Don't get us wrong: Comfy, warm leggings are downright fabulous (and Ree Drummond appreciates them, too!). But when February 14 rolls around, it can be nice to dress up a little—particularly if you've been showing those leggings every other day of the week.
Here, we've curated a list of the cutest, most on-theme Valentine's Day outfits for both an at-home dinner for two or out-on-the-town date nights. They're lovely, sophisticated, and still every bit as comfy as your favorite yoga pants—in fact, we've even got an elevated pair of Valentine's Day pajamas on our list. (Who says you can't dress up just because you plan to spend the evening watching romantic movies at home?) Cute oversized sweaters abound here, as do flowy dresses, swingy skirts, and head-turning jumpsuits. And of course, you'll find plenty of options here from Ree's new winter clothing line at Walmart, including open-front ponchos with the dreamiest ruffles and even velvet blazers decorated with her signature floral prints. Pair them with your best jeans, add a pair of cowgirl boots or, well, any cute pair of boots, and prepare to make your date swoon.
Lulus
1 of 25
Comfiest Find
Burgundy Cable Knit Turtleneck Sweater Dress
Prepare to get cozy! This knit dress is a delight to wear, featuring warm fabric, a flirty length, and an oversized silhouette.
Walmart
2 of 25
Multiple Colors Available
The Pioneer Woman Embroidered Velvet Empire Waist Top
Set the mood with this colorful top, the color of which just so happens to be called "Cabernet." How very appropriate for a night of wine and chocolate!
Banana Republic
3 of 25
Just Fancy Enough
Tiered Mini Dress
There's something so special about the "fluid" fabric of this tiered mini dress. Statement sleeves and ruched details add to the fun.
Walmart
4 of 25
Ree's Style
The Pioneer Woman Floral Velvet Blazer
Dressed-up date night, here you come! Ree's new blazer is perfectly on-theme.
Spanx
5 of 25
A Must-Have Basic
Long-Sleeve Bodysuit
We're pretty obsessed with this super-soft, super-flattering bodysuit. For an effortless date night look, pair it with your favorite jeans and a pair of fun earrings.
Lulus
6 of 25
Relaxed Vibes
Mauve Turtleneck Sweater Dress
Soft and, yes, stretchy, this pink turtleneck dress is just begging to be worn on Valentine's Day. You'll feel equal parts comfy and cool.
Banana Republic
7 of 25
Timeless Find
Off-the-Shoulder Sweater Dress
Keep things practical but romantic in this off-the-shoulder dress. It's timeless but modern, and you're bound to get a ton of wear out of it each winter.
Walmart
8 of 25
Best Outerwear
The Pioneer Woman Open-Front Poncho with Ruffled Sleeves
How cute does Alex look in this ruffled number? Whether you wear it at home or out on the town, you're bound to be peppered with compliments in a vibrant, easy-to-throw-on poncho.
Bloomingdale's
9 of 25
Fun and Different
Flutter-Sleeve Midi Dress
Who says you have to stick with tried-and-true pinks and reds on Valentine's Day? White is equally alluring, particularly if you live somewhere warm or are on a beachside vacation.
Loft
10 of 25
Delightfully Relevant
Heart Midi Skirt
How sweet are the abstract hearts that line this midi skirt? Add a favorite tee or a comfy sweater to complete the look.
Walmart
11 of 25
Multiple Sizes Available
The Pioneer Woman Open-Front Ruana Sweater
The dreamiest 3/4-length sleeves and contrasting print await you in Ree's new Ruana Sweater. If that color scheme isn't perfectly right for the occasion, we don't know what is.
Anthropologie
12 of 25
Words of Love
Laetitia Rouget Puff-Sleeved Button-Down Shirt
There's more than one way to say, "I love you," as this buttoned shirt proves! Look closely and you'll see that it's printed with declarations of love in more than one language.
Lulus
13 of 25
Gorgeous Color
Red Sleeveless Wide-Leg Jumpsuit
Looking to turn heads? This stretch-knit jumpsuit pairs a plunging neckline with sophisticated-looking wide-leg pants for the ultimate statement.
Walmart
14 of 25
Perfect for an At-Home Meal
The Pioneer Woman Floral Peasant Top
Add instant femininity to your look with this lightweight top from Ree's Walmart collection. It's relaxed but elevated, and will help you create the perfect atmosphere for your at-home date.
Nordstrom
15 of 25
Cuddle-Ready Find
Brushed Jersey Pajamas
Who says you can't dress up for even the most casual Valentine's Day at home? The whimsical design of this PJ set is perfect for a movie night.
Mango
16 of 25
Makes a Statement
Mango Gathered Neckling Dress
Hoping to bring the drama? A body-hugging style in an unexpected color will help you do exactly that come February 14.
Walmart
17 of 25
Best Pair of Pants
The Pioneer Woman Printed Denim Pants
Pull on these easy-to-wear jeans and you'll know exactly why Alex is all smiles in them. A hidden elastic waistband makes them doubly irresistible.
Lulus
18 of 25
Snuggly Sweater
Pink Stripe Knit Sweater
Dreamy shades of pink, ivory, and caramel come together in this charming knit. You'll want to pull it out again as soon as that next snowstorm hits, too!
Lulus
19 of 25
Under $100
Magenta Satin Cowl-Back Jumpsuit
What is it about satin that's so darn romantic? Here, sleek fabric meets adjustable spaghetti straps for a tailored-yet-carefree look.
Walmart
20 of 25
35+ Reviews
The Pioneer Woman Shark Bite Duster
Fabulous and floral, Ree's newest duster features an open front and an airy, lightweight feel. The Pioneer Woman Collection for the win!
Bloomingdale's
21 of 25
Under $150
Fairfax Ruffled Midi Dress
Nobody ever said "conservative" had to mean "boring'! This long-sleeved dress offers a more modest length without sacrificing the cool factor.
Amazon
22 of 25
2,000+ Reviews
A-Line Trapeze Midi Dress
Talk about an easy-to-wear outfit: The knit jersey that makes up this dress is incredibly soft and breezy, so it drapes beautifully. It comes in plus sizes, too!
Walmart
23 of 25
Red and Rosy
The Pioneer Woman Floral Dress with 3/4-Length Sleeves
You can't go wrong with any of the floral dresses from Ree's winter apparel collection at Walmart, but this red one's particularly on point. The oversized rose illustrations are just stunning.
Kate Spade
24 of 25
Under $100
Kate Spade V-Neck Sweater Dress
The bright rose color, the perfect-for-winter texture and warmth, the subtle ruffle details... There's just so much to love about this darling dress.
Bloomingdale's
25 of 25
For an Extra-Special Date
Sequin Embroidered Sheath Dress
An all-over embroidered pattern dotted with shiny sequins makes this dress a guaranteed winner. We love the bell-shaped sleeves and just-below-the-knee length.
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