40 Amazing Ankle Boots

Picks for each of the 8 biggest ankle boot trends of the season.

By Emily MacCulloch

November 12, 2018

Cougar Danbury Leather Heeled Hiker Boot

From glitzy metallic boots that are ready to take you from your office to your holiday party to the biggest colour trend of the season (spoiler alert: it's red), we've rounded up eight ankle boot trends to keep your tootsies stylish this winter.

Ankle Boot Trends

The Western-Inspired Trend

Western Slide Image

Michael Michael Kors

Sinclair Suede Ankle Boot, $248, michaelkors.ca

Michael Michael Kors Sinclair Suede Ankle Boot

Sam Edelman

Ava Leather Booties, $250, thebay.com

Sam Edelman Ava Leather Booties

Steve Madden

Ollie Boots, $150, stevemadden.ca

Steve Madden Ollie Boots

Vagabond Shoemakers

Simone Western Boots, $250, simons.ca

Vagabond Shoemakers Simone western boots

Zara

Heeled Cowboy Ankle Boots, $100, zara.com

Zara HEELED COWBOY ANKLE BOOTS

The Rugged Trend

Rugged Slide Image

Cougar

Danbury Leather Heeled Hiker Boot, $200, cougarshoes.com

Cougar Danbury Leather Heeled Hiker Boot

Jeffrey Campbell

Cloudy Rain Booties, $73, shopbop.com

Jeffrey Campbell Cloudy Rain Booties

L’Intervalle

Sibble Bordo Naplack Ankle Boots, $228, lintervalleshoes.com

L'Intervalle Sibble Bordo Naplack Ankle Boots

Native

Johnny TrekLite Boots, $130, nativeshoes.com

Native Johnny TrekLite Boots in Chameleon Pink, $130, nativeshoes.com

Steve Madden

Broadway Boot, $180, stevemadden.ca

Steve Madden Broadway Boot

The Red Trend

Red Slide Image

Vince Camuto

Thelmin Bootie, $193, nordstrom.com

VINCE CAMUTO Thelmin Bootie

Sam Edelman

Karlee Point-Toe Suede Booties, $185, thebay.com

Sam Edelman Karlee Point-Toe Suede Booties

Aldo

Wiema Boots, $130, aldoshoes.com

Aldo Wiema Boots

Lemon Jelly

Velvety Chelsea Boot, $158, lemonjelly.ca

Lemon Jelly WINE CHELSEA BOOT VELVETY

Gap

Square-Toe Block Heel Boots, $160, gapcanada.ca

Gap Square-Toe Block Heel Boots

The Patent Leather Trend

Patent Slide Image

Topshop

Brooklyn Block Heel Ankle Boots, $80, thebay.com

TOPSHOP Brooklyn Block Heel Ankle Boots

Public Desire

Empire Black Patent Block Heeled Ankle Boots, $85, asos.com

Public Desire Empire black patent block heeled ankle boots

Forever 21

Faux Patent Leather Combat Boots, $40, forever21.com

Forever 21 Faux Patent Leather Combat Boots

Artica

Daisy Boots, $228, brownsshoes.com

Artica Daisy Boots

Andrew Geller

Sany Shootie, $80, dsw.townshoes.ca

Andrew Geller Sany Shootie

The Metallic Trend

Metallic Slide Image

Old Navy

Sueded Block Heel Boots, $50, oldnavy.ca

Old Navy Sueded Block Heel Boots

Michael Michael Kors

Tipton Glitter PVC Rain Boot, $98, michaelkors.ca

Michael Michael Kors Tipton Glitter PVC Rain Boot

Aldo

Merealonna Boots, $130, aldoshoes.com

Aldo Merealonna Boots

Marc Fisher Ltd

Jarli Bootie, $217, nordstrom.com

MARC FISHER LTD Jarli Bootie

L’Intervalle

Madrid Silver Cracked Leather Boots, $208, lintervalleshoes.com

L'Intervalle Madrid Metallic Boots

The Lace-Up Trend

Lace-Up Slide Image

Winners

Shiny Embossed Boots, $150, winners.ca

Winners Shiny Embossed Boots

Vagabond Shoemakers

Joyce Lace-Up Boot, $209, urbanoutfitters.com

Vagabond Shoemakers Joyce Lace-Up Boot

Raid

Vinta Black Cut Out Mid Heeled Boots, $75, asos.com

RAID Vinta black cut out mid heeled boots

Mango

Lace-up Leather Boots, $150, mango.com

Mango Lace-up leather boots

Call it Spring

Heandra Boots, $85, callitspring.com

Call it Spring Heandra Boots

The Embellished Trend

Embellished Slide Image

Nanette Nanette Lepore

Bootie, $100, dsw.townshoes.ca

Nanette Nanette Lepore Bootie

Marshalls

Embellished Chain Link Boots, $200, marshalls.com

Marshalls Embellished Boots

Joe Fresh

Block Heel Side Zip Bootie, $59, joefresh.com

Joe Fresh - Block Heel Side Zip Bootie

Forever 21

Rhinestone Buckle Chelsea Boots, $50, forever21.com

Forever 21 Rhinestone Buckle Chelsea Boots

Loft

Studded Block Heel Ankle Boots, $162, loft.com

Loft Studded Block Heel Ankle Boots

The Animal Print Trend

Animal Print Slide Image

Zara

Heeled Animal Print Ankle Boots, $100, zara.com

Zara HEELED ANIMAL PRINT ANKLE BOOTS

Urban Outfitters

Vagabond Joyce Snake Boot, $209, urbanoutfitters.com

Urban Outiftters Vagabond Joyce Snake Boot

Steven

Chavi Booties, $183, shopbop.com

Steven Chavi Booties

Pure Navy

Leopard Print Boots, $180, saksoff5th.com

Pure Navy Leopard Print Boots

Mango

Zebra Leather Ankle Boots, $180, mango.com

Mango Zebra leather ankle boots

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Emily MacCulloch

Emily MacCulloch is a freelance beauty writer and co-founder of The T-Zone.

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