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Casual Boots & Women's Cute Winter Boots

Casual Sandals & Comfortable High Heels & Winter Slippers

Our cute, casual shoes are versatile enough to wear anywhere, from work to weddings. A pair of cute, casual boots looks stylish with anything, and you’ll wear ours from work to happy hour, thanks to cushioned footbeds, sensible heel heights, and block heels to make sure you’re well-supported all day long. Pair our casual winter boots or booties with a blazer and slacks for the office, or wear them with jeans and a cozy cardigan for a relaxed weekend brunch. Our cute winter slippers and moccasins feature sturdy waterproof rubber soles, because we know you’ll never want to take them off for those quick dashes to the mail or for the paper.

Our cute, casual shoes are as versatile as you are. Our cute, casual boots, booties, sandals and heels offer comfortable, timeless, and effortless style, so you can wear them year-round.

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Products 85 - 96 of 156
  • Women's Leather Side Zip Chelsea Boots

    Women's Leather Side Zip Chelsea Boots

    Chelsea Boots are a year-round classic and these are no exception. The upper is made from supple calf leather that feels as good as it looks. Easy pull-on styling with just a slight heel for comfortable steps. Pair them with jeans, skirts and dresses alike.
    Item #501781-AK
    Color:
    $149.00
    $149.00
    Size: Please Select
    • 6
      $149.00
    • 6H
      $149.00
    • 7
      $149.00
    • 7H
      $149.00
    • 8
      $149.00
    • 8H
      $149.00
    • 9
      $149.00
    • 9H
      $149.00
    • 10
      $149.00
    • 11
      $149.00
    Size: Please Select
    • 6
      $149.00
    • 6H
      $149.00
    • 7
      $149.00
    • 7H
      $149.00
    • 8
      $149.00
    • 8H
      $149.00
    • 9
      $149.00
    • 9H
      $149.00
    • 10
      $149.00
    • 11
      $149.00
  • Women's Wedge Chelsea Boots

    Women's Wedge Chelsea Boots

    These Chelsea Boots offer style and comfort all in one. The beautiful suede upper feels as good as it looks. And with their easy slip-on styling, you’ll be ready to go at a moment’s notice. The 2¼” heel offers a bit of height while the wedge lends stability.
    Item #501808-8L
    Color:
    $54.97 - $139.00
    $54.97 - $139.00
    $54.97 - $139.00
    Size: Please Select
    • 6
      $54.97 $139.00
    • 6H
      $54.97 $139.00
    • 7
      $54.97 $139.00
    • 7H
      $54.97 $139.00
    • 8
      $54.97 $139.00
    • 8H
      $54.97 $139.00
    • 9
      $54.97 $139.00
    • 9H
      $54.97 $139.00
    • 10
      $54.97 $139.00
    • 11
      $54.97 $139.00
    Size: Please Select
    • 6
      $54.97 $139.00
    • 6H
      $54.97 $139.00
    • 7
      $54.97 $139.00
    • 7H
      $54.97 $139.00
    • 8
      $54.97 $139.00
    • 8H
      $54.97 $139.00
    • 9
      $54.97 $139.00
    • 9H
      $54.97 $139.00
    • 10
      $54.97 $139.00
    • 11
      $54.97 $139.00
    Size: Please Select
    • 6
      $54.97 $139.00
    • 6H
      $54.97 $139.00
    • 7
      $54.97 $139.00
    • 7H
      $54.97 $139.00
    • 8
      $54.97 $139.00
    • 8H
      $54.97 $139.00
    • 9
      $54.97 $139.00
    • 9H
      $54.97 $139.00
    • 10
      $54.97 $139.00
    • 11
      $54.97 $139.00
  • Women's All Weather Winter Boots

