But our faves (shhhh, don’t tell the others) are the every-stylish ankle boots that bring instant sass to your winter wardrobe. Sexy, flirty, mod, and comfy, we rounded up the cutest booties to add to your holiday wish list! Here at Parade.com, we’re all about sharing products we love with our audience. When you make a purchase on an item seen on this page, we may earn a commission, however, all picks are independently chosen unless otherwise mentioned.
25 Best Booties & Ankle Boots for Women
1. MICHAEL Michael Kors Alina Flex Ankle Booties, $175 at Saks Fifth Avenue
Vegan+Patent Leather+Stiletto=One smoking hot bootie! MICHAEL Michael Kors Alina Flex Ankle Booties, $175 at Saks Fifth Avenue
2. Børn Wynter Bootie, $129.99 at DSW
These knot-accented zip-up boots have that worn-in, rustic look we love. Børn Wynter Bootie, $129.99 at DSW
4. Swedish Hasbeens Suede Teddy Boot in Dark Green, $420 at Zappos
Each pair of Hasbeens are handmade using only natural materials, which is why they are pricey—buy oh-so-pretty! This Teddy boot also comes in a rich Cognac color. Swedish Hasbeens Suede Teddy Boot in Dark Green, $420 at Zappos
5. Cole Haan ZerøGrand City Suede Wedge Bootie, $210 at Saks Fifth Avenue
These stone-grey wedge booties are your new go-to winter shoe. Cole Haan ZerøGrand City Suede Wedge Bootie, $210 at Saks Fifth Avenue
6. Sam Edelman Thatcher Bootie, $170 at Nordstrom
We are wild for these mod, sleek booties. Also available in black, brown, and eggshell. Sam Edelman Thatcher Bootie, $170 at Nordstrom
8. Dolce Vita Solow Western Boot, $99.90 at Nordstrom
Feeling a little bit country? Or feeling a little bit rock and roll? You can pull off both in these suede, two-steppers! Dolce Vita Solow Western Boot, $99.90 at Nordstrom
9. Rag & Bone Rover Bootie, $157.99 at Zappos
Oh, the places you’ll go in these modstyle white ankle boots! Rag & Bone Rover Bootie, $157.99 at Zappos
10. Dr. Martens 1460 Leather Lace-Up Boots, $169.95 at Zappos
If ever a more perfect boot was made, we don’t know, ‘cuz these iconic, lace-up Docs never, ever, ever go out of style. Dr. Martens 1460 Leather Lace-Up Boots, $169.95 at Zappos
12. Red Wing 6-Inch Moc Lace-Up Boots, $310 at Madewell
Heavy-tractions soles and premium stitching makes these classic, lace-up Red Wings last a lifetime. Red Wing 6-Inch Moc Lace-Up Boots, $310 at Madewell
13. Seychelles Under The Stars Cowboy Boot, $169 at Urban Outfitters
The perfect light lilac shade is lovely and goes with everything. Seychelles Under The Stars Cowboy Boot, $169 at Urban Outfitters
14. Free People Back Loop Ankle Boot, $120 at Zappos
The perfect combo of rugged yet sophisticated, these buckled ankle boots also come in bone and tan colors. Free People Back Loop Ankle Boot, $120 at Zappos
15. The Toasty Puffer Boot, $158 at Madewell
OMG, we are obsessed with these marshmallow, mustard puffer boots that are comfy and totally cute. The Toasty Puffer Boot, $158 at Madewell
16. The Delaney Lace-Up Boot in Dried Maple, $198 at Madewell
You can pair with jeans, leggings or dresses, these everyday elegant lace-up booties also come in black. The Delaney Lace-Up Boot in Dried Maple, $198 at Madewell
17. Sam Edelman Codie Ankle Boots in Deep Orchid, $170 at Free People
We plan to ring in the new year wearing these joyous purple suede block-heeled booties! Sam Edelman Codie Ankle Boots in Deep Orchid, $170 at Free People
18. NA-KD Profile Sole Leather Boots, $165.95 at NA-KD
Stand tall in these leather platform ankle boots. NA-KD Profile Sole Leather Boots, $165.95 at NA-KD
19. Camper Kiara Leather Ankle Boots in Green Multi, $265 at Urban Outfitters
If you could rock a pair of green and blue paintsplatter-inspired booties at least once in your life, why wouldn’t you? Camper Kiara Leather Ankle Boots in Green Multi, $265 at Urban Outfitters
20. L.L Bean Mountainside Ankle Zip Boot, $99 at Zappos
These best-selling leather ankle booties are part sneaker and totally cool. L.L Bean Mountainside Ankle Zip Boot, $99 at Zappos
22. Hush Puppies Bridgeport Chukka Boot in Olive, $84.98 at Hush Puppies
The olive green hue of these classic Hush Puppies are just absolutely delightful! Hush Puppies Bridgeport Chukka Boot in Olive, $84.98 at Hush Puppies
23. Blundstone High Top Chelsea Boots, $230 at Free People
Water-resistant Blundstone’s are just the ideal rugged-yet-chic cold-weather boot. Blundstone High Top Chelsea Boots, $230 at Free People
24. Charm Double V Ankle Boots in Boardwalk Blue Suede, $148 at Free People
Available in 10 wonderful colors, we are smitten with these blue suede booties. Charm Double V Ankle Boots in Boardwalk Blue Suede, $148 at Free People
25. Lucky Brand Kichai Cozy Chelsea Boot, $59.99 at DSW
These sporty-style sneaker-booties are fashionable and super affordable. Lucky Brand Kichai Cozy Chelsea Boot, $59.99 at DSW
