100 Stylish Winter Boots

From Hiking Inspired Heels to Crystallized Sheepskin Footwear

— November 26, 2014 — Pop Culture
These stylish winter boots range from jewel-encrusted sheepskin shoes to hiking-inspired heels. The men's and women's styles are fashionable while bearing the effects of the cold weather.

As the coolest months of winter draw near, most of us are searching for winter boots that are designed with both aesthetics and function. This combination is often difficult to find but these examples feature a nice balance of both.

If you're not a fan of bulky winter boots, then give a motorcycle or hiking boot a try. For dedicated fashionistas, the season's hottest boot is a thigh-high, over-the-knee style that is more about glamour than practicality.

When focusing on warmth and performance, a sneaker boot hybrid is a comfy and cozy style that blends the best of both worlds.
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100
Adorable Sheep-Inspired Shoes
Adorable Sheep-Inspired Shoes
These Animal Shoes from Romwe are Cute and Cozy
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99
Remixed Desert Boot Collections
Remixed Desert Boot Collections
PATTERNITY X Clarks Originals Launches an Artful Footwear Range
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98
Rugged Leather Lace-Ups
Rugged Leather Lace-Ups
Cobra Rock Boot Company's Shoes Marry Modern and Vintage Design Details
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97
Furry Masculine Footwear
Furry Masculine Footwear
The Moncler Gamme Bleu Fur Boots Offer Warmth and a Retro Aesthetic
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96
Airbag-Infused Boots
Airbag-Infused Boots
Lourdes Air Booties Will Keep You Feeling Relaxed & Rejuvenated On Your Walk
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95
Quirky Paisley-Printed Wellies
Quirky Paisley-Printed Wellies
50th Birthday Havaianas x Matthew Williamson Debutes for Winter
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94
Rugged Rubber Camo Boots
Rugged Rubber Camo Boots
Pharrell Williams of BBC and Palladium Team Up to Create a Great Shoe
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93
Cross-Cultural Boots
Cross-Cultural Boots
The Stussy x Timberland Fall/Winter Boots Blend American and Swedish Elements
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92
Contemporary Collegiate Footwear
Contemporary Collegiate Footwear
These Leather Oxford Boots are an Elegant Look for Fall
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91
Bulletproof Boarder Boots
Bulletproof Boarder Boots
Burton SLX is Built for Mountain-Shredding and Firearms
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90
Heritage-Inspired Snowboard Boots
Heritage-Inspired Snowboard Boots
These Snowboard Boots Will Make a Statement on the Slopes
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89
Furry Combat Boots
Furry Combat Boots
The Dr. Marten 2013 Fall Core Premium Boots are Texturized
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88
Refined Rustic Boots
Refined Rustic Boots
Converse First String Standard ‘Made in Maine’ Boots are Classic
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87
Bullet-Holding Bootstraps
Bullet-Holding Bootstraps
Trash & Vaudeville Design a Line of Edgy Accessories for Your Shoes
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86
Lavish Reptilian Trail Boots
Lavish Reptilian Trail Boots
Experience the Great Outdoors in Designer Yuketen Huntboots
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85
Zipped-Up Punk Footwear
Zipped-Up Punk Footwear
Dr. Know Boots is Winter Gear with a Badass Attitude
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84
Archival Olympian Footwear
Archival Olympian Footwear
The SeaVees 02/60 Trail Boot Commemorate the 1960s Winter Olympics
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83
Golden Riding Boots
Golden Riding Boots
The New Vortice Versnice Boots Make Riding Luxe
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82
Preppy Boat Boots
Preppy Boat Boots
Bottega Veneta Ankle Boots Combine a Nautical Look for Wintry Days
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81
Quilted Heritage High-Tops
Quilted Heritage High-Tops
The Yuketen Hunt Boots Ring in Fall 2010 Right
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80
Geeky Boarder Boots
Geeky Boarder Boots
Burton TRON Snowboard Boots Turn Your Snowboard into a Light Cycle
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79
Rugged Buckled Boots
Rugged Buckled Boots
The Vans Vault ‘Engineer Boot' Updates Classic Male Footwear
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78
Hybrid Riding Shoes
Hybrid Riding Shoes
The Raf Simons' Leather Velcro Boot Sneaker Mixes Country With Street
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77
Straptastic Footwear
Straptastic Footwear
The Bernhard Willhelm Buckle Boot is Terrible for Foot Claustrophobia
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76
Androgynous Foam Platform Boots
Androgynous Foam Platform Boots
The Givenchy Vegetable Tanned Leather Boots are Foamtastic
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75
Wonderful Winter Woolies
Wonderful Winter Woolies
Let these Sam Edelman Fur-Lined Boots Keep Your Toes Warm & Toasty
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74
Fluorescently Polished Boots
Fluorescently Polished Boots
Christopher Kane Chelsea Boots Add an Unexpected Pop of Color
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73
Tough Polka Dot Footwear
Tough Polka Dot Footwear
The Adidas Originals Jeremy Scott Hiking Boots
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72
