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Shop by Style > Winter Dress Boots
There comes a time every winter when you have to change out of your pajamas, walk away from the fireplace, and replace your cozy slippers with something a little dressier. Whether it's a holiday party with family or friends or a big presentation at the office, finding warm and comfortable winter dress boots and shoes is hard...until now! These men's and women's dress boots and cold weather dress shoes will sharpen your ensemble in the cold winter months!


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Narrow Your Search: Men's Women's
  Page 1 - Displaying 1-20 of 21 Products Next Page
Blondo
Blondo Jaimie Women's Winter Boots
Blondo's quality construction and thoughtful details are well executed in the Blondo Jaimie, a fresh and fun women's winter boot. This is the boot you covet if your wardrobe is full of skinny pants and leggings that crave More Info...
Blondo Jaimie Women's Winter Boots in Black
$250.00
$209.95
Blondo Anelie Women's Winter Dress Boots
A classic winter dress boot you can wear on your way to work, meeting with clients or out for a hoiday dinner. A smooth and polished boot you can wear all season long. More Info...
$235.00
$209.95
Blondo Waverly Women's Winter Boots
Casual, stylish and cozy, this shearling lined women's winter boot from Blondo is easy to slip into and easy to wear all day long. Warm enough for a day downtown but not too warm to wear inside at More Info...
Blondo Waverly Women's Winter Boots in Black
$205.00
$189.95
Blondo Corina Women's Winter Boots
When you want to add style to your outfit, but don't want to sacrifice comfort, the wedge is a perfect cold weather boot. The base gives you added height, but is stable on potentially slippery streets, and doesn't More Info...
$155.00
$49.99
Bos & Co
Bos & Co Batavia Women's Waterproof Winter Dress Boots
Do you get excited at that first chilly night, the first crisp day when you get to break out your favorite sweater and pair of boots? The only thing more exciting than that is having a brand new, beautiful More Info...
Bos & Co Batavia Women's Waterproof Winter Dress Boots
$220.00
$189.95
Bos & Co Brandon II Women's Winter Boots
The Bos & Co Brandon II women's winter boot is a combat boot with a stylish twist. Fully lined with cozy wool, the Brandon II is a simple, rugged winter boot that completes your cute and casual winter outfits. More Info...
$188.95
Merrell
Merrell Nobling Chukka Waterproof Men's Winter Boots
Looking for a boot that looks good, feels good, and will keep your feet dry - both from puddles and from sweat? The Merrell Nobling Chukka is a lightweight, easy to wear boot that is 100% waterproof More Info...
Merrell Nobling Chukka Waterproof Men's Winter Boots
$160.00
Merrell Captiva Strap Women's Waterproof Dress Boots
When those temperatures start to drop, the air turns crisp, and the leaves start to change colors...you find yourself reaching for your favorite sweater...and your new Merrell Captiva Strap waterproof dress boots. These boots are so versatile, you will find yourself wearing them while apple picking in the fall, right through More Info...
Merrell Captiva Strap Women's Waterproof Dress Boots in EspressoMerrell Captiva Strap Women's Waterproof Dress Boots
$159.95
Rieker
Rieker Sybille 85 Women's Winter Boot
You don't have to sacrifice your style just because the temperatures are dropping! The Sybille 85 is the newest cold weather boot from Rieker, and it is built to keep you warm, dry, More Info...
$190.00
$169.95
Rieker Sybille 72 Women's Winter Boot
Cashmere cardigan $375 Skinny cords $172 Wide belt with gold buckle $229 Waterproof boots that actually keep your feet dry on a rainy day in Novemer? Priceless. More Info...
Rieker Sybille Women's Winter Boot
$180.00
$169.95
Santana
Santana Donna Women's Dress Boots
Eye catching equestrian chic is always in style. We love Santana's Donna winter boots for their sleek patent leather combination and low stacked heel which gives you polish and comfort all in one waterproof women's dress boot. An easy pairing with skirts More Info...
