17 Expensive-Looking Winter Dresses That Visually Slim Pear Shaped Bodies — Starting at $26

Sick of bulky, oversized dresses this winter? Us too! Just because it’s the season of roomy doesn’t mean everything in our wardrobe has to be that way. In fact, we should all have pieces in our closet for each season that help us to highlight our shapes as well . . . all while staying warm and looking expensive too, of course! This roundup of 17 dresses in particular is dedicated to the pear-shaped girlies who want some styles that visually slim their silhouette — and start at just $26.

After doing some research on the most slimming silhouettes, we found that wrap, a-line, off-the-shoulder and empire waists best flatter pear shapes, helping to either create visual balance, draw the eye upward or naturally highlight the curves. We also discovered that some winter fabrics are more slimming than others, such as jersey, satin and wool knits as well, so we made sure to find silhouettes with those specific makes. As you can see these dresses pack a punch, helping to keep you warm, while slimming the silhouette and are stylish too. You can’t beat that!

17 Expensive-Looking Winter Dresses That Visually Slim Pear Shaped Bodies

We Love a Wrap Dress

1. Our Absolute Favorite: This midi knit wrap dress checks all of the boxes with its warm knit fabric, curve-flattering design and waist-accentuating tie!

2. Seriously Slimming: Though it’s a little bit of a splurge, this 100% silk jersey dress from Quince will be worth it, since it’ll stay in good shape for years on end!

3. Waist-Defining: Not only will this knit wrap dress from Petal & Pup be warm and comfy, it’ll also be flattering too with its tie waist!

4. Rich Mom-Chic: This collared wrap dress exudes elegance and expensive taste with its v-neckline, tie waist and lapel collar!

A-Plus A-Lines

5. Stand-Out Stripes: Stand out in a crowd in this ribbed knit maxi dress that features a striped flared skirt!

6. Pleats Please: Pleated dresses like this tie-waist style are made for more formal occasions like the office, baby showers and weddings!

7. Boho-Chic: Channel your inner boho goddess with this swiss dot midi dress that’s made with a slenderizing a-line silhouette!

8. Sultry Satin: With Valentine’s Day coming up you most definitely need to check out this sultry satin dress for a date night!

9. Trending Turtleneck: We don’t know how it’s possible but this chic turtleneck sweater dress from Anthropologie is somehow still in stock and on sale!

Off-The-Shoulder-Chicness

10. Alluring Angles: Look alluring from all angles in this off-the-shoulder dress from ASTR the Label that also has an asymmetrical waistline!

11. A Best-Seller: A best-seller on Amazon for months, this off-the-shoulder sweater dress is a shopper favorite!

12. Sleek and Simple: This off-shoulder bodycon dress is proof that simplicity is elegance.

13. Very Versatile: Made of a soft boucle yarn fabric and simple silhouette, this off-the-shoulder dress from Abercrombie can seamlessly go from work to a cocktail hour!

Easy Empire Waists

14. Totally Transitional: This super soft knit babydoll dress can easily go from being worn with tights and boots in the winter and with heels in the summer!

15. A Good Deal: On top of being on sale for 51% off right now, this satin empire midi dress from Gap also comes in several length and color options too!

16. Make it a Maxi: Style this smocked waist maxi dress with a pair of heels and some tights in the winter and with tennis shoes in the summer!

17. Classic, With a Twist: With a classic empire waist design, this ruched midi dress also features a twist-front detail!