Dotted Rain Boots
Dotted Rain Boots
The Gourmet 21 TX Boots Are Spotted and Versatile
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71
Japanese Floral Boots
Japanese Floral Boots
Y-3 Warrior High 'Kimono' Draws Inspiration from Traditional Garments
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70
Two-Toned Hiking Boots
Two-Toned Hiking Boots
The Lanvin Tall Hiking Boot is a Rugged Look for the French Brand
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69
Secret Stash Luxury Kicks
Secret Stash Luxury Kicks
The Chanel Ankle Boot Has a Pouch to Hide Your Juju In
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68
Awesome Ostrich Kicks
Awesome Ostrich Kicks
Sorel Ostrich Caribou Boots are a Luxurious Winter Commodity
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67
Convenient Winter Kicks
Convenient Winter Kicks
Rick Owens' Zip Leather Boots Zip Up for Easy Access
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66
Fabulously Furry Footwear
Fabulously Furry Footwear
Lookbook.nu User Chiara F Rocks a Haute Animalistic Look
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65
Sophisticated Shearling Boots
Sophisticated Shearling Boots
The Chic Burberry Shearling-Lined Ankle Boots
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64
Zebra Mariner Boots
Zebra Mariner Boots
The Jean Paul Gaultier Pataugas 'Authentique Mariniere Boot'
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63
Badass Belted Boots
Badass Belted Boots
Dr. Martens and Izzue Toughen Up the 10 Hole Boot
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62
Climatic Boots
Climatic Boots
Rubber Duck Steps Into the Big Bright Weather
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61
High Class Army Boots
High Class Army Boots
The Wing Tip Dr. Martens Let You Look the Part But Still Be Punk
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60
Designer Charity Boots
Designer Charity Boots
Manolo Blahnik and Other Designers Team-Up with Ugg Australia
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59
Studded Leather Kicks
Studded Leather Kicks
The ato Cowhide Boots Make For Fancy Streetwear
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58
Tough Greaser Footwear
Tough Greaser Footwear
The Bottega Veneta Nero Calf Boot is Badass
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57
Sky-High Lace-Ups
Sky-High Lace-Ups
These Via Spiga Nathan Boots are a Pair of High-Rising Riding Shoes
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56
Upscale Laid-Back Footwear
Upscale Laid-Back Footwear
The Luxury UGG Collection is High-End and Super Chic
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55
Comfy Eco Footwear
Comfy Eco Footwear
The Viva Terra Eco Snuggly Slipper-Boots are Sturdy and All-Natural
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54
Androgynous All-terrain Boots
Androgynous All-terrain Boots
Patta and KangaROOS Create Urban Hiking Boots for Him and Her
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53
Sheepish Shoes
Sheepish Shoes
Rhythm Footwear Baguette Boots can Conquer Cold in Style
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52
Sparkling Motorcycle Boots
Sparkling Motorcycle Boots
The Dr Martens x Swarovski Elements Collection is Breathtaking
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51
Space-Age Boots
Space-Age Boots
The Nike LunarElite Sky Hi Sneaker-Boot Blends the Best of Both Worlds
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50
Oxford-Infused Boots
Oxford-Infused Boots
The Brogue Derby Boot is a Gentleman's Walking Shoe
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49
Rocker Victorian Booties
Rocker Victorian Booties
The Steve Madden Tarnney Stud-Detail Boots are Deliciously Spikey
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48
Courtside Wilderness Boots
Courtside Wilderness Boots
Nike LeBron 2011 Holiday Footwear Offers New Looks from the NBA Player
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47
High-Class Motorcycle Boots
High-Class Motorcycle Boots
The Man of Moods 2010 Collection is Ruggedly Chic
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46
Bespoke Bling Boots
Bespoke Bling Boots
Gemzdesignz Adds Some Wow to Your Winter Wear
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45
Boston Bloke Boutiques
Boston Bloke Boutiques
Boylston Trading Company Caters to the Fashion Elite
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44
Ruggedly Feminine Collections
Ruggedly Feminine Collections
The Timberland Womens AW 2013 Line Features a Sleeker Look
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43
Zig-Zag Hiking Boots
Zig-Zag Hiking Boots
The Camper Together Campaign from Bernhard Willhelm and Camper is Snazzy
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42
Shimmering Winter Footwear
Shimmering Winter Footwear
The Ugg Australia Fall/Winter 2011 Line is Cozy-Chic
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41
Hybrid Animal Snowboard Boots
Hybrid Animal Snowboard Boots
Tiger Rabbit Zoom Force 1 from Nike Shreds the Boot Gnar
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40
Business-Boot Hybrids
Business-Boot Hybrids
The Ronnie Fieg for Grenson 2013 Collection Features Sophisticated Boots
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39
AIDs-Fighting Rain Gear
AIDs-Fighting Rain Gear
The Kenneth Cole Electric Rain Rubber Boots Look Chic and Benefit amFAR
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38
Cargo Combat Boots
Cargo Combat Boots
Topshop Unique AW2010 Boots are Ready for a Glamorous War
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37
Haute Footwear
Haute Footwear
A Banquet of Boots for All Flavors Priced $500 or More
