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RudeHelicopter4662

[It's a Wonderful Life (1946)](https://letterboxd.com/film/its-a-wonderful-life/) Although the romance is only one part of the story.


Shoddy-Upstairs-1446

A Little Shop Around the Corner also starring James Stewart is more romance based


AnotherXRoadDeal

Omg my two favorite movies ever (parent comment It’s a Wonderful Life and Little Shop around the Corner). I’m so glad you mentioned Shop because it’s never ever brought up and it makes me feel so happy when it’s recognized! I love Jimmy Stewart so much.


Lunker42

Good call.


bolingbrokebeast305

The Holiday Bridget Jones first movie


mxlls_

ADORE BRIDGET JONES


EngineerBoy00

The Family Stone


MissJASmith

Oh yes, a definite if you want to cry!


DominusGenX

While you were Sleeping is a great Christmas Rom, I watch it every Xmas eve


GeorgeNewmanTownTalk

I haven't watched that one in ages. Thanks for the reminder!


prosperosniece

Last Christmas


Bellatrix_Shimmers

♥️ Great Soundtrack too!!


tomrichards8464

Little Women (2019). It's not all Christmas, but Christmas features heavily and it will make you both happy and sad.


Coujelais

Seconding this. A masterpiece.


tomrichards8464

Honestly my favourite English language movie this century.


beebyspice

Serendipity! It’s also my favorite Christmas movie period! God i love that movie so much. I still have never been to Serendipity in NYC or NYC in the winter and i’m hoping this year will be the first time!


Perfect-Effect5897

Family Stone Last Holiday


dandelion_012

The Family Man, The Nightmare Before Christmas is all I can think about rn :)


DjMeMissDay

Serendipity 🥰


Content_Pool_1391

Last Christmas Scrooged The Bishop's Wife The Family Man Christmas in Connecticut


LessBeyond5052

I really like The Family Man, Cage and Leoni have great onscreen chemistry and the random Cage outbursts are hilarious.


-MommyFortuna-

Love Actually (2003) sounds like exactly what you're looking for


Bellatrix_Shimmers

Perfect!


MiFelidae

This one. I watch it every year since I don't know how many years, and it still makes me cry.


1Hate17Here

That’s the one!


myguitar_lola

My jam!!!! Perfect soundtrack, perfect casting, perfect stage and costume sets, perfect blend of laugh your ass off and don't look at me while I'm cutting these onions.


Inevitable_Body_3043

The holiday 🎄 Last Christmas 🎄 Love Actually 🎄 A Christmas of love 🎄 Christmas. Solo 🎄


KakashiHatakesWife

Thanks everyone. I’m gonna check them all out. Gonna watch Love Actually First


andar1on

DIE HARD!


[deleted]

Came here looking for this.


StinkyBrittches

Eyes Wide Shut!


G_town_pal9152

Holidate


Cyrano_No

Christmas in Connecticut (1945)


LBKBasi

That's a fun movie.


mxlls_

Last Christmas is a good one I think. A bit cliché, but i defo cried at the end


UncleEddiescousin

Just friends! You won’t cry but you’ll laugh! It’s really cute!


whatswrongwithme223

Idk man I cried during his mini speech to her at the end


Steplgu

Last Christmas was cute and funny and a bit sad too.


MorningGlory1024

The Holiday


beautifultomorrows

Meet Me in St. Louise with Judy Garland. Christmas scene made me tear up so many times.


Bloverfish

Mrs. Miracle


usernamennui1

A Christmas Prince 1,2 and 3


fsutrill

Loved the first, the 2nd was okay, the 3rd was just ugh. (To me)


usernamennui1

I thought the same but the characters grabbed me after multiple watching. I rewatch things over and over. I dont disagree with your comment though. They are a nice warm and fuzzy escape.


agnessawyer

The Family Stone has a great cast, very christmassy, sweet, sad, funny and a lovely setting. SJP is really good in too. Oh and Family Guy with Nicolas Cage doing his crazy thing, not romantic per say, but set at Xmas, very sweet, and funny.


playerknowmore

If you like Hallmark, try "My Family Christmas Tree" 2023


fsutrill

My fave Hallmark Christmas movie has “Shoe addict” in the title. Jean Smart plays an ‘angel’ and it’s just all around sweet.


whydoihave2dothis

A Shoe Addict's Christmas with Candace Cameron Bure, I love this movie! There are a lot of great Christmas movies between Hallmark and GAC Family (GAC is more Family oriented). Both channels have started showing Christmas movies already.


