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While winter brings chilly temps and snowy days, dressing for the cold doesn’t have to mean hiding away in dark, drab colors and bulky knits. Before you pull on sweats and call it quits for the next few months, hear Us out. Many of Amazon’s top-rated dresses are more than suitable for winter — you just need options with seasonally appropriate sleeves and lengths. Add in some color, and you’re good to go.
We decided to pull together a list of winter-weather dresses that are designed with slimming knits, cheery prints and enough coverage to stave off winter’s chill. All of our finds have details that add a dose of joy and whimsy to your closet . . . yes, even on days when the sun sets at 4 p.m. Whether you have a daily commute, cocktails to clink or Sunday brunch on the horizon, these are some of the prettiest dresses to wear this season on Amazon from Prettygarden, Zesica, Grace Karin and more — starting at $9.
19 Most Pretty Winter Dresses on Amazon — Starting at $9
1. Our Favorite: Look instantly long and lean in this long-sleeved dress that has a wrap-style bodice and a cinched waist. The A-line dress drapes effortlessly, and comes in several colorful florals and print options.
2. Bodycon Showstopper: An excellent choice for a winter wedding or special date night is this body-hugging dress that has long sleeves, ruching along the waist and a maxi length for full coverage. We love the array of bold floral print options for a dose of color that still feels perfectly in season.
3. Warm Day Must: Don’t let the words ‘sun dress’ deter you; we’d wear this stunner all winter long (with the right layers). Just throw on a cardigan sweater and knee-high boots, and you’re ready for a warm-ish January day. Bonus: The midi length provides some coverage and secretly hides your fleece-lined tights!
4. Feminine and Flowy: With a crew neckline, smocked bodice and tiered A-line cut, this top-rated dress would be a go-to in our closet, regardless of season. However, the long sleeves make it optimal for winter, and it comes in royal blue, watermelon red, hot pink and violet for a standout moment on a gray winter day.
5. Sweater Weather: On especially cold days, this sweater dress will do the trick. Made with a blend of warm wool and acrylic materials, this pick has a soft, blanket-like feel. Plus, we love the flattering bow-tie waist closure and pleated detailing.
6. Sweet Swiss Dots: This sweet dress comes emblazoned with Swiss dots, which add a bit of understated texture and a punch of personality. The maxi length and lantern sleeves make it a wise pick for winter weddings or special events, and colors like royal blue, wine red and light blue shine during winter’s dreariest months.
7. Square Neck Style: Soft and airy, this lovely dress has flounce-style long sleeves that are accented by a flattering square neckline with a backless design. The elastic cuffs, smocked bodice and lace trim detailing set it apart from most others on this list.
8. Flirty Florals: Long sleeves and a longer length make this maxi option fit for winter. Bonus: The flirty floral prints add charm, especially when combined with tiered details, a smocked bodice and high neckline.
9. Boho Flair: While the shorter length of this mini dress might seem off season in winter, we’d totally wear it in January or February with thick tights and knee-high boots. The long sleeves make it a nice transitional piece, and the fun floral prints add pizazz.
10. Go High and Low: With a knee-length opening in front and a longer hem in back, this long-sleeve dress brings a playful spirit to any winter wardrobe. Hundreds of Amazon shoppers gave it a five-star rating for its wrap-style closure, gathered waist and lantern sleeves.
11. Zip, Zip, Zip: We’re shocked that this attractive Grace Karin dress is on sale for just $12. It looks far more expensive that the price tag, considering its on-trend zipper front, seamed A-line shape and three-quarter length sleeves.
12. Twisted Tie: Achieve an instant hourglass figure in this long-sleeve midi dress that has an ultra flattering gathered twist tie at the waistline. Made from a polyester and spandex blend, this pick is soft and stretchy, too.
13. Marvelous Maxi: Stay covered from neck to toe in this full-length maxi dress, thanks to its high neck design, long sleeves and full skirt that’s complete with gentle tiers. The only problem is choosing just one — there are 20 cheerful floral and patterned prints to choose from.
14. Elegant Eyelet: We love the lace eyelet embroidery covering the entirety of this long sleeve midi dress. It adds a nice bit of subtle texture, while an internal lining adds warmth on winter days.
15. Knockout Knit: You won’t have to trade style for function on cold days in this chic knit dress that’s available in several gorgeous colors. The stretchy material provides a body-hugging fit, while ribbed lines around the midsection and pleats along the A-line dress draw the eye downward for an elongating effect.
16. Skater Style: Pair tights and boots with this flowy skater swing dress that comes in loads of delightful colors. The long sleeves and lightly ribbed fabric are especially welcome this month and next.
17. Two For One: At first glance, this appears like a polished outfit consisting of a crewneck sweater tucked into a high-waisted skirt. But rest assured, it’s a one-piece dress — and a super stylish outfit at that.
18. Budget Button-Down: Look cool, collected, and appropriately dressed in this long sleeve dress priced under $10. Buttons line the front, as do pockets, and it comes in doldrum-erasing hues like lake blue.
19. Boat Neck Beauty: Fit for the office, yet alluring enough for after-work drinks, this boat-neck Grace Karin dress can do it all. It has pockets, a fit and flare silhouette, three-quarter sleeves and comes in over a dozen colors.












