Every item on this page was chosen by a The Pioneer Woman editor. We may earn commission on some of the items you choose to buy.
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 sporting those leggings every other day of the week. So, if you're wanting to show off your style this year, and get a little festive while you're at it, try one of these Valentine's Day outfits. And be sure to pair them with some fun Valentine's Day earrings and Valentine's Day nail designs, too!
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. You could even wear one for your Galentine's Day party. 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 Valentine's Day dresses, statement pants, festive graphic tees, winter skirts, and head-turning jumpsuits. And of course, you'll find plenty of options here from Ree's winter clothing line at Walmart, including a pink cardigan sweater with the dreamiest pointelle stitch design and of course, blouses galore featuring 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.
1
Bestseller
Chenille Yarn Valentine’s Day Sweatshirt
1
Bestseller
Chenille Yarn Valentine’s Day Sweatshirt
Whether you wear it out and about or while cozied up at home, the "XOXO" embroidery on this sweatshirt brings so much festive fun! You can get the sweatshirt in so many different colors, too.
2
Bestseller
The Pioneer Woman Flounce Sleeve Dress
2
Bestseller
The Pioneer Woman Flounce Sleeve Dress
Add instant femininity to your look with this lightweight dress from Ree's Walmart collection. The sweet eyelet trim and tiered skirt keep it relaxed but elevated, and will help you create the perfect atmosphere for any date.
3
Several Colors Available
Chenille Sweater Dress with Belt
Dressed-up date night, here you come! This hot pink sweater dress complete with soft chenille yarn, lantern sleeves, and a belt (!) is perfectly on-theme.
Advertisem*nt - Continue Reading Below
4
Ree's Style
The Pioneer Woman Square Neck Blouse with Ruffle Sleeves
The bright pink color of this darling dotted blouse screams February 14, but thanks to that blousy design complete with ruffle sleeves, you'll want to wear it for the rest of the season, too.
5
3,000+ Reviews
Chiffon Bell Sleeve Blouse
5
3,000+ Reviews
Chiffon Bell Sleeve Blouse
Now 30% Off
With the right pants, this versatile blouse can easily take you from work to date night. The chiffon fabric, keyhole back, and ruffle detail on the sleeves makes it oh-so-chic!
Here's one way to wear your heart on your sleeve! This sweater with its soft knit and playful pattern will keep you perfectly on-trend and just as cozy.
Advertisem*nt - Continue Reading Below
7
Best Seller
Heart Relaxed Everyday Shirt
There's no better way to show your love on Valentine's Day than to have it displayed on your shirt. This button-down can be worn casually with jeans or dressed up with a skirt.
8
Best Skirt
Express High Waisted Satin Side Slit Midi Skirt
8
Best Skirt
Express High Waisted Satin Side Slit Midi Skirt
You can never go wrong with a satin fabrication for a fancy outing! This midi skirt option has a bold red color and a side slit for extra oomph.
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!
Advertisem*nt - Continue Reading Below
10
Ree's Style
The Pioneer Woman Keyhole Blouse
10
Ree's Style
The Pioneer Woman Keyhole Blouse
How cute is this jacquard rose print number from Ree's collection? It couldn't be more fabulous and festive!
We wouldn't be surprised if this pink and red color block dress came straight from Cupid himself. It's super fun for a date night and can be paired with a cardigan for extra warmth.
12
Relaxed Vibes
Mauve Turtleneck Sweater Dress
12
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.
Advertisem*nt - Continue Reading Below
13
Bestseller
The Pioneer Woman Blanket Cardigan Sweater
The dreamiest jacquard floral pattern in a pointelle stitch awaits you thanks to this cardigan from Ree's line. Throw it on over any blouse or dress! And if that "Sweet Rose" color isn't perfectly right for the occasion, we don't know what is.
14
Casual Pick
Z Supply Coffee Sunday Sweatshirt
14
Casual Pick
Z Supply Coffee Sunday Sweatshirt
Breakfast in bed, anyone? Give your sweetheart a little hint when you pull on this oversized sweatshirt that reads "bring me coffee in bed." Considering it has soft brushed fleece, you probably won't want to take it off.
15
Editor's Pick
Tory Heart Embroidered Pants
You don't have to stick with tried-and-true pinks and reds on Valentine's Day! Black and white can be equally alluring, especially when designed with a festive pattern.
Advertisem*nt - Continue Reading Below
Time to sweeten up your style—in a cowgirl chic way, of course. This graphic tee boasts an adorable cupid riding a horse with the text "Howdy Valentine" for a little western flair that you can't pass up.
17
Gorgeous Color
Red Sleeveless Wide-Leg Jumpsuit
17
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.
18
Coziest Pick
Honeydew Star Seeker Pajama Set in Black Heart
18
Coziest Pick
Honeydew Star Seeker Pajama Set in Black Heart
Who says you can’t dress up for even the most casual Valentine's Day at home? The pretty pink hearts on this PJ set make it perfect for a rom-com movie night.