    Women's All Weather Winter Boots

    If you love the versatile durability of our All Weather Moc, your heart will grow twofold with the All Weather Boot. It boasts a durable suede upper with an updated quilting pattern on the nylon shaft (bonus: the quilting pattern matches back to our winter jackets!). Fleece lining and Thermolite® insulation keep your toes toasty and a side zipper makes them easy to pull on and off. A full rubber outsoles make for sure steps for weekend errands or walks with Fido.
    Item #503405-8L
    Color:
    $44.97 - $79.95
    $44.97 - $79.95
    Size: Please Select
    • 6
      $44.97 $79.95
    • 6H
      $44.97 $79.95
    • 7
      $44.97 $79.95
    • 7H
      $44.97 $79.95
    • 8
      $44.97 $79.95
    • 8H
      $44.97 $79.95
    • 9
      $44.97 $79.95
    • 9H
      $44.97 $79.95
    • 10
      $44.97 $79.95
    • 11
      $44.97 $79.95
    Size: Please Select
    • 6
      $44.97 $79.95
    • 6H
      $44.97 $79.95
    • 7
      $44.97 $79.95
    • 7H
      $44.97 $79.95
    • 8
      $44.97 $79.95
    • 8H
      $44.97 $79.95
    • 9H
      $44.97 $79.95
    • 10
      $44.97 $79.95
  • Women's Wide Riding Boots

    Women's Wide Riding Boots

    A classic leather boot provides timeless style. These are super versatile and great with skinny jeans and skirts alike. The sturdy block heel gives you a little bit of lift but makes sure you’re well supported. 
    Item #501780-8L
    Color:
    $129.97 - $229.00
    $129.97 - $229.00
    Size: Please Select
    • 6
      $129.97 $229.00
    • 6H
      $129.97 $229.00
    • 7
      $129.97 $229.00
    • 7H
      $129.97 $229.00
    • 8
      $129.97 $229.00
    • 9H
      $129.97 $229.00
    Size: Please Select
    • 6
      $129.97 $229.00
    • 6H
      $129.97 $229.00
    • 7
      $129.97 $229.00
    • 7H
      $129.97 $229.00
    • 8
      $129.97 $229.00
    • 8H
      $129.97 $229.00
    • 9
      $129.97 $229.00
    • 9H
      $129.97 $229.00
    • 10
      $129.97 $229.00
    • 11
      $129.97 $229.00
  • Women's Wide Wedge Chelsea Boots

    Women's Wide Wedge Chelsea Boots

    These Chelsea Boots offer style and comfort all in one. The beautiful suede upper feels as good as it looks. And with their easy slip-on styling, you’ll be ready to go at a moment’s notice. The 2¼” heel offers a bit of height while the wedge lends stability.
    Item #501812-8L
    Color:
    $54.97 - $139.00
    $54.97 - $139.00
    $54.97 - $139.00
    Size: Please Select
    • 6
      $54.97 $139.00
    • 6H
      $54.97 $139.00
    • 7
      $54.97 $139.00
    • 7H
      $54.97 $139.00
    • 8
      $54.97 $139.00
    • 8H
      $54.97 $139.00
    • 9
      $54.97 $139.00
    • 9H
      $54.97 $139.00
    • 10
      $54.97 $139.00
    • 11
      $54.97 $139.00
    Size: Please Select
    • 6
      $54.97 $139.00
    • 6H
      $54.97 $139.00
    • 7
      $54.97 $139.00
    • 7H
      $54.97 $139.00
    • 8
      $54.97 $139.00
    • 8H
      $54.97 $139.00
    • 9
      $54.97 $139.00
    • 9H
      $54.97 $139.00
    • 10
      $54.97 $139.00
    • 11
      $54.97 $139.00
    Size: Please Select
    • 6
      $54.97 $139.00
    • 6H
      $54.97 $139.00
    • 7
      $54.97 $139.00
    • 7H
      $54.97 $139.00
    • 8
      $54.97 $139.00
    • 8H
      $54.97 $139.00
    • 9
      $54.97 $139.00
    • 9H
      $54.97 $139.00
    • 10
      $54.97 $139.00
    • 11
      $54.97 $139.00
  • Women's Cuffed Booties

