Movies like Christmas in Connecticut (1992)
The best movies like Christmas in Connecticut (1992) are Christmas on Windmill Way (2023), Jingle Around the Clock (2018) and 'Twas the Text Before Christmas (2023). If Christmas in Connecticut hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThe Apartment (1960)8.2/10 from 2,848 votes
- NewestChristmas on Windmill Way (2023)Released 2023
Christmas on Windmill Way (2023)
Mia Meijer gets ready for the Christmas Market Dutch Bake-Off and suspects that her grandmother, Ann, will walk away with the cherished Golden Rolling Pin thanks to her Kerststol, a traditional Dutch fruited Christmas bread. But Mia's world is rocked when she learns that Ann was having financial troubles and had to sell the land deed to the Windmill Way property in her family for generations. Making matters worse, the buyer is Mia's former boyfriend, property developer Brady Schaltz, who must let Mia and Ann know the Meijer family-owned heritage Dutch sawmill, renowned for the past 90 years for its fine millwork and beautiful wooden furniture, will be torn down to put up a luxurious resort.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisJingle Around the Clock (2018)
Elle decides to reunite her college friends for Christmas, but her plans are thwarted by an opportunity at work to spearhead a Christmas campaign relaunch. She's forced to team up with ad campaign "fixer" Max, who has a completely different take on the holidays. As the two work together, they find themselves falling for each other. With the help of a little Christmas magic, will Elle pull off the perfect Christmas reunion and find the love she’s been searching for?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like this'Twas the Text Before Christmas (2023)
Addie is a New York City chiropractor mistakenly receives a text from “Nana.” The accidental text turns into a loving friendship between the matronly Nana and Addie who now communicate regularly. Nana invites Addie to spend the holiday in Vermont. It is picture-postcard perfect and exactly as Nana described except for one surprise. Nana’s single son, James, a traveling doctor is also home for the holidays. Over three consecutive years, James and Addie are together during the holidays, though it isn’t until they are both single that they begin to see each other in a different light.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisNever Kiss a Man in a Christmas Sweater (2020)
Single mom Maggie is facing Christmas alone until Lucas crashes into her life and becomes an unexpected house guest. Together they overcome Christmas while finding comfort in their growing bond.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisFir Crazy (2013)
When marketing executive Elise MacKenzie decides to help sell Christmas trees at her family’s Christmas tree lot, she discovers a newfound fondness for the holidays. But all could be lost when the store owner who hosts the tree lot on his block wants to shut it down, and it’s up to Elise to find a way to rekindle his Christmas Cheer.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisA Christmas Miracle for Daisy (2021)
Whitney Alder owns interior design firm Marietta Designs, which she runs with her friend Andi in the small town of Marietta, Montana. Whitney is designing Santa’s float for the annual Marietta Christmas Parade when a potential job opportunity comes her way: the full redesign of a landmark home by Christmas Eve.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisComing Home for Christmas (2017)
Lizzie Richfield is at a crossroads when she lands a job as house manager for the exquisite Ashford Estate in the Virginia countryside. While planning one final Christmas Eve gala for the Marley family, Lizzie finds herself drawn to Robert—even as Kip pursues her.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisHoliday in Handcuffs (2007)
A ne’er-do-well thirty-something attempts to appease her family by kidnapping herself an attractive boyfriend for the family Christmas. Despite unlikely odds and dysfunctional family moments, the two fall in love and share a magical Christmas.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisNo Sleep 'Til Christmas (2018)
Lizzie, a high-end event planner, lies awake nightly while her devoted fiancé Josh rests peacefully. When a sleep-deprived incident causes her to run into Billy, a low-key bartender who is just as sleepless and frustrated as she is, they discover that they can only fall asleep while next to each other.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Enchanted Christmas Cake (2021)
Gwen recently lose her grandmother and she is struggling to run their bakery and regain the Christmas spirit, and figure out her grandmother's magical recipe for the town's legendary Enchanted Christmas Cake.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisMy Christmas Dream (2016)
A department store manager sets out to create an amazing holiday display window to impress the owner. She asks a recently-fired employee to help her make the display, and as they work together, they start to fall in love.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisA Christmas Melody (2015)
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.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like this12 Gifts of Christmas (2015)
When Anna Parisi, an unemployed fine arts painter, is unable to make ends meet, she is hired to become a personal Christmas shopper for Marc, an uptight corporate exec. As they begin working together, Marc learns that Christmas giving has less to do with the amount of money spent and more to do with the importance of the gift, while Anna discovers she might find success as an artist in a way she never expected. The best gift of all of course is the love they discover with one another.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisFour Christmases and a Wedding (2017)
When event planner Chloe is hired to plan the local Christmas Festival, she is beyond thrilled to embrace the challenge. Professionally, everything is going great, but much to the dismay of her mother, Chloe confesses she has given up on ever finding Mr. Right. That all changes the night of the opening of the festival when she meets Evan. The two begin a whirlwind romance, but as Christmas Day nears, Chloe learns that Evan is being transferred overseas for work. What follows is three more Christmases where Chloe and Evan cross paths at the annual festival, but each year something - or someone - stands in the way of true love. Will a touch of Santa's magic on their fourth Christmas Eve finally bring them together?
