I Swear By These 20 Stylish Winter Steals and Splurges

I’ll be honest: My winter wish list is starting to overflow a bit. I’m eyeing about 10 pairs of lug-sole shoes and a handful of Y2K-inspired bags that need to be hanging on my shoulder, like, now. The wants are endless to say the least, which is why I decided to reel it in a bit.

Yusra Siddiqui, our associate market editor, is a pro at scouring the internet for must-have pieces. For this very reason, I reached out to her with one project in mind: Make me a concise shopping list from Macy’s complete with only the most important pieces for this season. Easy, right? She took on the task like a champ and came back with a list chock-full of steals and splurges. I’m talking cozy knits, trendy shoes, and some classic pieces you can even give as gifts to your loved ones. Shop them all and see what she has to say about each piece below.

“Behold my favorite part of winter fashion: shearling.”

“I don’t see the crescent-shaped silhouette going away anytime soon.”

“You can’t go wrong with a cable-knit sweater. It’s a cozy-weather staple.”

“Wedges may not be for everyone, but these boots are an excellent way to tap into the style.”

“This baggy silhouette is perfect for layering over the chunkiest of knits.”

“Who said pajamas have to be boring?”

“If you don’t own a leather blazer yet, now is the time.” Shop a similar style here. 

“This is an easy way to incorporate the fringe trend that was spotted all over the runways this year.” Shop a similar style here. 

“The skirt your tall boots are looking for.”

“While an oversize cable-knit sweater pairs perfectly with leggings, this cropped option is a great match for a midi or maxi skirt.”

“These would look beautiful with a pair of knee-high socks.” Shop a similar style here. 

“This is the coolest bomber jacket I’ve seen in a while.”

“I’ve been looking for a pair of cargo pants that still feel classic and wearable, and these fit the bill.”

“When you’re in no mood to wear jeans or trousers, these sweater pants will come in handy.”

“I’m all for the puddle-pant trend, but there’s always an occasion for a sleek pair of pants like these.”

“It’s hard to find a pair of cool New Balance sneakers in stock, but you just got lucky.”

“I know there are tons of sweaters on the market right now, but this one will become a wardrobe staple.”

“This would make for a great comfy look while spending the holidays at home.”

“I’m into this grey denim wash for the colder months.” Shop a similar style here. 

“Layering season is upon us, and you should start with this cozy vest.”