Best movies like Chestnut

A unique, carefully handpicked, selection of the best movies like Chestnut Starring Natalia Dyer, Rachel Keller, Danny Ramirez, Chella Man, and more. If you liked Chestnut then you may also like: National Lampoon's Van Wilder, The War Boys, Naked Campus, The New Romantic, Adventureland and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

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A recent graduate who becomes entangled in a relationship with a man and a woman during the summer after college.

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National Lampoon's Van Wilder

Van Wilder has been attending college for far too many years and is scared to graduate, but Van’s father eventually realizes what is going on. When he stops paying his son's tuition fees, Van must come up with the money if he wants to stay in college, so he and his friends come up with a great fund-raising idea – throwing parties. However, when the college magazine finds out and reporter, Gwen is sent to do a story on Van Wilder, things get a little complicated.

The War Boys

David, George, and Greg, best friends since high school, are “The War Boys”. They used to perch on the US-Mexican border, waiting to spot illegal immigrants who were trying to run into the United States. Sometimes, without a thought for the immigrants, the boys chased them across the wasteland and back across the border – just for fun. It was just one of those games boys played to make themselves feel big. But high school’s over now. David is unexpectedly home from his freshman year of college and the War Boys have been reunited.

Naked Campus

Slice of life film that takes place in the eight months following the college graduation of two friends.

The New Romantic

In order to escape her looming post-graduation fate that includes student debt and zero romantic prospects, Blake Conway becomes a sugar baby. As the aspiring journalist and hopeless romantic documents the adventure, she sets out on a quest to figure out if society is right to judge these women and if her own self worth comes with a price.

Adventureland

In the summer of 1987, a college graduate takes a 'nowhere' job at his local amusement park, only to find it's the perfect course to get him prepared for the real world.

Breaking Away

Dave, nineteen, has just graduated high school, with his 3 friends, The comical Cyril, the warm hearted but short-tempered Moocher, and the athletic, spiteful but good-hearted Mike. Now, Dave enjoys racing bikes and hopes to race the Italians one day, and even takes up the Italian culture, much to his friends and parents annoyance.

Babysitter's Black Book

When her parents' financial problems threaten Ashley's dreams for college, the high school whiz kid takes matters into her own hands. She and her girlfriends turn their babysitting business into a wildly successful escort service for dads. But in this small suburban community, nothing stays secret for long.

Class of '44

Sequel to "Summer of '42" reunites Hermie, Oscy and Benjie as they graduate from high school. Benjie departs shortly to war while Hermie and Oscy go on to college and experience fraternity hazings, cheating on exams, sex scandals and other unsavory college activities. Hermie grows apart from his childhood friend Oscy and begins a relationship with Julie that allows him to settle down into maturity.

The Graduate

Benjamin, a recent college graduate very worried about his future, finds himself in a love triangle with an older woman and her daughter.

Cougar Club

When Spence and Hogan graduate from college, life is bleak. They have to work for heinous divorce lawyers that torture them. Spence has a girlfriend from hell and Hogan just wants to start his life already. As luck would have it, our two young men are presented with an opportunity, they develop a club of young men devoted to the older woman, the "Cougar" if you will.

Dangerous Curves

A college graduate is offered a deal of a lifetime - deliver a Porsche for a client and join the company of your dreams in return. When the car gets stolen, he and his friend must go to a beauty pageant run by the thief to get it back.

One Percent More Humid

A pair of childhood friends reunite during their summer break from college and deal with a traumatizing experience from their past.

Edge of Seventeen

1984, Sandusky, Ohio. A naive 17-year-old navigates heartbreak and self-expression as he explores his sexuality.

My Salinger Year

A college grad takes a clerical job working for the literary agent of the renowned, reclusive writer J.D. Salinger.

Spencer's Mountain

Clay Spencer is a hard-working man who loves his wife and large family. He is respected by his neighbors and always ready to give them a helping hand. Although not a churchgoer, he even helps a newly arrived local minister regain his flock after he and Clay get into a bit of trouble. If he has one dream in life it's to build his wife Olivia a beautiful house on a piece of land he inherited on Spender's mountain. When his eldest son, Clayboy, graduates at the top of his high school class and has the opportunity to go to college, Clay has only one option left to him.

The Last Summer

Standing on the precipice of adulthood, a group of friends navigate new relationships, while reexamining others, during their final summer before college.

Adult World

Amy, a naive college graduate who believes she's destined to be a great poet, begrudgingly accepts a job at a sex shop while she pursues a mentorship with reclusive writer Rat Billings.

