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14 Rich Mom-Style Winter Dresses With Pockets That are Toasty and Timeless — From $20

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Dresses with pockets are a smart style element any time of year — but especially during the winter! They can help hold gloves, keep your hands warm and are an easy and cozy outfit too. That’s why we rounded up these 14 dresses with pockets for a winter wardrobe upgrade — and they achieve the viral rich mom aesthetic too!

Thankfully, there are tons of different styles of dresses with pockets so you’re not limited to just one! We found cozy fleece styles that make lounging time just that much more comfortable and formal styles that create an elegant look for winter weddings and date nights. They also all come in at an affordable price point — starting at just $20!

14 Rich Mom-Style Winter Dresses With Pockets That are Toasty and Timeless 

1. Our Top Favorite: This tie waist midi dress is our favorite for its curve-flattering design, rave shopper reviews and versatile style!

2. Best With Leggings: We couldn’t not include this bestselling cozy knit style that works best when paired with leggings and boots in the winter!

3. Get Dresses Up: Great for winter date nights or weddings is this jacquard knit midi dress that features a pretty floral design, a tiered skirt and puff sleeves!

4. Better With Buttons: Embrace cozy cottage vibes this season with this button-detail tunic dress that has a loose and flattering design!

5. Colorblock Cutie: Instead of settling on just one color of dress, try this multi-color style that makes a cute casual day look!

6. Plus Size Perfection: Coming in sizes XL to 6X, this versatile maxi dress is flattering for curvy body types!

Related: 10 Timeless, Easy Express Fashion Finds to Shop Now

Let’s be honest: We’re always on a mission to save money — this even applies to our clothing! Whether you’re heading into the office or having a night out on the town with the girls, investing in a sleek set of fashion finds that can pivot between occasions is a necessity. Moreover, Express is known […]

7. Darling Details: We love all of the cute details of the knitted maxi dress that features braided-style fabric, flared hem and puff sleeves!

8. Two-in-One and Done: Make it look like you put in more effort than you did in this two-in-one-midi dress that’s made with a long sleeve shirt at the top and tie waist skirt at the bottom!

9. Keep it Simple: As the saying goes, elegance is simplicity, which is especially true in this ribbed knit mini dress that has pockets too!

10. A Really Good Deal: Now on sale, you can get this cozy, loungewear-style mini dress for just $20!

11. Sleek Satin: On top of having a chic style and side pockets, this satin mini dress from Banana Republic also comes in tall, petite and regular sizing too!

12. Worth the Splurge: This Spanx crewneck dress is worth the extra cash because of its soft-to-the-touch AirEssentials fabric!

13. Flattering Fleece: With over 400 bought within the last month, shoppers are clearly stocking up on this Baleaf fleece dress to stay warm during the cozy season!

14. Formal and Fabulous: Needing a formal style for a wedding or date nights? This fit-to-flare midi dress, made with a polyester and spandex, is perfect for that!

Related: 13 Oversized Rich Mom Sweaters That are Secretly Super Slimming

When the weather turns cold, most of Us are turning to oversized sweaters to keep warm. However, we also like them sprinkled with a little bit of the viral rich mom aesthetic as well, which means with a slimming effect. Thankfully, we were able to find 13 oversized rich mom styles — and they’re secretly […]



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