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36
Snowy Sport Sneakers
Snowy Sport Sneakers
Adidas Original OT-Tech 7X 700 Winter Hi Running Boots
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35
Urban-Infused Outdoor Footwear
Urban-Infused Outdoor Footwear
The Supreme x Timberland Euro Hiker Boot Holds Up Under all Terrain
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34
All Season Galoshes
All Season Galoshes
Lace Up Hunter Boots Are Footwear for Any Weather
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33
Baby Cowboy Booties
Baby Cowboy Booties
Heelarious Western Footwear for Newborns
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32
Native Roll-Top Boots
Native Roll-Top Boots
The Timberland & Pendleton Roll-Top Boot is Too Cool for Camping
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31
Rebellious Booties
Rebellious Booties
Mini Market Creates Dangerously Hot Black Zipper Wedge Ankle Boots
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30
Bootstrapped Booties
Bootstrapped Booties
The Sam Elderman Zoe Harness Boot Comes With a Detachable Harness
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29
Classy Construction Boots
Classy Construction Boots
Amongst Friends Field Boots Combine Fashion and Function
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28
Reptilian Rocker Boots
Reptilian Rocker Boots
The Dr. Martens Pascal Boot is Croc Embossed
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27
Haute Hiking Boots
Haute Hiking Boots
The Louis Vuitton Alpinist Mountain Ankle Boot Offers an Air of Elegance
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26
Badass Woven Boots
Badass Woven Boots
The Neighborhood SS11 Collection Features the Wicked C.W.P. Log Boots
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25
Wonderfully Worn-In Footwear
Wonderfully Worn-In Footwear
The Dr Martens Broken In Collection is Made to Perfection
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24
Strap-Happy Men's Footwear
Strap-Happy Men's Footwear
Deepstyle Makes Shoes for Fashion-Conscious Men
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23
Studded Ankle Boots
Studded Ankle Boots
The Sam Edelman Zoyla is Hardcore Rocker Chic
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22
Leather Denim Hybrid Boots
Leather Denim Hybrid Boots
Viberg and Take 5 collaborate to Create Awesome Rustic Boots
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21
High Heeled Army Boots
High Heeled Army Boots
The Dr. Martens Darcie Boot is Military Chic
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20
Ruggedly Elegant Leather Kicks
Ruggedly Elegant Leather Kicks
The Rick Owens Men's Pull On Biker Boots are Bold and Chic
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19
Boutique Winter Boots
Boutique Winter Boots
The 'Blue Chocolate' Colette Sorel Caribou Collaboration
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18
Shipshape Suede Boots
Shipshape Suede Boots
The Timberland 7 Eye Chukka Boat is a Leather Bonanza
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17
Snow Bunny Boots
Snow Bunny Boots
Furry Fireside Footwear
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16
Furry Footwear
Furry Footwear
The Animalistic Shoes of 2010 New York Fashion Week
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15
Hot Hiking-Inspired Heels
Hot Hiking-Inspired Heels
The Ash Fall 2011 Collection is Rough and Rugged
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14
Studded Sheepskin Boots
Studded Sheepskin Boots
The Jimmy Choo UGG Collection is Glamorously Embellished
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13
$6,000 Cowboy Boots
$6,000 Cowboy Boots
These Sorrell Custom Boots are Not Your Everyday Rodeo Kicks
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12
Winter Boat Shoes
Winter Boat Shoes
The Sperry Top-Sider Cloud Logo Authentic Original 7-Eye Boot
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11
Revamped Leather Shoes
Revamped Leather Shoes
The Dr. Martens Fall 2010 Boots Holt & Manton Collection is Forever Cool
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10
Raven Military Boots
Raven Military Boots
The Underground x Dr. Martens FW 2011 Collection is Seriously Badass
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9
Rebellious Raingear
Rebellious Raingear
Chooka Rain Boots
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8
Sequin Winter Shoes
Sequin Winter Shoes
These Ugg Classic Short Sparkle Boots Add Glitter and Shine This Season
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7
Straitjacket Buckle Boots
Straitjacket Buckle Boots
The Burberry Fall/Winter 2010 Shoes Are Heavy Duty Winter Wear
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6
Italian Mountaineering Boots
Italian Mountaineering Boots
The Diemme Roccia Vet Boot is Good Enough for the Alps
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5
Sporty Rainbow Rain Boots
Sporty Rainbow Rain Boots
The Nike Storm Warrior Hi Will Keep Your Tootsies Dry
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4
Holster Strap Boots
Holster Strap Boots
Report Kane's Over-the-Thigh Boots are an Edgy Wardrobe Addition
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3
Thorned Men's Boots
Thorned Men's Boots
These Asher Levine Special Shoes for AlpineStars
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2
Designer Rain Boots
Designer Rain Boots
Couture Hunter Wellingtons by Jimmy Choo
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1
Invisible Heels
Invisible Heels
Victoria Beckham En Pointe for Perfume Launch
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