Best movies like Jackie & Ryan

Sometimes they stay. Sometimes they go.

A unique, carefully handpicked, selection of the best movies like Jackie & Ryan Starring Katherine Heigl, Ben Barnes, Clea DuVall, Sheryl Lee, and more. If you liked Jackie & Ryan then you may also like: Nights in Rodanthe, Novel Romance, Amreeka, Mom, Dad and Her, Sex & the Single Mom 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.

A modern day train hopper fighting to be a successful musician and a single mom battling to maintain custody of her daughter defy their circumstances by coming together in a relationship that may change each others lives forever.

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Nights in Rodanthe

Adrienne is trying to decide whether to stay in her unhappy marriage or not, and her life changes when Paul, a doctor who is travelling to reconcile with his estranged son, checks into an inn where she is staying.

Novel Romance

Book editor Max Normane can perfect anyone’s story apart from her own. Highly successful but highly single, she comes up with a novel plan: a publication in exchange for a sperm donation. But will she get her happy ending?

Amreeka

Eager to provide a better future for her son, Fadi, divorcée Muna Farah leaves her Palestinian homeland and takes up residence in rural Illinois -- just in time to encounter the domestic repercussions of America's disastrous war in Iraq. Now, the duo must reinvent their lives with some help from Muna's sister, Raghda, and brother-in-law, Nabeel.

Mom, Dad and Her

Sydney is a troubled teen heading for trouble. After being caught shoplifting and a case of alcohol poisoning, Sydney's desperate single mother sends her off to the country to live with her father, Ben, and his new pregnant wife, Emma. Sydney misses her boyfriend, her city life and doesn't get on with her dad or stepmom. Slowly she starts to settle in as she makes friends with Jess, a local girl whose mother died of cancer. Sydney makes a couple of mistakes but after her grandfather's death the extended family start to heal.

Sex & the Single Mom

Jess Gradwell and her teenage daughter boast a superclose relationship. When it comes to sex, however, Mom won't stand for anything less than premarital celibacy. So she gets a pretty healthy dose of her own medicine when she winds up getting pregnant from a brief encounter with a newly single doctor! This new situation poses a major challenge to the mother-daughter dynamic. Tune in to see if Jess and her daughter can rise to the occasion.

Taken from Me: The Tiffany Rubin Story

In 2008, New York mother Tiffany Rubin faced every parent's worst nightmare when her six year old son Kobe vanished into thin air. Upon learning that Kobe had been kidnapped by his biological father and taken to South Korea, Tiffany seeks the assistance of American Association for Lost Children representative Mark Miller, who guides her through the arduous process of traveling to Korea, and getting Kobe back.

Forever My Girl

After being gone for a decade, a country star returns home to the love he left behind.

7.0 / 10 2013 Drama
suggested by: CrystalCroc

Labor Day

Depressed single mom Adele and her son Henry offer a wounded, fearsome man a ride. As police search town for the escaped convict, the mother and son gradually learn his true story as their options become increasingly limited.

Crazy Heart

When reporter Jean Craddock interviews Bad Blake—an alcoholic, seen-better-days country music legend—they connect, and the hard-living crooner sees a possible saving grace in a life with Jean and her young son.

The Last Song

A drama centered on a rebellious girl who is sent to a Southern beach town for the summer to stay with her father. Through their mutual love of music, the estranged duo learn to reconnect.

Disappearing Acts

Zora Banks is a school teacher and aspiring singer hoping to become a successful star while taking a break from heartache. Franklin Swift is a down-on-his-luck construction worker and not-quite divorced father of two hoping to start his own business. The two meet and fall in love and during the course of the stormy relationship, they both come to some startling conclusions about love and each other.

Girlfriend

A young man with Down's Syndrome romantically pursues a small town single mom who is still mixed up with her volatile ex-boyfriend.

A Love Song for Bobby Long

A headstrong young woman returns to New Orleans after the death of her estranged mother.

Skipped Parts

A woman and her son must leave a small South Carolina town because of her wild behavior.

Pariah

A Brooklyn teenager juggles conflicting identities and risks friendship, heartbreak, and family in a desperate search for sexual expression.

Stay

A woman finds out she's pregnant and returns home when the expected father wants nothing to do with her.

Tender Mercies

Alchoholic former country singer Mac Sledge makes friends with a young widow and her son. The friendship enables him to find inspiration to resume his career.

Begin Again

Gretta, a budding songwriter, finds herself alone after her boyfriend Dave ditches her. Her life gains purpose when Dan, a record label executive, notices her talent.

What They Had

A woman must fly back to her hometown when her Alzheimer's-stricken mother wanders into a blizzard. The return home forces her to confront her past.