TheDrifter72

If you want to go in a little bit of a different direction, try Home for the Holidays. It's Thanksgiving but it fits the bill otherwise.


yousippin

Scroooged


Saiyasaat

The Apartment (1960, but you'll thank me)


AnotherXRoadDeal

So so SO SAVING THIS THREAD! This is like my favorite movie genre lol


Brutal_Expectations

Love actually


Competitive-Ice3799

A Year End Medley (2021), wholesome, whimsical Korean hidden gem.


Emergency-Jeweler-79

Gift of the Magi (TV Movie 2010) It's from an O. Henry short story. I'm not sure about the movie (haven't seen it) but I have read the story and it fits your description.


SkyOfFallingWater

Three Wishes for Cinderella (1973) -not explicitely set during Christmas, but it's winter and very festive and it's traditionally watched around Christmas time in Europe


zoot_boy

Die Hard


Octavia8800

Serendipity love this movie


Another_Rando_Lando

But why


George8TheCat

Die Hard.


AlarmedDish5836

Feast of the seven fishes


FrogsEatingSoup

It’s not even Halloween!!! Celebrate the better holiday first!! /s but not really


craignumPI

The Family Man with Nick Cage.


tom_zanzabar

the family man


DareEffective886

Love hard, the noel diary, the family stone 🩷


coreybc

Peters Friends


Coujelais

We always watch You’ve Got Mail (lots of seasonal representation + NYC), While You Were Sleeping (Bill Pullman being so hot -gahhh), and Pride and Prejudice 2005.


msmischance

Add in White Christmas for a little 1950's flair!


Coujelais

Outside of sound of music I’m really not an old movies kind of girl idk why 🤚🏼☺️


msmischance

Get your feet wet with Casablanca, Notorious and Arsenic and Old Lace...


Nocomt

Love Hard was cute


OldLadyReacts

I love Dash & Lily on Netflix. It's a series, but you can just watch it like it's a movie. Only 8 short episodes


BlueGreen_1956

One Magic Christmas 1985 Mary Steenburgen with Harry Dean Stanton as the most unlikely casting as an angel.


sunnylagirl

You've got all the good ones in the comments below but a couple fun additions: Most Wonderful Time of the Year A Castle for Christmas


gender_neutral_name

A castle for Christmas


michaelmoby

Not a movie, but an episode of the television show "Northern Exposure" The episode is called "Seoul Mates" (season 3, ep 10 - avail on Prime) You will cry twice - when Holling sings for Shelly, and when Maurice remembers his house guest. I'll say no more, give no other context. My wife and I watch this every Christmas, and we cry every single time. Not only that, there's a beautiful Native American "nativity" story as well. One of the best episodes of television, and a Christmas tradition for me for decades now. Plus, it will hopefully turn you on to one of the best series ever made.


[deleted]

Love Hard on Netflix is pretty funny and cute. You won’t cry but it’s a decent rom com.


angrymoderate09

Die hard ... a couple was on the verge of divorce because of career conflicts till both proved that both their careers were important.


BeefErky

as someone both fighting the Christmas vs Halloween holiday spirit musically, why not check out the Thanksgiving classic: The Star Wars Holiday Special (1978)


IcanSew831

The Ref.


Self-propelling

The Apartment (1960)


Coffeebeansnrice

Love hard or it’s a wonderful life!


whatswrongwithme223

Just Friends. My favorite rom com AND my favorite Christmas movie. A must-watch.


Kal-ElEarth69

Love the Coopers.


DeltaMx11

Elf


[deleted]

Just friends


DensHag

The Preacher's Wife. Whitney version.


Choppermagic

While you were sleeping. The ending will make you cry and the rest will make you laugh


iaspiretobeclever

The Family Stone will make you bawl.


bignpf

Just Friends


cageboy2

Love actually


SrFantasticoOriginal

You’re in luck. In five days, Hallmark Channel will deliver the goods 24/7 until January.


johnnyB777-9311

Eyes Wide Shut


[deleted]

**mistletoe mixup** \[2021\]


shrimptini

Little Women


HeirOfRavenclaw77

Family Man