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Home Entertainment

Look Mega Rich With These 13 Cold-Weather Dresses — Secretly Under $25

by DigestWire member
October 30, 2025
in Entertainment
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Look Mega Rich With These 13 Cold-Weather Dresses — Secretly Under $25
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If you want to look like a rich mom, welcome to the club. But we don’t need a second home in Aspen to look like we have one, courtesy of these 13 dresses that channel the exact aesthetic. They’re perfect for fall and winter!

Luxe and comfy, these chalet-ready dresses are total keepers. Between the cozy fabrics, ribbed materials and flattering fits, we’ll be living in these cold-weather dresses this season. And with price tags under $25, we’re grabbing a few (okay, all of them) for errands, dinner parties and in-office days.

13 Designer-Style Cold-Weather Dresses — Under $25

1. Old Money: This stretchy maxi checks every box. With the delicate floral print, it could totally be Zimmermann.

2. Everything Dress: Swap your lounge set for this comfy ribbed mini that styles beautifully with tights and tall boots.

3. Flattering Find: Cinch your waist without even trying in this office-friendly midi dress. It comes in dozens of colors.

4. Classy Act: Have you ever seen such a polished dress? Something between a button-up top and a sweater vest, this number is one-of-a-kind.

No Way! These Zimmermann-Style Thanksgiving Dresses Are Secretly at Walmart

5. Errands in Style: Wear this casual V-neck mini from the grocery store to the PTA meeting and get ready for compliments.

6. Just $15: Slimming, stretchy and sleek, this long-sleeve turtleneck dress should cost hundreds.

7. Major Steal: Score over 50% off this designer-looking mini dress that boasts braided material and hidden pockets.

8. Comfy Cozy: Every day will feel like a lounge day in this drapey, cloud-like dress. A knee-length makes it ultra-versatile.

9. Quiet Luxury: Stun from every angle in this silhouette-enhancing maxi dress that makes you look effortlessly put together.

10. Wardrobe Staple: Suitable for travel, brunch and in-office days, this simple long-sleeve maxi delivers on every front.

11. Tummy-Hiding: This tie-waist dress completely conceals bloating, so we won’t be surprised if you wear it at Thanksgiving.

12. Wedding Guest: Hey there, burgundy beauty. This buttery-soft maxi dress will make you look like the rich Hamptons aunt.

13. Oh-So Fuzzy: Sweater dresses are the trendiest thing right now. Nail the look with this playful oversized wonder.

These Sweaters Look Identical to Free People — But Start at Just $6

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