25 Best Booties & Ankle Boots for Women That Are Cute As Heck

We can't get enough of these cute boots & booties.

Boot season is officially here and we are swimming in styles: shearling, cowboy, high-heeled, and more to make you look super fly these festive, wintry months.

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

3. Ariat Western Bootie, $199.95 on Amazon

With almost 2,000 reviews and a 4-plus star rating, these best-selling western booties come in seven color ways. Ariat Western Bootie, $199.95 on Amazon

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

7. Betsey Johnson Cady Ankle Boot in Sapphire, $119 on Amazon

Turn heads in these cobalt, glass-beaded beauties. Betsey Johnson Cady Ankle Boot in Sapphire, $119 on Amazon

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

11. Lucky Brand Zip-Up Booties in Garnet, $79 on Amazon

These bright booties have over 7,000 Amazon reviews and come in 38 styles and colors. Lucky Brand Zip-Up Booties in Garnet, $79 on Amazon

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 everythingSeychelles 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 blackThe 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

21. Mona Flying Lace-Up Oxford Saddle Shoes in Dark Blue, $158 on Amazon

Reviewers of these blue lace-up vintage-style booties report they are super stylish and extra durable for winter monthsMona Flying Lace-Up Oxford Saddle Shoes in Dark Blue, $158 on Amazon

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 bootiesCharm 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