$174.95
$49.99
Santana Deena 2 Women's Winter Dress Boots
Patent black riding boots have never looked so good! Santana's superior craftmanship makes these sleek winter boots a must have for anyone who is fashion forward. They are water resistant and lined to keep your feet warm and most of all, these tall fashionable winter boots are very comfortable.... More Info...
$109.95
$49.99
Santana Karla Women's Casual Winter Boots
A mid height casual boot that is both warm and weatherproof. It's almost too good to be true. But with Santana, nothing is too good for their customers! Made of the softest leather and designed with details in mind... More Info...
Santana Karla Women's Casual Winter Boots in Cognac
$184.95
$39.99
Santana Hanna Women's Wedge Boots
Subtle is the hallmark of the Santana Hanna. Wedge heels and winter streets are always a favorite combination for our fit testers; add the waterproof upper, slip resistant sole and you have the makings of your More Info...
$149.95
$39.99
Sorel
Sorel Joan of Arctic Wedge Women's Boots
Sorel is known for their timeless winter boots, classic pac boots, and their fun, fur trimmed snow boots. Get ready to add "chic dress boots" to that list! The Joan of Arctic Wedge is a tall, gorgeously detailed dress boot that add some sass and class to your fall and winter wardrobe. More Info...
$270.00
$199.95
Tecnica USA
Tecnica USA Montana III Men's Winter Boots
The Tecnica Montana III is a simple yet rugged winter boot for men. This is the sort of boot that you will get a lot of mileage with. It's versatile enough to be worn to the office or to your favorite watering hole to watch the game. The pull-on boot has an More Info...
$250.00
$219.95
Tecnica USA Wyoming Men's Zip High Winter Boot
When only the best suits you, suit yourself with Tecnica men's finely crafted winter boots. Manufactured with high quality leathers and a superior outsole, the Wyoming Zip men's winter boots are designed to be More Info...
$129.99
Timberland
Timberland Earthkeepers Bethel Buckle Tall Zip Women's Winter Boots
Leather and suede team up to create a beautiful buckle toting boot with an eye for detail. The Bethel Buckle is easy to wear with its full side zip and easy to care for with its mindful use of recycled materials. Its More Info...
Timberland Earthkeepers Bethel Buckle Tall Zip Women's Winter Boots
$210.00
$174.95
Timberland Earthkeepers Stormbuck Plain Toe Oxford Men's Winter Dress Shoes
Do your feet get tired because you are standing all day at the office and in and out of meetings? Tired of changing into work-appropriate shoes after commuting to work in your snow boots? Timberland's City More Info...
Timberland City Adventure Stormbuck Plain Toe Oxford Men's Winter Dress ShoesTimberland Earthkeepers Stormbuck Plain Toe Oxford Men's Winter Dress Shoes
$114.95
Timberland Earthkeepers Wiltshire Knee Boot Women's Winter Boots
The long winter ahead will look brighter once you own a pair of fabulously tall boots. The Wiltshire's butter soft leather is sumptuous, and that's not a word we toss out lightly at winterfootwear.com. Truly, one of the More Info...
Timberland Earthkeepers Wiltshire Knee Boot Women's Winter Boots
$218.95
$95.97
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  Page 1 - Displaying 1-20 of 21 Products Next Page
Winter Boot Guide
Need Summer Shoes?
Looking for Summer Shoes, Sandals, Clogs or Flip Flops? Check out:
SummerFootwear.com
Baffin Winter Boots
Baffin Winter Boots
The North Face Winter Boots The North Face
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Salomon Winter Boots Salomon
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Merrell Snow Boots Merrell
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Keen Footwear Keen
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Columbia - Winter Boots Columbia Sportswear
Sorel - Snow Boots Sorel Snow Boots
Timberland - Winter Boots Timberland Winter Boots
Lowa - Winter Boots Lowa Winter Boots

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