Shoes

I Don't Mess Around When It Comes to On-Sale Shoes—30 Pairs I Have My Eye On

Grace O'Connell Joshua  Wed, 22 Nov 2023  Who What Wear

The holiday season can be considered the most wonderful time of year for so many reasons. But if you ask a shopping editor like myself, the real reason is all the deals that pop up this time of year from all of our favorite retailers. Of course, the first thing I'm shopping for is stellar, personal gifts for my friends and family, but once they're taken care of, it's my turn. Black Friday and Cyber Monday is the one time a year I really buckle down and do some shopping for myself. With all of the markdowns it's the best time to shop somewhat guilt-free, and what better present to yourself than a new pair of shoes?

Once I started my hunt for the perfect pair of new shoes to give myself this year, I ended up with an online shopping bag full of 30 chic pairs of shoes that once I laid eyes on them, I couldn't stop thinking about. From Tom Ford pumps to cozy slippers from Apparis, and not to mention all at a discount, keep scrolling to see which 30 sale shoes made the cut. 

Holiday season is synonymous with Mach & Mach shoes. They're just begging to be worn to a holiday party. 

I love how these have just a touch of a Western feel. 

A classic pair of knee-high boots are always in my winter shoe rotation. 

I have these, and now you get them for way cheaper than what I paid. 

These make a great gift. 

Staud knows how to make sultry boots.

These have major "trust fund baby" energy. 

I'm planning a ski weekend and I think I need to bring these. 

These look so good with jeans. 

I'd pair these with tights and a minidress. 

New Balance sneakers are always a crowd-pleaser. 

Now these, I need. 

Wedge boots are in this season, so grab these while you can. 

Who doesn't love black leather Manolo pumps on a discount? 

I'm drooling. 

The sweetest hoilday-season wedges. 

I'm hoping these are under the tree this year. 

Talk about sexy shoes.

Sprinting to grab these now that they're under $90.

These Tom Ford pumps have been living in my mind rent-free. I mean, wow. 

These come in black and brown. I'd love both.

For the ballet-flats lover on your gift list. 

The under-$300 ankle boots of your dreams. 

Pop of red, anyone? 

Pretty flats incoming. 

My dream New Years Eve shoes. 

For those who like to party in flat shoes rather than heels.

I'm obsessed with these loafers. 

Talk about fashion-person boots.

Another pair perfect for the slopes.