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23 Best Holiday Movies to Watch this Winter source: netflix
Top 10 Best Board Games for Groups and Parties
Top 10 Best Board Games for Groups and Parties

23 Best Holiday Movies to Watch this Winter

will ferrell elf GIF source: giphy

Holiday movies are the absolute best during this season! We’re getting into the holiday spirit by watching some of our fave holiday movies on Netflix and other streaming services! Check out some of the classics you can’t miss, some family-friendly holiday films, funny holiday movies, dramas, and of course, rom-coms that’ll have you reaching for bae.

Snuggle up with some holiday drinks after getting your holiday shopping list done, kick back, and hit play on some of these holiday faves.


Let’s face it, you’re either a holiday person or you aren’t. And if you aren’t, this article isn’t for you. Try one of our top recommended scary TV shows instead!


If you are, stick around for some great ideas for movies that’ll give you warm feels.


Holiday Comedy Movies

Elf (2003) Starring Will Ferrel source: Amazon


The best way to spread cheer this season is quoting all the Elf movie lines for all to hear! This family friendly comedic film brings Will Ferrell’s character, Buddy the Elf, a human who was raised by Santa’s elves in the North Pole, through the seven levels of the candy cane forest to NYC where he reunites with his real father, a not so jolly businessman on the naughty list. Trying to adjust to city life proves to be strange yet hilarious for Buddy, but as long as you’re in the holiday spirit anything can happen. It’s a staple Christmas movie you won’t have a hard time catching on Netflix or cable TV all holiday season!

best holiday movies source: netflix

Eight Crazy Nights 

Adam Sandler is back again in this animated NSFW Hanukkah movie. It’s a classic, absolutely revolting and hilarious at the same time (as Sandler does), and will be a change of pace from your usual holiday films! Davey Stone (voiced by Sandler) finds himself in trouble with the law. Davey has one chance for redemption by volunteering for the youth basketball league. Thus, sh*t happens, and you’ll just have to watch to find out what! If you’re a sucker for crude humor, you’ll love this movie!

best holiday movies source: Throwbacks

Planes, Trains, and Automobiles

You’re trying to get home for the holidays. You’re flight is canceled. And all you’ve got is your luggage and an obnoxious stranger who happens to be going in the same direction, and this stranger seems to cling onto you for dear life. That’s the sticky situation in this film, starring the hilarious Steve Martin and John Candy. Memorable for the insane obstacles and the hilarity that ensues on this crazy odyssey, this holiday road trip movie is one of the best comedies of the 80s! #throwback

best holiday movies source: Netflix

A Very Murray Christmas

Bill Murray (and a bunch of other celebrities) pull off a comedy musical for the ages in this very special Christmas special. You’ll enjoy watching some of your fave celebs in cameos on this show, singing along, and trading cheesy jokes. At only 56 minutes, and streamable on Netflix, it’s a great way to pass 56 minutes of your life!

Romantic Holiday Movies

The Holiday (2006) Starring Cameron Diaz and Jude Law source: One Room with a View

The Holiday

Need a romantic getaway without the romance? Yeah, not happening. A chance home exchange (think Airbnb) between 2 overworked and love sick women, played by Cameron Diaz and Kate Winslet, drive them out of their towns in LA and London for holiday vacation in search of solitude and absolutely NO MEN. But this so called oasis that clearly doesn’t exist makes a recipe for a delightful and heartwarming rom-com. You WILL cry happy tears!

Image result for love actually

Love Actually

The ultimate xmas rom-com! The film follows eight couples during the holiday season with stories that make your heart ache, stories that make you believe in the magic of the season, and stories that make you laugh, your belly hurts. Starring a huge star-studded cast with killer music, you’ll laugh, you’ll cry, and you’ll want to watch this holiday movie every December!

When Harry Met Sally (1989) Starring Meg Ryan and Billy Crystal source: ABC News

When Harry Met Sally

Romantic comedy veteran Meg Ryan and comedian Billy Crystal star in this filled with horrible first impressions, chance encounters, relationship struggles, commitment issues, and eventually friendship over a 10 year period. But can a man and a woman really, utterly, and ultimately live together in this world as just friends?? Okay, we’re being a bit dramatic but with this pair, we can’t help but hope for something more in this classic and timeless film.

best holiday movies source: roobla


Christmastime shopping in New York brings Sara (Kate Beckinsale) & Jonathan (John Cusack) together, and it’s a magical love-at-first-sight situation. I mean, if you and a guy share the same taste in gloves, that’s love (kidding, not kidding). 10 years later, and 3,000 miles between them, Sara and Jonathan are brought together again by serendipity. Indeed, this love story makes us believe in destiny and the magic of Christmas.


