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14 Supremely Chic Winter Dresses from Tuckernuck to Wear Well into 2025

did someone say shopping spree?

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Forget pants, this year I am all about embracing winter dresses. I truly can’t help it, with all the gorgeous Tuckernuck dresses that are just begging to be added to my wardrobe this season. I’m talking cozy knits, tweed minis, floral maxis and numerous shirt dresses, not to mention all the holiday party dresses that have caught my eye. Best of all, Tuckernuck’s in-house brands (like Tuckernuck, Hyacinth House and Pomander Place) are all reasonably priced with impeccably quality, so I can be sure these frocks will still look just as fabulous a year from now as they do the day they arrive. Below you’ll find my picks for the 14 best winter dresses to add to your shopping cart ASAP for a full season of comfortable, chic outfits guaranteed to ring in all the compliments.

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This adorable tweed mini has become an absolute must-have for Washington D.C.’s most fashionable set, and is definitely starting to spread, including among the PureWow edit team. Senior Commerce Editor Stephanie Maida says, “With the fall already off to a ‘very demure’ start, I can’t think of a more definitive dress to act as the season’s stylish poster child. It has a hidden back zipper closure, and is constructed of a thick polyester tweed material that feels incredibly sturdy without being stiff. It’s also fully lined, which means there’s no risk of the tweed scratching against your skin and causing uncomfortable chafing (#bless).” She notes that this frock fits pretty true to size, although if you want something with a more figure-hugging silhouette, you can opt to go down one from your usual size.

FAST FACTS

  • Size Range: XXS to XXXXL
  • Materials: 100 percent polyester
  • Care Instructions: dry clean only

Sweater dresses are my favorite way to look chic while prioritizing comfort when temperatures start to drop, and this stunning green number is now top of my shopping list. It is the ideal length to wear with either knee-high boots or dainty flats, and the skirt has a gorgeous flare that defines your waist without cinching in. The material is reportedly both soft to the touch and wonderfully thick to keep you nice and warm on even the chilliest winter days. Reviewers do note this dress runs a bit big, so if you are petite or between sizing you might want to consider sizing down.

FAST FACTS

  • Size Range: XXS to XXXL
  • Materials: 42 percent rayon, 40 percent polyester, 18 percent nylon
  • Care Instructions: hand wash cold, lay flat to dry

Haven’t you heard? Bow dresses are in for winter 2024—thanks for the inspo, Katie Holmes! This bead-adorned mini is perfect for holiday parties of all varieties thanks to the bra-friendly neckline, comfortable fabric and timeless silhouette. You don’t even need to add much jewelry, as those fun pearl-and-crystal bows offer plenty of embellishment and glamour. This is sure to be a party dress you depend on for years to come, all for under $200.

FAST FACTS

  • Size Range: XXS to XXL
  • Materials: 95 percent polyester, 5 percent spandex
  • Care Instructions: hand wash cold, hang to dry

This shirt dress has been a Tuckernuck best seller for months and comes in a range of chic colors (like light blue and cherry red) and patterns (hello, green floral print), but I am personally partial to this classic navy blue as the most timeless option of all. The structured wing sleeves add a fun touch that isn’t too bold, and the belt is fully adjustable and removable to ensure a comfy fit around your middle. Reviewers also say the fit is spot on, so you can go ahead and add your usual size to your shopping cart. Oh, and did I mention it has pockets? Score!

FAST FACTS

  • Size Range: XXS to XXXL
  • Materials: 80 percent polyester, 20 percent cotton
  • Care Instructions: dry clean only

Rugby shirts are having a major comeback right now, and I adore this minidress spin on the trend. It’s giving Taylor Swift vibes in all the best ways. It is currently available in three colorways—khaki and red, pale pink and wine or Brat green and emerald—all of which have a contrasting white collar with functional buttons. This mini also has pockets, and the fit is designed to be comfortably loose but not baggy. To top it all off, this beauty is both machine washable and dryer safe for easy care and cleaning.

FAST FACTS

  • Size Range: XXS to XXXL
  • Materials: 100 percent cotton
  • Care Instructions: machine wash cold, tumble dry low

There’s no denying that burgundy is *the* color of the season, and this gorgeous lace maxi is one of the best takes on the trend I’ve seen yet. The tuxedo-inspired front placket and coordinating belt give the vibes of a polished shirtdress, but the cut-out lace has more of a boho feel, making this a dress that can be made to fit just about any event, dress code or occasion. I love that the bodice and skirt are fully lined, but the sleeves are not, allowing your skin to show through the lace for a fun (yet still demure) peek-a-boo moment. Trust me, this is one Tuckernuck stunner that won’t stay in stock for long.

FAST FACTS

  • Size Range: XS to XXXL
  • Materials: 100 percent cotton with 100 percent viscose lining
  • Care Instructions: dry clean only

Winter is all about layering and that includes your dresses. This faux-suede mini has buttons all the way up the front, making it easy to wear as a dress or a vest over blouses, trousers or even another frock. And the four front pockets aren’t just for show. The only downside to note is that most reviewers say the Ollie dress runs small, particularly in the hips. Be sure to double check the size chart, and then consider going up one from your usual size to ensure that sleek, swingy silhouette.