    Women's Cuffed Booties

    Weather in the transitional months can be, at best, temperamental. Here’s a versatile bootie that is perfect for that "in-between seasons" time. It features a smooth, genuine leather upper with a fashionable faux shearling trim. They’ll keep you comfortable all day, too, thanks to the cushioned foam footbed and a lug sole to help prevent slipping.
    Item #501824-8L
    Color:
    $84.97 - $149.00
    $84.97 - $149.00
    Size: Please Select
    • 6
      $84.97 $149.00
    • 6H
      $84.97 $149.00
    • 7
      $84.97 $149.00
    • 7H
      $84.97 $149.00
    • 8
      $84.97 $149.00
    • 9H
      $84.97 $149.00
    • 10
      $84.97 $149.00
    Size: Please Select
    • 6
      $84.97 $149.00
    • 7
      $84.97 $149.00
    • 7H
      $84.97 $149.00
    • 8
      $84.97 $149.00
    • 8H
      $84.97 $149.00
    • 9
      $84.97 $149.00
    • 9H
      $84.97 $149.00
    • 10
      $84.97 $149.00
    • 11
      $84.97 $149.00
  • Women's Expedition Insulated Winter Snow Boots

    Women's Expedition Insulated Winter Snow Boots

    There’s a reason these snowboots are best-in-class. A waterproof nubuck leather upper helps keep you shielded from wet snow. Your toes may never go numb from the cold again. The secret is an extra-soft fleece lining and 600 g of insulation, making this our warmest snow boot we have to offer. Better yet, the faux fur upper shaft and tongue lets you know immediately that you’re sliding into comfort.
    Item #501817-8L
    Color:
    $99.97 - $159.00
    Size: Please Select
    • 6
      $99.97 $159.00
    • 6H
      $99.97 $159.00
    • 7
      $99.97 $159.00
    • 8H
      $99.97 $159.00
    • 9
      $99.97 $159.00
    • 9H
      $99.97 $159.00
    • 11
      $99.97 $159.00
  • Women's Suede Block Heel Buckle Booties

    Women's Suede Block Heel Buckle Booties

    Strap in, this is serious bootie style. A stacked heel won’t slow your stride and the side zip makes them easy on, easy off all in a beautiful rich suede. A sophisticated buckle detail adds just enough refinement to polish off  dresses or jeans, dressed up or dressed down.
    Item #501778-8L
    Color:
    $64.97 - $139.00
    $64.97 - $139.00
    Size: Please Select
    • 6
      $64.97 $139.00
    • 6H
      $64.97 $139.00
    • 7
      $64.97 $139.00
    • 7H
      $64.97 $139.00
    • 8
      $64.97 $139.00
    • 8H
      $64.97 $139.00
    • 9
      $64.97 $139.00
    • 9H
      $64.97 $139.00
    • 10
      $64.97 $139.00
    • 11
      $64.97 $139.00
    Size: Please Select
    • 6
      $64.97 $139.00
    • 6H
      $64.97 $139.00
    • 7
      $64.97 $139.00
    • 7H
      $64.97 $139.00
    • 8
      $64.97 $139.00
    • 8H
      $64.97 $139.00
    • 9
      $64.97 $139.00
    • 10
      $64.97 $139.00
  • Women's Wide Width Leather Side Zip Chelsea Boots

    Women's Wide Width Leather Side Zip Chelsea Boots

    Chelsea Boots are a year-round classic and these are no exception. The upper is made from supple calf leather that feels as good as it looks. Easy pull-on styling with just a slight heel for comfortable steps. Pair them with jeans, skirts and dresses alike.
    Item #501790-AK
    Color:
    $149.00
    $149.00
    Size: Please Select
    • 6
      $149.00
    • 6H
      $149.00
    • 7
      $149.00
    • 7H
      $149.00
    • 8
      $149.00
    • 8H
      $149.00
    • 9
      $149.00
    • 9H
      $149.00
    • 10
      $149.00
    • 11
      $149.00
    Size: Please Select
    • 6
      $149.00
    • 6H
      $149.00
    • 7
      $149.00
    • 7H
      $149.00
    • 8
      $149.00
    • 8H
      $149.00
    • 9
      $149.00
    • 9H
      $149.00
    • 10
      $149.00
    • 11
      $149.00
  • Women's Wide Width Leather Side Zip Chelsea Boots