Family Holiday Movies (Kid-friendly)

best holiday movies source: tv guide

The Santa Clause 1-3

Shoutout to all the 90s babies who grew up during the Tim-Allen-as-Santa-Claus era. Tim Allen plays Scott, a divorced dad who recently gains custody of his son. On Christmas Eve, he accidentally kills Santa. Consequently, he is magically (and almost instantly) chosen as the replacement. Thereafter, Scott realizes some physical changes that show that he has a lot of work to do to fill in for Santa Claus before the next Christmas. If you’re looking for a light-hearted family friendly movie to watch, this is a classic you can’t miss–we definitely have this one on repeat this holiday season! Stream this trilogy on Netflix right now!


home alone christmas movies GIF

Home Alone 

No holiday movie list would ever be complete without Home Alone starring a young Macaulay Culkin. Kevin McCallister (Culkin) gets what he wishes for Christmas after an argument with his mom leads him to wish he had no family. He wakes up to an empty house with his whole family forgetting to bring him on their holiday trip to Paris. Having the time of his life gets cut short when two home burglars, The Wet Bandits, are after him & his home. But this 8-year-old has lots of tricks up his sleeves.

retro home alone 2 GIF

Home Alone 2: Lost in New York

They did it… AGAIN. This time, Kevin mixes up his flight and spends the holidays alone in the big apple full of extravagant toy stores and the lousy robber duo making a comeback, newly named the Sticky Bandits. By the way, Culkin lived his on screen unlimited ice cream and candy room service lifestyle off screen by earning $4,500,000 for the film. Yup, our childhood fantasies of the past are extremely jealous right now.

The Family Stone (2005) Starring Sarah Jessica Parker, Diane Keaton & Rachel McAdams source: Plugged In

The Family Stone

Meeting the family for the first time is never easy. Especially for someone as uptight and polished as Meredith (Sarah Jessica Parker) meeting the likes of Everett’s (Dermot Mulroney) non traditional and free spirited family during the holidays. Failing to leave the right first impression, Meredith calls her sister Julie (Claire Daines) to her aid to ease all the tension, which ultimately backfires and makes the family dynamics… even more complicated. This comedy captures every awkward reunion you might have ever had with your family and then some.

Image result for rise of the guardians movie source: basementrejects.com

Rise of the Guardians

Not your run-of-the-mill holiday movie, Rise of the Guardians is a movie based on the children’s book The Guardians of Childhood by William Joyce. Joyce captures the story of guardians: Santa Claus, the Tooth Fairy, the Easter Bunny, and the Sandman. Children of the world are in danger from Pitch Black (the Boogeyman), who is giving them all nightmares. Surprisingly, they enlist Jack Frost to their team of guardians to help defeat Pitch. The movie tells an epic story of the guardians protecting children of the world, and is cause for us to believe a little ourselves.

best holiday movies of all time - Tobi Blog source: letterboxd.com

Polar Express

Based on the children’s book, The Polar Express by Chris Van Allsburg, the film begins with a doubtful boy who witnesses a train known as the Polar Express heading to the North Pole. Subsequently, the boy meets and befriends other children aboard the Polar Express. All in all, it is a tale of self-discovery and inspires the audience to believe.


Holiday Drama Movies

best holiday movies source: mentalfloss

It’s a Wonderful Life

It doesn’t any any more classic than this. Can you believe this film first came out in 1946, and continues to be a part of Christmas traditions? It’s a Wonderful Life follows the life of George Bailey, played by James Stewart. If you haven’t seen this feel-good holiday movie, we won’t give too much away, but it’s a story of self-sacrifice, second chances, love, and…well, the magic of Christmas!

best holiday movies source: lizardmedia.co

This Christmas 

In 2007, we were blessed with this heartwarming comedy-drama film. The Whitfield family deals with the same family drama we all face during the holidays, so this film is sure to bring up some real emotions for most! If you shed a few tears, we’re not judging, and we won’t say anymore. This is def going on our re-watch list this holiday season!

Rent (2005) Starring an ensemble cast. source: EW.com


Based on the Broadway hit musical, this colorful drama captures a spirited group of East Village New Yorkers in the 90’s battling their day to day careers, chasing their aspirations, and struggling to pay rent. It brings a powerful and inspiring message on the effects of the AIDS epidemic in the community filled with melodic and catchy musical numbers, bringing light to what’s important as the seasons change in every person’s 365 day period.

Classic Holiday Movies

The Nightmare Before Christmas (1993) animated film by Tim Burton source: ew.com

The Nightmare Before Christmas

Jack Skellington, the pumpkin king of Halloween Town, feels like something is missing in his dark world full of constant terrors, fears, and nightmares. When he stumbles upon Christmas town, he is instantly ecstatic at the idea of sharing the magical and bright spirit of the holidays to his people (er, we mean ghouls and goblins) which causes major confusion and ultimately  leaves Christmas in danger. It’s all the great things you would expect in this Tim Burton stop-motion movie with a twist!

best holiday movies source: the viewer’s commentary

How the Grinch Stole Christmas

A beloved Dr. Seuss story adapted into this live action movie starring Jim Carrey as the Grinch will give you Christmas feels like no other. When the Grinch decides to ruin Christmas for the citizens of Whoville, the Whos are determined to stay positive and remain in spirit. Add this heartwarming film to your watch list this holiday season! This one’s also available for streaming on Netflix.

best holiday movies source: signature reads

A Christmas Carol 

The classic Christmas story of bitter Ebenezer Scrooge is told year after year. In the Christmas Carol, Scrooge (Patrick Stewart) is visited by 3 spirits from his past, present and future. On each occasion, he reflects on the relationships he has and transforms his behavior after that fateful night. Patrick Stewart captivates in this picture, and we kinda prefer it over the animated Jim Carrey version. It’s one of the classics that we def don’t mind throwing back!

Holiday movies are a tough to pull off, and for some of these, we’re thankful that they made it to the big screen in our lifetime. If you’re looking for a movie (or two, or three) to watch this season, we hope you find some new (or old) faves from our holiday movies list!