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisMerry Christmas, Drake & Josh (2008)
Step brothers Drake and Josh must give a foster family the best Christmas ever or face years in jail for a Christmas party gone wrong.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisChristmas at the Plaza (2019)
With Christmas approaching in New York City, historian Jessica is hired to create an exhibition honoring the history of Christmas at The Plaza Hotel. When she is paired with Nick, a handsome decorator, they wind up enjoying a host of holiday traditions together and find themselves falling for each other.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisChristmas in Evergreen: Letters to Santa (2018)
Lisa's trip home to Evergreen for the holidays finds her shepherding an effort to save the town's beloved general store, fulfilling the wishes of a Christmas past and finding a romance full of Christmas magic.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisChristmas Next Door (2017)
Eric Randall, an author of bachelor lifestyle books, is left in charge of his young niece and nephew for the holidays. Eric turns to his neighbor April, a lover of all things Christmas, for help.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisThe 12 Days of Christmas Eve (2022)
When Brian Conway, a successful businessman whose family relationships have suffered, gets in a car accident on Christmas Eve, Santa gives him twelve chances to redo the day and repair the relationships in his life, including with his daughter Michelle.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDear Christmas (2020)
Natalie Morgan is an author and host of a popular podcast, Holiday Love, which shares true stories of holiday romance with its listeners. While to the outside world and her listeners everywhere see Natalie is an expert on romance, she's never truly experienced a romance of her own. As Natalie prepares to embark on a promotional tour for her new book, she stops back home to spend Christmas with her family and to celebrate her parent's 50th anniversary where she unexpectedly begins to experience her own holiday romance as sparks ignite with local firefighter, Jack.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisWinter in Vail (2020)
Chelsea inherits a house in Vail. She meets Owen and gets a much needed break. Together, they put on Strudelfest to highlight the charm of Old Vail.
Why it matches: Similar story and style · both romance & comedy
Popcorn FlickMovies like thisThe Apartment (1960)
Bud Baxter is a minor clerk in a huge New York insurance company, until he discovers a quick way to climb the corporate ladder. He lends out his apartment to the executives as a place to take their mistresses. Although he often has to deal with the aftermath of their visits, one night he's left with a major problem to solve.
Why it matches: Similar story and style · both comedy & romance
Absolute CinemaMovies like thisLove Actually (2003)
Eight very different couples deal with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisWhile You Were Sleeping (1995)
A transit worker pulls commuter Peter off railway tracks after he's mugged, but—while he's in a coma—his family mistakenly thinks she's Peter's fiancée, and she doesn't correct them. Things get more complicated when she falls for his brother, who's not quite sure that she's who she claims to be.
Why it matches: Similar story and style · both romance & comedy
Worth the HypeMovies like thisDelivery by Christmas (2022)
When a spiteful coworker sabotages her deliveries, a courier and a helpful customer must race to return Christmas presents to their intended recipients.
Why it matches: Similar story and style · both romance & comedy
SnoozefestMovies like thisSurviving Christmas (2004)
Wealthy executive Drew Latham has no close relationships and becomes nostalgic for his childhood home as Christmas approaches. When he visits the house and finds another family living there, he offers the residents a large sum of money to pretend they are his parents.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisA Mermaid for Christmas (2019)
Filled with warmth, humor, whimsy, and just a touch of magic, A Mermaid for Christmas combines classic Christmas themes with an escapist fantasy element that only a mermaid can provide!
Why it matches: Similar story and style · both romance
This Christmas (2007)
This year Christmas with the Whitfields promises to be one they will never forget. All the siblings have come home for the first time in years and they've brought plenty of baggage with them. As the Christmas tree is trimmed and the lights are hung, secrets are revealed and family bonds are tested. As their lives converge, they join together and help each other discover the true meaning of family.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisSummer Storm (2004)
Tobi and Achim, the pride of the local crew club, have been the best of friends for years and are convinced that nothing will ever stand in the way of their friendship. They look forward to the upcoming summer camp and the crew competition. Then the gay team from Berlin arrives and Tobi is totally confused. The evening before the races begin, the storm that breaks out is more than meteorological.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisCockles and Muscles (2005)
Crustacés et coquillages is a fresh French comedy film with numerous surprise turnarounds and about the tolerance of a family of four. The family spend an idealistic summer vacation together where each of the family members gets involved in a new or old relationship.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like this
Like Christmas in Connecticut and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like Christmas in Connecticut?
The closest matches to Christmas in Connecticut are Christmas on Windmill Way (2023), Jingle Around the Clock (2018) and 'Twas the Text Before Christmas (2023). Below are 27 more, each with the reason it matches.
What should I watch after Christmas in Connecticut?
Start with Christmas on Windmill Way (2023), the closest match to Christmas in Connecticut.
What is the highest-rated movie like Christmas in Connecticut?
The Apartment (1960), rated 8.2/10 by 2,848 TMDB users.
What is the newest movie like Christmas in Connecticut?
Christmas on Windmill Way (2023) is the most recent release on this list.
Are there English movies like Christmas in Connecticut?
Yes: Christmas on Windmill Way (2023), Jingle Around the Clock (2018) and 'Twas the Text Before Christmas (2023).
How are movies similar to Christmas in Connecticut chosen?
First come films that Trakt’s viewers watch alongside Christmas in Connecticut, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.