Movies like Sincerely, Yours, Truly (2020)
The best movies like Sincerely, Yours, Truly (2020) are Her Pen Pal (2021), Prom Pact (2023) and All Things Valentine (2016). If Sincerely, Yours, Truly hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThe Thing About Harry (2020)6.8/10 from 237 votes
- NewestChristmas on Windmill Way (2023)Released 2023
Her Pen Pal (2021)
Event planner Victoria can’t wait to attend –- and plan –- her best friend’s wedding in Paris. But when she finds out her ex is bringing a date, Victoria reconnects with her French childhood pen pal.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisProm Pact (2023)
It's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts tutoring basketball all-star Graham, she must re-evaluate whether her dream school is worth the cost of everything she believes in.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisAll Things Valentine (2016)
Avery, a blogger with a string of disappointing Valentine’s Days, is ready to give up on love when she meets handsome veterinarian Brenden. When Avery finds out Brenden blames his recent break up on her blog and is the one leaving her angry comments, she begins to question whether the bond they’ve began to build is a true love story or yesterday’s news.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisMy Favorite Wedding (2017)
Potential Northwestern fellow Tess Harper lasers through her best friend's wedding planning like the star doctor she hopes to soon become. In fact, Tess puzzles through any problem - provided it's not her own. When she meets divorce lawyer and groom's best friend, Michael, Tess maneuvers around him like a gurney in the emergency room until she discovers this best man has a few moves of his own.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisSurprised by Love (2015)
The story of a young businesswoman who tries to convince her uptight parents to accept her current boyfriend and instead finds herself falling for an old high school flame.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisA Prince in Paradise (2023)
Olivia, struggling with writer's block after a break up, takes a tropical holiday in hope of some inspiration and meets Prince Alexander, who needs some distance from his duty to marry royalty.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Worth the HypeMovies like thisAs Luck Would Have It (2021)
When Lindsey travels to Ireland to acquire land that is perfect for a resort, she decides to enter the town's matchmaking festival to prove her investment—and win over a handsome local.
Why it matches: Recommended by TMDB viewers · both comedy & romance
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 thisDen Brother (2010)
Alex Pearson has a lot to learn about teamwork. As the star of the Lemon Oaks hockey team, Alex almost always has his way on and off the ice. That is until he pulls a stunt so outrageous not even his own coach can give him a pass. His punishment? Suspension from the team, a never-ending list of chores and a job watching his little sister Emily after school.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisA Merry Christmas Wish (2022)
Janie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event, which is being held in the farm’s sprawling barn. Aware that her Manhattan boyfriend is anxious for her to return to the city so the pair can jet off to a previously planned holiday on the beach, Janie begins to feel an unexpected emotional tug about living life in a more authentic, meaningful way.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisChristmas at the Drive-In (2022)
Sadie Walker is starting over in her hometown of Chesterfield, New York, following a series of major life disruptions that include leaving her law practice after losing her biggest case and no longer being engaged.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies 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 thisChristmas 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 thisLove on Harbor Island (2020)
Interior designer Lily returns home to help her Aunt Maggie run her marina-side bed and breakfast when she meets Marcus, a handsome seaplane pilot whose work delivering rescue dogs helps Lily discover that home really is where the heart is
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisWhat's Love Got to Do with It? (2023)
Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThis Little Love of Mine (2021)
Laura Price is a successful San Francisco lawyer on the cusp of promotion – a far cry from her childhood growing up on a tropical island with best friends Chip and Gem. When the firm’s biggest client – Chip’s grandfather – asks Laura to travel to the island and deliver a contract to make Chip his heir, she leaves behind her practice and fiancé Owen to convince her childhood friend to sign a contract that will make him a billionaire.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisLove Is in the Air (2023)
A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Prince & Me 4: The Elephant Adventure (2010)
One year after their royal wedding, King Edvard and Queen Paige of Denmark receive an invitation to attend the wedding of Princess Myra of Sangyoon. Upon their arrival, Paige finds Myra is unhappy with her arranged marriage to the brooding and sinister Kah and is secretly in love with a young elephant handler named Alu.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisLove, Weddings & Other Disasters (2020)
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisPlatinum Blonde (1931)
Ann Schuyler is an upper-crust socialite who bullies her reporter husband into conforming to her highfalutin ways. The husband chafes at the confinement of high society, though, and yearns for a creative outlet. He decides to write a play and collaborates with a fellow reporter.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisFashionably Yours (2020)
After years of organizing fashion in the city, Lauren decides to move home. In exchange for her organizing services, mover Rob makes it his mission to help her see the beauty of Seattle.