Brick Lane

The grind of daily life as a Brick Lane Bangladessi as seen through the eyes of Nazneen (Chatterjee), who at 17 enters an arranged marriage with Chanu (Kaushik). Years later, living in east London with her family, she meets a young man Karim (Simpson).

The Loss of a Teardrop Diamond

Tells the story of Fisher Willow, the disliked 1920s Memphis débutante daughter of a plantation owner with a distaste for narrow-minded people and a penchant for shocking and insulting those around her. After returning from studies overseas, Fisher falls in love with Jimmy, the down-and-out son of an alcoholic father and an insane mother who works at a store on her family's plantation.

Come Early Morning

A thirty-something southern woman searches for love, despite the burdens she carries with her.

The Ballad of Ramblin' Jack

With the help of her mother, family, friends, and fellow musicians, Aiyana Elliott reaches for her father, legendary cowboy troubadour, Ramblin' Jack Elliott. She explores who he is and how he got there, working back and forth between archival and contemporary footage. Born in 1932 in Brooklyn, busking through the South and West in the early 50s, a year with Woody Guthrie, six years flatpicking in Europe, a triumphant return to Greenwich Village in the early 60s, mentoring Bob Dylan, then life on the road, from gig to gig, singing and telling stories. A Grammy and the National Medal of Arts await Jack near the end of a long trail. What will Aiyana find for herself?

2.0 / 10 2002 Drama Music Romance
suggested by: user4378mfg8hd0

West of Here

Finding his only escape in music, Gil Blackwell (Josh Hamilton) decides to leave his monotonous business life in Boston when his cousin dies in a car accident. Gil ignores his father's disapproval and takes the family's antique truck for the promised land of California, but on the way a chance encounter reunites him with an old college flame, Genevieve (Fried Green Tomatoes' Mary Stuart Masterson), who joins his journey.

Love Comes Softly

Marty is a 19 year old pioneer woman, recently married. She goes west with her husband Clem, hoping to start a new life. But Clem unexpectedly dies, and Marty finds herself alone, two months pregnant. Clark Davis, a widower, offers her a marriage of convenience: she needs food and money, and he needs someone to take care of his daughter Missie. She accepts his proposal as a temporary solution.

Sister, Sister

Heated confrontations and revelations result when a divorcee returns with her young son to the home of her two sisters.

A Cooler Climate

Iris is broke after her divorce and takes a job working as a housekeeper for a wealthy woman named Paula. When Paula and her husband separate, an unlikely friendship blossoms between the women.

This Is My Life

Single mom Dottie Ingels sells cosmetics in a department store, but she dreams of being a comedian. When she inherits some money, she takes the chance and moves with her two children Erica and Opel to New York to perform in small bars. Soon her agent Arnold Moss makes her famous, but while she travels all over USA, her children stay home lonely.

Because Why

After five years of travelling abroad, Alex arrives back in Montreal. All he has with him are a back-pack and a slip of paper with an ex-girlfriend's address scrawled on it.

Charms for the Easy Life

The story of three women who live in a North Carolina town and defy the traditional roles set forth for them by society.

What Girls Learn

Two teenage girls must come to terms with their stepfather when their mother is struck by illness.

A Christmas Melody

Kristin has just had to close her small Manhattan clothing boutique to return to her Ohio home town and live in her parents' former home. It's an adjustment for Kristin and her young daughter— especially when she runs into her former high school rival. Kristen and Emily struggle to find their new normal with the help of the hunky local music teacher.

Project Christmas Wish

For years Lucy has played Santa to her small town’s community by making their holiday wishes come true. But when Lucy grants a little girl’s wish for a Christmas like she used to have with her mom, she unexpectedly finds her own wishes coming true in life and love.

Amy & Isabelle

In 1971, in the small town of Shirley Falls, in Maine, the odd and lonely secretary Isabelle Goodrow raises her teenager daughter Amy alone. She has only two friends in her job among her gossiper colleagues. When her overprotected daughter is seduced by her mathematic teacher Peter Robertson, the world of Isabelle falls apart. She becomes lost and loses her confidence on Amy, spoiling their relationship. Their bond gets tied again when Isabelle discloses her inner secrets from the past to Amy.

5.6 / 10 2011 Drama
suggested by: user294qydvma2k

A Little Closer

In the forgotten corners of rural Virginia, Sheryl struggles to balance her work as a housekeeper and raising her two sons, fifteen year-old Marc and eleven year-old Stephen. Hoping to meet the love of her life and bring home a father for her boys, she frequents a depressing, weekly mixer for the towns aging singles set. Meanwhile, Marc is desperate to lose his virginity, and spends his days working at a used car lot. And his brother Stephen, in the throes of sexual discovery, becomes infatuated with his school teacher while hoping to win the approval of a group of peers who adamantly detest her.

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