucked in the winding streets of the West Village. Through their chance meeting, the four bond and over time all of their relationships with one another morph into love, betrayal and heartbreak for all.

Lucia Lombardi, a single middle aged nurse, finds herself in a difficult situation when she makes a deal with her ailing mother Rosa that involves her unwitting dentist friend Rocco and his best friend Gino.

A teenage girl living in Baltimore in the early 1960s dreams of appearing on a popular TV dance show.

Weekend trips, office parties, late night conversations, drinking on the job, marriage pressure, biological clocks, holding eye contact a second too long… you know what makes the line between “friends” and “more than friends” really blurry? Beer.

A struggling NYC matchmaker is hired by a king to find his son a suitable wife in time for a national celebration. As the clock ticks towards her deadline, the matchmaker finds him the perfect wife -- only to realize that she’s fallen in love with him!

Big city girls Julia and her best friend Sydney take a trip to a dude ranch in Wyoming for a fun weekend getaway, but after a brawl at the local bar, the girls are sentenced to stay in town and perform community service. Along the way, Julia finds love and her true calling in life.

In a world connected by YouTube, iTunes, and Facebook, Lola and her friends navigate the peer pressures of high school romance and friendship while dodging their sometimes overbearing and confused parents. When Lola's mom, Anne, "accidentally" reads her teenage daughter's racy journal, she realizes just how wide their communication gap has grown.

A stage director and an actress struggle through a grueling, coast-to-coast divorce that pushes them to their personal extremes.

Audrey attempts to stop her brother from marrying a young French woman during their rescheduled wedding weekend in the Hamptons, which happens to be the same weekend she turns 40.

A misguided personal trainer struggles to clean up his life after he's sued by one of his clients, knocks up two women and suffers a major heart attack. Stars Jonathan Wade-Drahos, Ryan Bottiglieri, Bruce Dern.

In the wake of their friends' marriages and eventual offspring, longtime pals Julie and Jason decide to have a child together without becoming a couple. By becoming "time-share" parents, they reason, they can experience the joys of parenthood without significantly curbing their personal freedom. However, when Julie and Jason both become involved with others, they discover that they secretly harbor romantic feelings for each other.

Sam, a soldier who had served in Afghanistan and Iraq, meets Amira when he visits her uncle, Bassam, who had served as Sam's Iraqi translator. Bassam and Sam have a special bond due to their time together in the war. Initially Amira does not trust him because he was an American soldier and her brother was killed by a bomb from American troops in the war. Sam's cousin, Charlie, asks Sam to help him with illegal hedge funds unbeknownst to Sam at the time. Amira is staying with her uncle Bassam since her father died. She sells bootlegged films on the street corner but is forced to stay with Sam after getting busted; immigration officials begin pursuing her. As the film progresses, Sam and Amira fall in love.

Four black students attend an Ivy League college where a riot breaks out over an “African-American” themed party thrown by white students. With tongue planted firmly in cheek, the film explores racial identity in 'post-racial' America while weaving a story about forging one's unique path in the world.

For Tobe, a nerdy, horny, frizzy-haired cineaste who doesn't quite fit in with the average contemporary teen, the pinnacle of womanhood is Monica Velour, a soft-core actress who reached the zenith of her career in the 1980s. When Tobe learns that his love idol is headlining hundreds of miles away at the Gentlemen's Petting Zoo in Indiana, he drives off with carefree glory, filled with the hope of meeting her.

Opting to sleep in the allegedly-haunted guest house while spending a weekend in the Hamptons with friends, Ruth, a lonely young woman in her mid-twenties who's had too much to drink, strikes up a conversation that leads to a sexual encounter with Michael, a burlap-draped ghost that casually appears before her. Through this inter-paranormal relation, Ruth contracts an STD with alarming effects.

Estranged twins Maggie and Milo coincidentally cheat death on the same day, prompting them to reunite and confront the reasons their lives went so wrong. As the twins' reunion reinvigorates them, they realize the key to fixing their lives may just lie in repairing their relationship.