There Goes My Baby

It's the summer of 1965, and the members of the graduating class of upscale Westwood High are eager to reinvent themselves. Valedictorian Mary Beth wants to attend a liberal university. Surfer bum Stick plans to enlist to fight in Vietnam. Calvin lives in the poor Watts section of Los Angeles, which is slowly erupting in violence. As the summer nights grow long, they'll all be forced to make decisions that will affect the rest of their lives.

Helicopter Mom

Maggie Cooper thinks it would be really cool if her son Lloyd were gay. So cool, in fact, that she outs him to the entire school.

The Mysteries of Pittsburgh

Based on Michael Chabon's novel, the film chronicles the defining summer of a recent college graduate who crosses his gangster father and explores love, sexuality, and the enigmas surrounding his life and his city.

Mulligans

When Tyler Davidson brings his college buddy Chase home for the summer holidays a secret is revealed that threatens to tear his perfect family apart.

This Is Our Time

After graduation, five friends set out to make a difference in the world for God. Their ambitions are high, their passions are strong but will they have the courage to fulfill their calling regardless of what comes their way. The sacrifice they are asked to pay may just be too high. Through Godly council from an outside source, the group realizes that this is not their time after all, it's all His.

Grimm Love

In Germany, as graduate student Katie Armstrong researches cannibal killer Oliver Hagen for her thesis, she becomes obsessed with her subject and ultimately plunges into a lifestyle similar to Hagen's and the thousands of people like him.

The Guest House

Before leaving for college, a recently dumped goth girl's life changes forever when she falls in love with a smart and professional college grad who is staying in the family's guest house.

Getting Go: The Go Doc Project

Too shy to make a proper introduction, a recent college grad devises to shoot a documentary about the NYC nightlife scene in order to meet the go-go guy he’s cyber-obsessed with.

The Sidelong Glances of a Pigeon Kicker

After a young man graduates from a prestigious college, he rebels by preferring a carefree existence rather than the life of fighting the rungs within the treacherous American corporate ladder. For his means of survival he becomes a New York cab driver.

Crimes of the Mind

The true story of Carolyn's Raeburn's daughter who graduated from high school at the age of 16. Laura was bright, popular and enthusiastic about the future, but the summer before she was to begin college, an event occurred changing forever the lives of her and her family. Laura visited a boarding ranch in the country to learn horseback riding. And there, she entered a world dominated by a strange and fearsome woman who took control of Laura's mind. She was groomed to replace the woman's dead daughter. Carolyn spent the next five years of her life, much of her sanity and more than half a million dollars to get her daughter back.

That's Not Us

Three twenty-something couples, one gay, one lesbian, and one straight, travel to a beach house to enjoy the last days of summer, but what should be a fun and carefree weekend becomes an exploration of what it takes to sustain a healthy relationship.

General Education

Levi Collins' future is looking great. He's set to attend the local university on a tennis scholarship, but there s just one small problem, he didn't graduate. Now he s got to take summer school before his parents find out he failed senior science, and a budding romance with a classmate may show him there's more to education than grades.

Summer

Three childhood friends graduate from university and try, against steadily increasing odds, to enjoy one last summer of immaturity.

Seven and a Match

Seven college friends re-unite in the house where they used to spend summers. Some things have changed, some have stayed the same.

What Lies West

When new college graduate Nicolette takes a summer job babysitting the sheltered teen Chloe, the two must overcome a wide personality gap to take on a daring summer adventure that could fulfill both their biggest dreams.

All American Boy

When Sean returns home for summer break after his freshman year at college, he immediately reconnects with all his old high school friends for an awesome break. Sean's feelings towards his shy friend James grows and decides this is the time to finally confess his long time crush. What Sean doesn't know is that James has a hidden Dark past that is about to surface and could potentially out Sean to his friends and family. Sean and Jame's must come face to face with their fears before both their lives are destroyed forever.

A Good Funeral

At her father's funeral, Junior Talmadge remembers back 30 years to the last time she saw her Dad: the summer of 1979. Junior was graduating from college and had just gotten engaged. Her dad surprises the family when he arrives with a brand new motor home. He entices his kids into a final "family summer vacation," the only way he knows how: he tells them he has cancer. Thus begins the family's road trip to California, and their quest to become a real American family, the old-fashioned way, by being on a real American TV game show. As the family arrives in LA to audition for the show, secret after secret is revealed about their dad, forcing Junior and her brothers to confront the reality of who their Dad really is.

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