    Women's Wide Width Leather Side Zip Chelsea Boots

    Chelsea Boots are a year-round classic and these are no exception. The upper is made from supple calf leather that feels as good as it looks. Easy pull-on styling with just a slight heel for comfortable steps. Pair them with jeans, skirts and dresses alike.
    Item #501790-8L
    Color:
    $69.97 - $139.00
    Size: Please Select
    • 6
      $69.97 $139.00
    • 6H
      $69.97 $139.00
    • 7
      $69.97 $139.00
    • 7H
      $69.97 $139.00
    • 8
      $69.97 $139.00
    • 8H
      $69.97 $139.00
    • 9
      $69.97 $139.00
  • Women's  Block Heel Calf Hair Buckle Booties

    Women's Block Heel Calf Hair Buckle Booties

    This bootie has serious style. Suede mixed with calf hair gives a sleek look from every angle. A buckle detail adds a little attitude and an easy stacked heel won’t slow your stride. The perfect complement to your favorite jeans, day or night.
    Item #502434-8L
    Color:
    $59.97 - $145.00
    Size: Please Select
    • 6
      $59.97 $145.00
    • 6H
      $59.97 $145.00
    • 7
      $59.97 $145.00
    • 7H
      $59.97 $145.00
    • 8
      $59.97 $145.00
    • 8H
      $59.97 $145.00
    • 9
      $59.97 $145.00
    • 9H
      $59.97 $145.00
    • 10
      $59.97 $145.00
    • 11
      $59.97 $145.00
  • School Uniform Women's Wide Width Leather Side Zip Chelsea Boots

    School Uniform Women's Wide Width Leather Side Zip Chelsea Boots

    Chelsea Boots are a year-round classic and these are no exception. The upper is made from supple calf leather that feels as good as it looks. Easy pull-on styling with just a slight heel for comfortable steps. Pair them with jeans, skirts and dresses alike.
    Item #501790-BP
    Color:
    $149.00
    $149.00
    Size: Please Select
    • 6
      $149.00
    • 6H
      $149.00
    • 7
      $149.00
    • 7H
      $149.00
    • 8
      $149.00
    • 8H
      $149.00
    • 9
      $149.00
    • 9H
      $149.00
    • 10
      $149.00
    • 11
      $149.00
    Size: Please Select
    • 6
      $149.00
    • 6H
      $149.00
    • 7
      $149.00
    • 7H
      $149.00
    • 8
      $149.00
    • 8H
      $149.00
    • 9
      $149.00
    • 9H
      $149.00
    • 10
      $149.00
    • 11
      $149.00

Wear our cute, casual shoes everywhere, from the office to the office Christmas party.

Our cute, casual shoes are perfect for the no-nonsense woman who needs versatile everyday shoes that won’t collect dust in the closet. Our cute, casual boots, and booties are sturdy enough to keep your feet dry and protected in winter, and work just as well paired with a lightweight sundress on summer nights. Our casual winter boots are lightweight and stylish for daily wear, and they’re designed to effortlessly slip on for errands or to walk the dog. Our cozy, cute winter slippers are the perfect way to begin and end every day, and their durable rubber sole means they won’t fall apart if you wear them outside.

Our cute, casual shoes for women are made with the highest-quality materials, in updated classic designs that never go out of style. A pair of cute, casual boots in rich leather or buttery suede will be a year-round classic that brings an air of timeless refinement to any outfit. Pair our casual winter boots, duck boots, or leather riding boots with a cozy cashmere sweater and a pair of cords for a day at the pumpkin patch or a fall football game. Our cute winter slippers, elegant leather boots, and carefree, comfortable sandals are built to last for years, Guaranteed. Period.® If you’re not satisfied with any item, simply return it to us at any time for an exchange or refund of its purchase price.  
Products 85 - 96 of 156