Macy's is selling 'very cozy' $99 Guess winter boots for only $40

"They’re warm and have a good sole with a tread for the snow."

Dec 28, 2025 - 12:00
 0
Macy's is selling 'very cozy' $99 Guess winter boots for only $40

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Why we love this deal

If Santa didn't get you something you really wanted on your gift list this year, there's no better time to score it for yourself. Right now, many stores are hosting year-end sales events to clear out their surplus holiday stock, which includes one of our favorite retailers, Macy's. There are numerous deals worth checking out at Macy's After-Christmas Sale, but one we are loving is on a pair of practical and pretty winter boots from a beloved brand.

The Guess Dowry Rhinestone Bow Cozy Winter Boots are 60% off during Macy's limited-time sale. Typically retailing for $99, these adorable shoes are now available for only $40, and they come in several stylish colors. With this deep discount, you could get the footwear in two different colors, like the sleek black shade and the moody dark red hue, and still pay less than what you'd pay for one pair at the original price. 

Guess Dowry Rhinestone Bow Cozy Winter Boots, $40 (was $99) at Macy's

Courtesy of Macy's

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Why do shoppers love it?

On cold winter days, if these Guess boots are in your rotation, you'll no longer need to choose between warmth and style when picking out your shoes. Made with faux suede exterior and a plush fuzzy lining, these boots wrap your feet in cozy comfort. Elevating the design, an ankle-high faux-fur cuff brings more than a visually pleasing accent, as it also seals out the cold air for a more toasty fit. Bringing it all together, a rhinestone bow makes this pair ultra-luxe.

"So stinking cute, very cozy, and fits true to size," raved one shopper in their review. They also highlighted that "the rinestone bow adds a touch of glam."

Versatility is another thing to love about these winter boots. The easy pull-on wear lets you easily slip on this pair for a day of running errands around town, making these boots a go-to for casual looks. On the other hand, the trendy platform heel and chic rhinestone bow also mean you can easily dress up these shoes for classier occasions, pairing them with dresses or nicer work outfits.

Related: Nike's top-rated $100 Air Max sneakers are now only $70 at Amazon

Transitioning from the office to a night on the town, these boots will quickly become a favorite in your collection. Since they're constructed with a comfortable, cushioned footbed, you can wear them around all day without worry about aches and pains. You can feel confident about this quality, too, as the boots are one of Macy's bestselling and top-rated pairs.

Details to know 

  • Sizes available: The shoes are available in women's sizes 5 to 10.
  • Heel style: Platform.
  • Are they waterproof? No.

These bestselling winter boots have an average customer rating of 4.5 out of five stars. "These boots are so cute," wrote one reviewer. The same shopper said, "They’re gonna be great for the wintertime," and that's because "they’re warm and have a good sole with a tread for the snow."

Shop more deals

  • Guess Nellsan High Block Heel Hiker Booties, $40 (was $99) at Macy's
  • Timberland Brimfield Chelsea Boot, $70 (was $150) at Nordstrom Rack
  • Bearpaw September Boots, $48 (was $80) at Zappos

Don't miss your chance to score the stylish Guess Dowry Rhinestone Bow Cozy Winter Boots for only $40 at Macy's by adding a pair to your cart before the deal ends.

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