1) Christian Louboutin Suzi Leather Ankle Boots

Christian Louboutin


Out of Stock

Shop Now

"I defy you to think of an outfit that wouldn't look better with these. Jeans and a T-shirt? Check. A black party dress? Check. My pajamas? Probably."-Elizabeth Angell, Digital Director barneys.com

2) Classic Black Ankle Boot

Alice + Whittles



Shop Now

"New York weather makes rain boots a must, and these Chelsea-style wellies actually make rainwear look cute. My favorite part is that they're made from sustainably-sourced rubber (the brand was founded by two former UN refugee aid workers) so I can even feel eco-friendly while wearing them." -Lauren Hubbard, Contributoraliceandwhittles.com

3) Snakeskin Effect Knee Boots

Paris Texas



Shop Now

"I tend to wear a lot of black during the colder months (especially with footwear) but I can see myself wanting to sport a bit more color with these red boots." -MaryKate Boylan, Market Editor farfetch.com

4) 5050 Over the Knee Leather Boot

Stuart Weitzman



Shop Now

"We've praised these boots on T&C before, but they're such a winter staple they deserve another mention here. On a freezing cold day earlier this year, not one but three T&C editors wore them to work. I have a navy and gray suede pair, and I'm still lusting after a black version to complete my collection." -Maggie Maloney, Associate Digital EditorCourtesy

5) Melissa Button Knee High Boot




Shop Now

"Frye’s Melissa Boot looks great with everything from jeans and a sweater to a prairie-style dress. I love mine so much I’ve had them resoled several times-that how you know it’s worth the investment." -Caroline Hallemann, News Editornordstrom.com

6) Sadie Ankle Boots in Silk Tie Print




Shop Now

"Meghan Markle wore these J.Crew boots in black while in Australia last month, so naturally they're at the top of my shopping list. The blue and red tie print on this style will spruce up any winter ensemble." -Maggie Maloney, Associate Digital Editorjcrew.com

7) Grunge Boot Shearling

Swedish Hasbeens



Shop Now

"My feet are always cold-even in the summer, somehow. So in the wintertime, shearling is the only way to go. Thankfully, with these cute clogs, I don’t need to look like a professional mountain climber when I arrive at work."-Chloe Foussianes, News Writerswedishhasbeens.com

8) Margot Bootie




Shop Now

"I practically live in booties during the winter, and Rag & Bone's Margot zip booties are my all-time favorites. They're comfortable enough to wear throughout the day, but chic enough to easily transition to the night." -Maggie Maloney, Associate Digital Editornordstrom.com

9) Women's Caribou® Boot



Shop Now

"I lived in New York for seven years, and never quite got used to the winter. The only thing that got me out in the snow was a pair of Sorel’s Caribou Boots. You could trek through a storm in these, and your feet would stay warm and dry." -Caroline Hallemann, News Editorsorel.com