Natalya Fox has twenty-hours to make the biggest choice of her life: stay home in NYC for the summer with her dad (and finally screw up the courage to talk to the girl she's been crushing on), or spend it with her basically estranged mom in LA (knowing this is the best chance she has to fix their relationship, if she even wants to.) (Does she want to?) How's a girl supposed to choose? She can't, and so both summers play out in alternating timelines.

As strangers and seatmates Maryam Aziz and Anna Gibson fly to Toronto over the holidays—Maryam to her sister’s impromptu wedding, and Anna to meet her boyfriend’s wealthy family for the first time—neither expect that severe turbulence will scare them into confessing their deepest hopes and fears to one another. At least they’ll never see each other again. And the love of Maryam’s life, Saif, wasn’t sitting two rows behind them hearing it all. Oops.

When Iris decides to move to New York to restart her life, she realizes she underestimated how big the Big Apple really is—all the nostalgic movies set in New York she’d watched with her mom while eating their special secret-recipe gelato didn’t quite do it justice. But Bobby, Iris’s best friend, isn’t about to let her hide away. He drags her to a famous autumn street fair in Little Italy, and as they walk through the food stalls, a little family-run gelateria catches her eye—could it be the same shop that’s in an old photo of her mother’s?

Mallory Greenleaf is done with chess. Every move counts nowadays; after the sport led to the destruction of her family four years earlier, Mallory’s focus is on her mom, her sisters, and the dead-end job that keeps the lights on. That is, until she begrudgingly agrees to play in one last charity tournament and inadvertently wipes the board with notorious “Kingkiller” Nolan Sawyer: current world champion and reigning Bad Boy of chess.

Laurie is sure love at first sight doesn't exist anywhere but the movies. But then, through a misted-up bus window one snowy December day, she sees a man who she knows instantly is the one. Their eyes meet, there's a moment of pure magic...and then her bus drives away. Certain they're fated to find each other again, Laurie spends a year scanning every bus stop and cafe in London for him. But she doesn't find him, not when it matters anyway. Instead they "reunite" at a Christmas party, when her best friend, Sarah, giddily introduces her new boyfriend: the man from the bus.

Shira Barbanel has a plan: This Hanukkah, she’s going to get a boyfriend. And she has the perfect candidate in mind—her great-uncle’s assistant, Isaac. He’s reliable, brilliant, and of course, super hot. The only problem? Shira’s an absolute disaster when it comes to flirting.

Harriet and Wyn have been the perfect couple since they met in college—they go together like salt and pepper, honey and tea, lobster and rolls. Except, now—for reasons they’re still not discussing—they don’t. They broke up five months ago. And still haven’t told their best friends.

Avital Cohen isn’t wearing underpants—woefully, for unsexy reasons. Chronic pelvic pain has forced her to sideline her photography dreams and her love life. It’s all she can do to manage her family’s kosher bakery, Best Babka in Brooklyn, without collapsing. She needs hired help. And distractingly handsome Ethan Lippmann seems the perfect fit. Except Ethan isn’t there to work—he’s undercover, at the behest of his ironfisted grandfather. Though Lippmann’s is a household name when it comes to mass-produced kosher baked goods, they don’t have the charm of Avital’s bakery.

When high-school senior Tally and her twin brother Max head off on an exchange trip to Israel over their winter break, Tally thinks it will be a good distraction for Max; he might be trying to hide it, but she knows he's still struggling in the wake of a car crash that injured him and killed the driver. Maybe this will help him get back on track and apply to college the way he and Tally always planned. But as the group travels across the country, Tally realizes her plan might not be working and that her brother might not be the only one with a lot on his mind.

Lilah is stuck in the middle. At least, that’s what having a hearing loss seems like sometimes—when you don’t feel “deaf enough” to identify as Deaf or hearing enough to meet the world’s expectations. But this summer, Lilah is ready for a change. When Lilah becomes a counselor at a summer camp for the deaf and blind, her plan is to brush up on her ASL. Once there, she also finds a community. There are cute British lifeguards who break hearts but not rules, a YouTuber who’s just a bit desperate for clout, the campers Lilah’s responsible for (and overwhelmed by)—and then there’s Isaac.

As the creator and CEO of the popular Jewish dating app J-Mate, matchmaker Dara Rabinowitz knows the formula for lasting love—at least, for everyone else. When it comes to her own love life, she’s been idling indefinitely. Until her beloved bubbe shares Dara’s checklist for “The Perfect Jewish Husband” on national television and charming news anchor Chris Steadfast proposes they turn Dara’s search into must-see TV.

Ever since she got pregnant freshman year, Emoni Santiago’s life has been about making the tough decisions - doing what has to be done for her daughter and her abuela. The one place she can let all that go is in the kitchen, where she adds a little something magical to everything she cooks, turning her food into straight-up goodness. Even though she dreams of working as a chef after she graduates, Emoni knows that it’s not worth her time to pursue the impossible. Yet despite the rules she thinks she has to play by, once Emoni starts cooking, her only choice is to let her talent break free.

With the storm and the holidays leaving Hamish with nowhere else to go, Ren kindly offers a place to stay. Hamish is certain he’s crashed right into a Hallmark Christmas movie, despite more car delays and road closures and the prospect of not seeing his sister for Christmas. And with help from Hamish, Ren is beginning to feel a little Christmas cheer. These two unlikely strangers have more in common than they first realise, and after two days of Christmas decorations, cookies, and non-stop conversation, it looks like Christmas might be saved after all.

Sixteen-year-old Lara Jean Song keeps her love letters in a hatbox her mother gave her. They aren’t love letters that anyone else wrote for her; these are ones she’s written. One for every boy she’s ever loved - five in all. When she writes, she pours out her heart and soul and says all the things she would never say in real life, because her letters are for her eyes only. Until the day her secret letters are mailed, and suddenly, Lara Jean’s love life goes from imaginary to out of control.

They call her "the husband maker" and sadly, it fits. Every guy she's dated since high school has gone on to marry the next girl they date. Not two or three girls down the road. The very next one. Is she doing something wrong or is she just cursed? When Kyle Aldsworth enters the picture and sweeps her off her feet, Charlotte begins to hope that maybe she's not destined to be single forever.