February is when romantic movies get their moment. Some are tender, some are intense, and some remind you that love doesn’t follow a script. The one thing they all have in common? They’re infinitely better with a good bottle in hand.
We have lined up February’s romantic movies, including classics, modern favorites, and stories that capture love at its most dramatic, awkward, sincere, and occasionally loud. Each film pairs with a Maryhill wine chosen to match its mood: playful, intense, nostalgic, or quietly emotional.
Great movie nights do not need rules. They just need something worth sipping.
Moonstruck
Moonstruck is about family, tradition, and everyone having an opinion about your love life. Obligation and desire sit at the same table and neither one plans to behave. Love does not politely fit into tradition here. It interrupts it, turns up the volume, and makes everything messier and funnier. By the end, you are laughing and quietly rethinking at least one of your own life choices.
Pair with:
Grenache, Proprietor’s Reserve
Strawberries, cherries, and rhubarb lead the way, with a hint of cardamom. Toasty oak and a touch of marshmallow add warmth and richness, finishing smooth and lush. Romantic, playful, and full of charm, it mirrors the film’s mix of humor, family chaos, and unexpected love.
When Harry Met Sally
When Harry Met Sally is obsessed with timing, specifically bad timing, almost timing, and the kind that takes years to finally get its act together. This movie knows love does not make a grand entrance. It shows up as long conversations, shared routines, and the same person popping back into your life until you stop pretending it is a coincidence.
It is a reminder that romance is not always a lightning strike. Sometimes it is persistence, comfort, and realizing the person you keep talking to might actually be the point.
Date night: Ideal when you like your romance smart, funny, and quietly revealing.
Pair with:
Grüner Veltliner, Proprietor’s Reserve
Bright lemon, vanilla bean, and white flower notes open the wine, followed by savory mineral detail, a hint of spice, and a viscous mid-palate. The finish is clean and mineral-infused, with depth that builds over time, mirroring the way this story unfolds, gradually and then all at once.
Bridget Jones’s Diary
Bridget Jones is a classic because she is an overthinking, slightly panicked, foot-in-mouth, wine-drinking mess who documents her love life in detail. We root for her because despite the public missteps, she is honest about the parts most people try to hide.
Watching Bridget is a reminder that being yourself is rarely polished. It is messy, honest, and usually involves wine. And it is always better than pretending you have it together.
Date night: Perfect for girls’ night or solo therapy with a glass of wine, bonus points if you accidentally drink the whole bottle while laughing.
Pair with:
Semillon, Classic,
Floral aromas of sunflower and daisy with a hint of vanilla and citrus. Lively acidity brings notes of honeydew, pear, and bright citrus. Soft, generous, and approachable, it’s the kind of wine you want on hand for a night of laughs.
You’ve Got Mail
You’ve Got Mail is pure comfort. Two people spar over bookstores, opinions, and coffee shop turf, and because it’s Nora Ephron, it’s completely wrapped in charm.
It’s nostalgic, funny, and smarter than it lets on. A movie that reminds you flirting used to involve actual words, not texting “haha” or “K” and hoping for the best.
Date night: Early dating, new beginnings, or anyone who enjoys a little nostalgia with their romance.
Pair with:
Cabernet Franc, Proprietor’s Reserve
Fresh plum and tobacco aromas lead into notes of espresso, cassis, and spiced oak. Balanced, approachable, and quietly confident, the kind of wine that feels familiar without ever being boring.
Love and Basketball
Love and Basketball is about ambition, identity, and time. Love is just the part that complicates everything else. It’s raw, honest, and unafraid to show that love sometimes arrives as a challenge, not a consolation prize.
The movie balances the intensity of careers, dreams, and expectations with the tenderness of connection.
Date night: Meaningful, not light. Best when you’re ready to talk afterward.
Pair with:
Merlot, McKinley Springs
Black cherry, vanilla, and hints of leather and toasty cedar. Powerful, grounded, and unapologetically serious, the wine knows its place at the table just like the story.
Sideways
Sideways is about longing, friendship, and the awkward ways people avoid being vulnerable. It’s sharp, funny, and sometimes painfully honest, just like the people at its center. Wine is everywhere, but it’s never just for sipping. It’s about taste, opinions, and the little rituals that make life feel manageable.
This movie is full of flawed people, quiet failures, and moments of clarity that sneak in between glasses. It’s hilarious, moving, and utterly unconcerned with perfection.
Date night: Intimate without pressure. Best for conversation, laughter, and maybe a little self-reflection.
Pair with:
Pinot Noir, Proprietor’s Reserve
Bright aromas of pomegranate and cherry open into dusty berry notes, with earthy white pepper and a hint of chocolate on the finish. Fresh and savory, it mirrors the film’s quiet complexity and supports the story without taking over the conversation.
Crazy Rich Asians
Crazy Rich Asians is big, bold, and unapologetically fun. The scale is extravagant, the stakes are real, and the conflicts are surprisingly intimate beneath all the glitz. This movie gets that love isn’t about erasing yourself to fit in. It’s about figuring out how to shine without dimming everyone else.
Date night: It balances spectacle with actual emotional stakes, which makes it perfect for a date night or a marathon with friends who want fun, drama, and wine in equal measure.
Pair with:
Zinfandel, Proprietor’s Reserve
Fruit compote aromas blend with dried sage, cooking spice, and persimmon notes. Smooth and layered, with tannins that lift the palate and a honeyed sweet finish. Bold and lively, it matches the movie’s energy while still shining on its own.
Casablanca
Some love stories stick with you forever. Casablanca knows that love isn’t always about staying. Sometimes the hardest choice lasts the longest. The movie moves with quiet confidence, trading fireworks for restraint and melodrama for clarity.
Rick and Ilsa navigate loyalty, sacrifice, and timing with a grace that makes every choice feel heavy but necessary. The most powerful love stories are often the ones you don’t get to keep.
Date night: Quiet, reflective, and grown. Perfect for anyone who appreciates subtlety and stakes that linger.
Pair with:
Cabernet Sauvignon, Proprietor’s Reserve
Black currant, clove, sherry, and bittersweet chocolate with a structured finish. Rich, grounded, and enduring, the wine matches the movie’s timeless elegance.
The Big Sick
The Big Sick is messy, hilarious, and completely unafraid of showing how hard love can be. Family drama, cultural clashes, and uncomfortable hospital rooms all collide, and yet somehow the story is funny, tender, and impossible to look away from.
This movie is about showing up when it would be easier not to, about honesty, and about the kind of love that makes you rethink your assumptions.
Date night: Best for new relationships or anyone who appreciates humor mixed with heart.
Pair with:
Rosé of Sangiovese, Classic
Strawberries, raspberries, and peach, hints on orange blossom and vanilla bean. Flavors continue with good viscosity, and a bright acid finish that balances the film that balances the film’s emotional swings perfectly.
Love Is Complicated. Wine Helps.
Whether you are revisiting a classic, discovering a new favorite, or here purely for the wine, these movies all agree on one thing. Love is rarely tidy, but always worth it.
Pour a glass, settle in, and let the movie do what it does best.
About Maryhill Winery
Maryhill Winery is one of Washington’s most celebrated wine destinations, known for crafting award-winning, approachable wines that showcase the diversity of the Columbia Valley. Family-owned since 1999, Maryhill crafts one of the region’s most diverse portfolios, sourcing from premier vineyards across eight AVAs. Maryhill invites guests to experience the spirit of Washington wine through unforgettable moments at one of their four tasting rooms, as well as through their popular wine club memberships.
Learn more at maryhillwinery.com.
