36 of Fall's Best Boots, From Ankle to Over-the-Knee

Fact: One of the easiest ways to look seasonally acclimated at this very moment is to throw on a great pair of boots. So, instead of unearthing last year's beloved pair — although you should probably still do that, too — try on one of fall's latest styles.

The over-the-knee silhouette is back with a vengeance. And yes, there is a way to wear 'em without invoking the spirit of Pretty Woman. Chunky heels and slick wedges are this season's mode-of-heel choice. Chelsea boots remain a cold-weather favorite, but never a boring one, thanks to lug-sole, calf-hair, and croc-print upgrades. As for ankle boots? They're as cool as ever. Click on for 36 pairs worth the splurge.

Image: Citizen Couture/Zara

The Ankle Boot

Monki Leonor Heeled Chelsea Ankle Boots, $63, asos.com

The Ankle Boot

Senso Bessie I Boots, $241, senso.com.au

The Ankle Boot

Freda Salvador Belted Jodhpur Ankle Boot, $550, fredasalvador.com

The Ankle Boot

H&M Brogue Boots, $50, hm.com

The Ankle Boot

Zara Sheepskin Platform Ankle Boot, $139, zara.com

The Ankle Boot

Faryl Robin x Free People Lucas Lace-Up Boot, $198, freepeople.com

The Wedge Boot

Carvela Share Leather Slim Wedge Pointed Ankle Boots, $285, asos.com

The Wedge Boot

Pikolinos Amsterdam Wedge Boot, $200, nordstrom.com

The Wedge Boot

Marc by Marc Jacobs Black Patent Leather Classic Wedge Boots, $330, ssense.com

The Wedge Boot

Cole Haan Fulton Wedge Boot, $378, neimanmarcus.com

The Wedge Boot

Mango Velcro Suede Wedge Ankle Boots, $190, shop.mango.com

The Wedge Boot

Ash Navy Suede Janet Wedge Cowboy Boot, $288, my-wardrobe.com

The Over-the-Knee Boot

Vince Camuto Karita Boots, $169, piperlime.com

The Over-the-Knee Boot

L'Autre Chose Over the Knee Boots, $565, shoescribe.com

The Over-the-Knee Boot

KG by Kurt Geiger Vince Leather Over the Knee Biker Boots, $392, asos.com

The Over-the-Knee Boot

Vionnet Suede/Leather Over the Knee Boots, $1,810, stylebop.com

The Over-the-Knee Boot

3.1 Phillip Lim Ora Over-the-Knee Boot, $975, barneys.com

The Over-the-Knee Boot

Aldo Mercado Boots, $220, piperlime.com

The Chelsea Boot

Alexander Wang Anouck Lift-Heel Chelsea Boot, $595, neimanmarcus.com

The Chelsea Boot

Jeffrey Campbell Chelsea Boot, $132 (originally $180), needsupply.com

The Chelsea Boot

Shoe Cult Ramble Chelsea Boot, $98, nastygal.com

The Chelsea Boot

J.Crew Collection Chelsea Calf Hair Boots, $450, jcrew.com

The Chelsea Boot

Beau Coops Chelsea Boots, $319, shopbop.com

The Chelsea Boot

Opening Ceremony Chunky Heel Chelsea Boot, $364, farfetch.com

The Flat Boot

Madewell Aberdeen Two-Tone Boot, $218, madewell.com

The Flat Boot

See by Chloé Melia Boot, $620, piperlime.com

The Flat Boot

Plomo Pia Flat Suede Booties, $448, shopbop.com

The Flat Boot

Wanted Slicker Boot, $89, piperlime.com

The Flat Boot

Steve Madden Troopa Lace Up Boots, $177, asos.com

The Flat Boot

Stuart Weitzman 5050 Flat Boots, $598, shopbop.com

The Chunky Heel Boot

Vince. Luisa Bootie, $550, vince.com

The Chunky Heel Boot

Jil Sander Chunky Heel Leather Ankle Boots, $920, netaporter.com

The Chunky Heel Boot

Topshop Aleta Monk Strap Boot, $144, nordstrom.com

The Chunky Heel Boot

Loeffler Randall Emerson Slip-On Bootie, $475, loefflerrandall.com

The Chunky Heel Boot

Zara Leather Ankle Boot With Wide Heel, $100, zara.com

The Chunky Heel Boot

Cheap Monday Chunky Heel Lace Up Booties, $180, shopbop.com