Why it matches: Similar story and style · both comedy & romance
The Thing About Harry (2020)
Two high school enemies, uber-jock Harry and out-and-proud Sam, are forced to share a car ride to their Missouri hometown for a friend's engagement party on Valentine's Day. Things take a turn when Sam learns Harry has come out.
Why it matches: Similar story and style · both romance & comedy
Popcorn FlickMovies like thisFollow Your Heart (2020)
Kathy Yoder has left her Amish ways and is a successful travel guide writer. When Kathy goes home to settle her dad's affairs, she's reminded of her life before she left the Amish community, including her old love, Isaac. Will Kathy decide to stay or return to her traveling lifestyle?
Why it matches: Similar story and style · both romance
The Prince & Me (2004)
A fairy tale love-story about pre-med student Paige who falls in love with a Danish Prince "Eddie" who refused to follow the traditions of his parents and has come to the US to quench his thirst for rebellion. Paige and Edward come from two different worlds, but there is an undeniable attraction between them.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisJust My Type (2020)
Pop culture writer and aspiring novelist Vanessa Sills lands the interview of a lifetime with the illustrious, elusive and reclusive mystery author Martin Clayborne in his quaint rural town only to realize her own aspirations, dreams and romantic life have taken a back seat along the way. When Vanessa returns home to Portland and a mysterious gift arrives from Martin, she then makes a surprise decision, and finally takes her own advice to “go boldly in the direction of your dreams and live the life you imagine.”
Why it matches: Similar story and style · both romance
Popcorn FlickMovies like thisChristmas at Holly Lodge (2017)
Sophie Bennett begins a new holiday tradition of spending every holiday at the Evergreen Inn and Ski Lodge, which she inherited from her parents. Evergreen Inn is a special place filled with people who cannot make it home for the holidays or who have had such wonderful experiences that it has become their home-away-from-holiday-home. This Christmas, Sophie will meet an unforgettable family, and her own life will be forever changed.
Why it matches: Similar story and style · both romance
SnoozefestMovies like thisLove at Sunset Terrace (2020)
Exhausted from her marketing job, Sophie rents an Airbnb with a widowed father and his daughter to wind down. However, the daughter is set on making her father fall in love once more, with her sight set on Sophie.
Why it matches: Similar story and style · both romance
Love in the Forecast (2020)
After swearing off dating for a full year, Leah quickly learns her new commitment has made her a magnet for men.
Why it matches: Similar story and style · both romance
Popcorn FlickMovies like thisA Valentine's Match (2020)
Fired from her job as a reality TV host, Natalie returns home for Valentine's Day, only to find herself running the town festival's auction with her ex-fiancé thanks to two scheming mothers.
Why it matches: Similar story and style · both romance
Worth the HypeMovies like thisThe Secret Ingredient (2020)
Small-town baker, Kelly, gets a big surprise when she is invited to compete on a Valentine's Day baking show in New York City - and an even bigger surprise when she runs into her ex-fiance.
Why it matches: Similar story and style · both romance
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Frequently asked questions
What are the best movies like Sincerely, Yours, Truly?
The closest matches to Sincerely, Yours, Truly are Her Pen Pal (2021), Prom Pact (2023) and All Things Valentine (2016). Below are 27 more, each with the reason it matches.
What should I watch after Sincerely, Yours, Truly?
Start with Her Pen Pal (2021), the closest match to Sincerely, Yours, Truly.
What is the highest-rated movie like Sincerely, Yours, Truly?
The Thing About Harry (2020), rated 6.8/10 by 237 TMDB users.
What is the newest movie like Sincerely, Yours, Truly?
Christmas on Windmill Way (2023) is the most recent release on this list.
Are there English movies like Sincerely, Yours, Truly?
Yes: Her Pen Pal (2021), Prom Pact (2023) and All Things Valentine (2016).
How are movies similar to Sincerely, Yours, Truly chosen?
First come films that Trakt’s viewers watch alongside Sincerely, Yours, Truly, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.