14 Supremely Chic Winter Dresses to Nab During the Tuckernuck Black Friday Event (aka Its Biggest Sale of the Year)

Name: Hyacinth House Gwendolyn Maxi Dress
Brand: Hyacinth House
Price: 142 USD

did someone say shopping spree?

By Dana Dickey

•

Updated Nov 25, 2024

Additional reporting by

Abby Hepworth

Jael Rucker

PureWow editors select every item that appears on this page, and some items may be gifted to us. Additionally, PureWow may earn compensation through affiliate links within the story. All prices are accurate upon date of publish. You can learn more about the affiliate process here.

Abby Hepworth for PureWow

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 shirtdresses, 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—and they just happen to be on sale during the Tuckernuck Black Friday event for 2024, aka the retailer's *biggest* sale of the year. Shoppers can score 20 percent sitewide using code MERRY, but that discount jumps up 25 percent for orders totaling $500+ and 30 percent for orders over $1000.

Below you’ll find my picks for the 14 best winter dresses to add to your shopping cart for a full season of comfortable, chic outfits guaranteed to bring in all the compliments

Want to save *big* this shopping season? Sign up for our Deal of the Day email to get all the best sales delivered straight to your inbox.

Tuckernuck

1. Tuckernuck Tweed Jackie Dress

Tuckernuck

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 chilly season 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

~~$268~~; $214 at Tuckernuck

Tuckernuck

2. Tuckernuck Torie Sweater Dress

Tuckernuck

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

~~$198~~; $158 at Tuckernuck

Tuckernuck

3. Saloni Black Camille Bows Dress

Hyacinth House

This shirtdress 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: 0 to 12
Materials: 82 percent rayon, 18 percent silk
Care Instructions: dry clean only

~~$795~~; $521 at Tuckernuck

Tuckernuck

4. Tuckernuck Chloe Dress

Tuckernuck

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

~~$298~~; $238 at Tuckernuck

Tuckernuck

5. Tuckernuck Baker Rugby Dress

Tuckernuck

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

~~$168~~; $134 at Tuckernuck

Tuckernuck

6. Tuckernuck Calliope Dress

Tuckernuck

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

~~$368~~; $294 at Tuckernuck

Tuckernuck

7. Tuckernuck Faux-Suede Ollie Dress

Tuckernuck

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

~~$188~~; $150 at Tuckernuck

Tuckernuck

8. Tuckernuck Callahan Shirtdress

Tuckernuck

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

~~$148~~; $118 at Tuckernuck

Tuckernuck

9. Tuckernuck Lucienne Maxi Dress

Tuckernuck

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

~~$168~~; $107 at Tuckernuck

Tuckernuck

10. Tuckernuck Mod Ellie Dress

Tuckernuck

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

~~$288~~; $230 at Tuckernuck

Tuckernuck

11. Tuckernuck Lyles Dress

Tuckernuck

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

~~$298~~; $190 at Tuckernuck

Tuckernuck

12. Tuckernuck Leopard Graciela Dress

Tuckernuck

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:

~~$298~~; $238 at Tuckernuck

Tuckernuck

13. Tuckernuck Red Fil Coupe Palmerston Dress

Tuckernuck

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 floral mini checks both boxes and more with those fabulous puff sleeves and relaxed-yet-structured silhouette. Per one 5-star reviewer, “This dress is stunning. The color! The pockets! The fit! The material! I am wearing to a bridal luncheon for my soon to be daughter-in-law. I was worried about the length and it being to short for my age of 50. But it hits right at my knee.” Some buyers do say the dress runs large, which means you may want to go with the smaller option if you're between sizes.

FAST FACTS

Size Range: XS to XXXL
Materials: 100 percent polyester
Care Instructions: dry clean only

~~$228~~; $182 at Tuckernuck

Tuckernuck

14. Hyacinth House Gwendolyn Maxi Dress

Hyacinth House

If you want to indulge in a quality LBD (Long Black Dress, in this case), this one screams sophistication with its high neckline and form-hugging fit. Of course, the standout detail is that sheer pleated skirt, which is sure to provide plenty dance-floor-worthy swing this party season. While you can certainly add a pair of elegant earrings, I recommend keeping the accessories simple as this piece is enough of a statement maker on its own.

FAST FACTS

Size Range: XXS to XXL
Materials: 67 percent viscose, 33 percent nylon
Care Instructions: hand wash cold, hang to dry

~~$178~~; $142 at Tuckernuck

Dana Dickey

Senior Editor

Writes about fashion, wellness, relationships and travel
Oversees all LA/California content and is the go-to source for where to eat, stay and unwind on the west coast
Studied journalism at the University of Florida

read full bio

Abby Hepworth

Editor

Covers fashion, trends and all things running
Received certification as an RRCA run coach
Has worked in fashion for over a decade

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