FAST FACTS

  • Size Range: XXS to XXL
  • Materials: 90 percent polyester, 10 percent spandex
  • Care Instructions: dry clean only

Another Tuckernuck fave, the Callahan dress gives the look of an oversize button-up with the fun of a flared minidress. And while it also comes in a range of solid hues, I highly recommend this Blackwatch tartan for winter. “I love the classic Blackwatch plaid, and the material is excellent quality,” writes one 5-star reviewer. “It drapes well, yet still has body. The dress can be dressed up or dressed down, and has an updated sassy look.” She and others agree this dress fits true to size, but some taller reviewers found it was far too short for their taste. “I wanted to love this dress so badly, but it was just too short on me,” says one 5’8” shopper. “That said, the fabric is lovely and so, so comfy.”

FAST FACTS

  • Size Range: XXS to XXXL
  • Materials: 97 percent polyester, 3 percent spandex
  • Care Instructions: hand wash cold, lay flat to dry, do not bleach or iron

Who needs a trench coat when you can wear a trench-inspired maxi instead? The Lucienne maxi dress is made of a gorgeous material with just the right amount of heft to feel appropriate for winter while draping beautifully. The top has a functional button placket and two breast pockets, and the belt at the waist is adjustable or removable if you want to swap in a sturdier leather belt or contrasting color ribbon. “One of my favorite dresses in my closet,” raves one shopper. “I bought it in two colors! I feel like this dress can do it all. I can dress it up for work, or throw on a pair of flats/sandals for brunch with friends. The shape and sleeve length are so flattering.”

FAST FACTS

  • Size Range: XXS to XXXL
  • Materials: 80 percent rayon, 20 percent nylon
  • Care Instructions: machine wash cold, hang to dry, low iron, do not bleach

Winter may be the season of all-black everything, but that doesn’t mean you can’t still have some fun, especially when it comes to party attire. The 3/4 sleeves of this mini are trimmed with matching faux feathers for all the five solid color options, and a complimentary blue accompanies the only patterned option (a deco wallpaper-inspired floral). There is a hidden zipper running up the back and the mini length is just right for a wide range of heights, include us tall gals. Reviewers also say the swingy silhouette fits true to size and isn’t so wide as to feel schlubby or shapeless.

FAST FACTS

  • Size Range: XXS to XXL
  • Materials: 100 percent polyester with faux-feather trim
  • Care Instructions: dry clean only

Florals for spring may not be groundbreaking, but they are certainly less expected on chilly winter days. This dark pattern, with cream, pink and green flowers on a black background, is printed on a hefty polyester material so it won’t feel out of placed when worn with black suede boots or under a cozy wool coat. And the belt can be worn to show the matching floral print or a coordinating olive green should you want more of a pop. “Amazing quality and fit,” writes one reviewer. “Very flattering with and without the belt. The material is light and airy but feels sturdy.” There is some debate on whether or not this dress runs large, but most reviewers seem to agree that going with your usual size is likely your best bet for a slightly oversize, flowy fit.

FAST FACTS

  • Size Range: XXS to XXXL
  • Materials: 100 percent polyester
  • Care Instructions: machine wash cold, tumble dry low, iron low

Another top trend rounding out the end of 2024? Leopard spots. I love to mix such a wild print with contrasting details, and the Graciela dress does exactly that. The seams of the bodice, square neckline, puffy sleeves and button detailing all give major Bridgerton vibes that help to contrast the bold animal print. And while the adjustable belt looks fabulous tied in a bow, it can also be removed for a more streamlined silhouette, if you like. Add to that the fact that this dress is fully lined and has pockets and you’ve got yourself an absolute winner.

FAST FACTS

  • Size Range: US 0 to 16
  • Materials:
  • Care Instructions:

My favorite party dresses are always those that can accommodate a regular ol’ T-shirt bra and that remain comfortable and flattering even after a full meal and too much Champagne. This brocade mini checks both boxes and more with those fabulous puff sleeves and subtle silver shine. Per one 5-star reviewer, “I was really surprised that this wasn’t boxy and overwhelming. It’s really adorable.” Reviewers generally agree this frock fits true to size, but the material does not have much (if any) stretch, so if you are between sizes you’ll likely want to opt for the larger of the two.

FAST FACTS

  • Size Range: XXS to XXL
  • Materials: 100 percent polyester
  • Care Instructions: hand wash cold, iron low

Why let tinsel have all the fun this holiday season when you can rock this tiered fringe dress to any and all holiday parties? Fringe is shaping up to be a growing trend this winter, and this under-$200, midi-length dress is a great way to test the waters, as it can be easily dressed up or down for maximum wear. Layer a black sweater over top and add some leather boots for a day at the office, then slip into heels and swap that knit for some statement earrings to meet your girlfriends for holiday cocktails. Take it from this enamored shopper: “This dress is FUN!! The material up top is a soft, stretch ponte material making it very soft and comfortable. The skirt features a bronze tinsel material that is perfect for the holiday season or any festive event.”

FAST FACTS

  • Size Range: XXS to XXL
  • Materials: 62 percent rayon, 33 percent polyamide, 5 percent spandex
  • Care Instructions: hand wash cold, hang to dry, iron low

dana dickey

Senior Editor

  • Writes about fashion, wellness, relationships and travel
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  • Studied journalism at the University of Florida

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Editor

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