Movies Similar to Love in Winterland

Christmas Under the Stars(2019)

When Nick is fired from his high-powered investment firm at Christmastime, he takes a job at a Christmas tree lot. There, he meets Julie, an astronomy teacher who’s always looked to the stars for hope. As the Christmas spirit washes over him—and he begins falling for Julie—the once self-centered Nick discovers the joy of helping others.

6.4

The Perfect Man(2005)

Holly is tired of moving every time her mom Jean breaks up with yet another second-rate guy. To distract her mother from her latest bad choice, Holly conceives the perfect plan for the perfect man, an imaginary secret admirer who will romance Jean and boost her self-esteem.

6.1

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.

6.2

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.

6.9

A Beautiful Place to Die: A Martha's Vineyard Mystery(2020)

After being forced into early retirement, former detective Jeff Jackson returns to a quiet life on Martha's Vineyard. Quiet, at least, until a body washes up and he's drawn back into crime solving.

7.1

Christmas Encore(2017)

A struggling actress is cast in her last off (off) Broadway show - a modern take on “A Christmas Carol” - before giving up her dream and moving home. Instead, she finds romance with her director and a renewed passion for her craft and the city. But when the historic theater loses its lease and the show is set to fold, she and her cast mates are need of a Christmas miracle.

5.9

Love Under the Olive Tree(2020)

The prize of Sunset Valley's annual olive oil contest is a land parcel with disputed ownership. When feisty Nicole and competitive Jake face-off, they never expect sparks to fly. Starring Tori Anderson and Benjamin Hollingsworth.

6.2

Holiday Date(2019)

When Brooke’s boyfriend, Ethan, breaks up with her just before the holidays, she agrees to go home with Joel, an actor who will pose as her boyfriend.

6.2

Is There a Killer in My Family?(2020)

True-crime author, Carly, and her husband Kevin take a vacation at a historical mansion on Crawford Island. Kevin thinks it will be a chance for them to reconnect, but Carly plans to research the puzzling unsolved murder of Diana Crawford.

6.5

Love 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.

5.6

Follow 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?

7.0

Just 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.”

6.6

Riddled with Deceit: A Martha's Vineyard Mystery(2020)

Former detective Jeff Jackson teams up with Dr. Zee Madieras to track down their friend's missing emerald brooch, a thief, and also... a murderer.

7.4

A 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.

7.1

The 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.

6.7

Sincerely, Yours, Truly(2020)

Hayley stumbles upon a bundle of letters with an engagement ring from a mysterious sender, she decides to respond to him with her own alias, and with it start the anonymous correspondence that will change her life forever.

6.5

Fashionably 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.

6.5

The Lost Husband(2020)

Trying to put her life back together after the death of her husband, Libby and her children move to her estranged Aunt's goat farm in central Texas.

6.8

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.

6.8

Christmas 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.

5.9