Advertisem*nt - Continue Reading Below
19
For an Extra-Special Date
Alex Evenings Embroidered Dress
19
For an Extra-Special Date
Alex Evenings Embroidered Dress
An all-over embroidered pattern dotted with shiny sequins makes this dress a guaranteed winner. We love the cap sleeves and just-below-the-knee flared length.
20
5-Star Rating
The Pioneer Woman Tiered Ruffle Dress with Long Sleeves
20
5-Star Rating
The Pioneer Woman Tiered Ruffle Dress with Long Sleeves
You can't go wrong with any of the floral dresses from Ree's winter apparel collection at Walmart, but this one in a color called "Electric Floral Tibetan Red" is particularly on point.
Macie Reynolds
Assistant Editor
Macie Reynolds is the assistant editor of E-Commerce and SEO for The Pioneer Woman.
I am an expert and enthusiast assistant. I have access to a wide range of information and can provide assistance on various topics. Now, let's dive into the concepts mentioned in this article.
Valentine's Day Outfits
The article discusses different Valentine's Day outfits that can be worn for various occasions, such as an at-home dinner, a date night, or a Galentine's Day party. The outfits range from cute oversized sweaters, flowy dresses, statement pants, festive graphic tees, winter skirts, jumpsuits, and even pajamas. The emphasis is on creating a stylish and festive look while still being comfortable. The article also suggests pairing the outfits with Valentine's Day-themed accessories like earrings and nail designs [[1]].
Ree Drummond's Winter Clothing Line at Walmart
The article mentions that some of the outfit options are from Ree Drummond's winter clothing line at Walmart. The line includes items like a pink cardigan sweater with a pointelle stitch design and blouses featuring floral prints, which are signature elements of Ree's style [[1]].
Specific Outfit Recommendations
The article provides specific outfit recommendations and describes their features. Here are a few examples:
- Chenille Yarn Valentine's Day Sweatshirt: This sweatshirt features "XOXO" embroidery and comes in various colors [[1]].
- The Pioneer Woman Flounce Sleeve Dress: This lightweight dress has eyelet trim and a tiered skirt, adding femininity to the look [[2]].
- Chenille Sweater Dress with Belt: A hot pink sweater dress with chenille yarn, lantern sleeves, and a belt for a dressed-up date night look [[3]].
- The Pioneer Woman Square Neck Blouse with Ruffle Sleeves: A bright pink blouse with a blousy design and ruffle sleeves [[4]].
- Chiffon Bell Sleeve Blouse: A versatile blouse with chiffon fabric, a keyhole back, and ruffle detail on the sleeves [[5]].
- Heart Print Sweater: A sweater with a heart pattern for a trendy and cozy look [[6]].
- Heart Relaxed Everyday Shirt: A button-down shirt with a heart design, suitable for casual or dressed-up occasions [[7]].
- Express High Waisted Satin Side Slit Midi Skirt: A satin midi skirt in bold red with a side slit for a fancy outing [[8]].
- A-Line Swing Midi Dress: A soft and breezy dress made of knit jersey, suitable for various occasions [[9]].
- The Pioneer Woman Keyhole Blouse: A jacquard rose print blouse from Ree's collection, adding a fabulous and festive touch [[10]].
- Aliana Dress: A pink and red color block dress for a fun date night look [[11]].
- Mauve Turtleneck Sweater Dress: A pink turtleneck dress that is both comfortable and cool [[12]].
- The Pioneer Woman Blanket Cardigan Sweater: A jacquard floral pattern cardigan in a pointelle stitch, perfect for layering [[13]].
- Z Supply Coffee Sunday Sweatshirt: An oversized sweatshirt with a "bring me coffee in bed" message for a cozy morning [[14]].
- Tory Heart Embroidered Pants: Black and white pants with a heart pattern for a stylish Valentine's Day look [[15]].
- Howdy Valentine Graphic Tee: A graphic tee with a cowgirl chic design, featuring an adorable cupid riding a horse [[16]].
- Red Sleeveless Wide-Leg Jumpsuit: A stretch-knit jumpsuit with a plunging neckline and wide-leg pants for a head-turning statement [[17]].
- Honeydew Star Seeker Pajama Set in Black Heart: A pajama set with pretty pink hearts, perfect for a casual Valentine's Day at home [[18]].
- Alex Evenings Embroidered Dress: A dress with an all-over embroidered pattern and shiny sequins for an extra-special date [[19]].
- The Pioneer Woman Tiered Ruffle Dress with Long Sleeves: A floral dress from Ree's winter apparel collection at Walmart, available in various colors [[20]].
These are just a few examples of the Valentine's Day outfits mentioned in the article. The article provides a variety of options to suit different styles and occasions.
