Left Continue shopping
Your Order

You have no items in your cart

Free Shipping Orders $45+

Winter Walking Essentials - $29.99 to $49.99 Select Styles | Shop Now

Holiday Returns Extended To 1/15/2024

New Walking Shoes Boots & Booties Dress Sale Casual Shoes

Tailored Boots & Booties

  • Home
  • / All
  • / Tailored Boots & Booties
Filter 30 items

Filter

Color
Size
Width
Collection
Technology
Features & Benefits
Heel Height
Heel Type
Toe Type
Closure
Loretta Block Heel Casual Boots
Free Returns
Loretta Block Heel Casual Boots
5 Reviews
$209.00
+ 1 Other Colors
Loretta Block Heel Casual Boots
Sale
You Save: $39.01
Loretta Block Heel Casual Boots
$169.99 $209.00
+ 1 Other Colors
Aubrey Casual Boots
Sale
You Save: $49.01
Aubrey Casual Boots
$149.99 $199.00
+ 1 Other Colors
Lacy Ankle Booties
Free Returns
Lacy Ankle Booties
4 Reviews
$149.00
+ 4 Other Colors
Aubrey Casual Boots
Sale
You Save: $49.01
Aubrey Casual Boots
$149.99 $199.00
+ 1 Other Colors
Lacy Ankle Booties
Orthotic Friendly
Free Returns
Lacy Ankle Booties
37 Reviews
$149.00
+ 4 Other Colors
Aubrey Wide Calf Casual Boots
Sale
You Save: $19.01
Aubrey Wide Calf Casual Boots
1 Review
$179.99 $199.00
+ 1 Other Colors
Juna Casual Booties
Free Returns
Juna Casual Booties
17 Reviews
$129.00
+ 2 Other Colors
Sidney Dress Booties
Free Returns
Sidney Dress Booties
6 Reviews
$149.00
+ 1 Other Colors
Roslyn Ankle Booties
Free Returns
Roslyn Ankle Booties
1 Review
$139.00
+ 1 Other Colors
Sidney Dress Booties
Free Returns
Sidney Dress Booties
5 Reviews
$149.00
+ 1 Other Colors
Aubrey Wide Calf Casual Boots
Sale
You Save: $39.01
Aubrey Wide Calf Casual Boots
$159.99 $199.00
+ 1 Other Colors
Roslyn Ankle Booties
Free Returns
Roslyn Ankle Booties
4 Reviews
$139.00
+ 1 Other Colors
Juna Casual Booties
Free Returns
Juna Casual Booties
10 Reviews
$129.00
+ 2 Other Colors
Bianca Tall Boots
Arch Support
Sale
You Save: $59.01
Bianca Tall Boots
43 Reviews
$149.99 $209.00
+ 1 Other Colors
Wanda Chelsea Ankle Booties
Arch Support
Sale
You Save: $79.40
Wanda Chelsea Ankle Booties
21 Reviews
$59.60 $139.00
+ 2 Other Colors
Wanda Chelsea Ankle Booties
Arch Support
Sale
You Save: $79.40
Wanda Chelsea Ankle Booties
20 Reviews
$59.60 $139.00
+ 2 Other Colors
Bianca Tall Boots
Arch Support
Sale
You Save: $59.01
Bianca Tall Boots
43 Reviews
$149.99 $209.00
+ 1 Other Colors
Juna Casual Booties
Free Returns
Juna Casual Booties
15 Reviews
$129.00
+ 2 Other Colors
Serena Booties
Easy Exclusives
Sale
You Save: $79.40
Serena Booties
14 Reviews
$69.60 $149.00
+ 1 Other Colors
Nevi Heeled Booties
Easy Exclusives
Sale
You Save: $79.40
Nevi Heeled Booties
9 Reviews
$49.60 $129.00
+ 1 Other Colors
Lani Tall Boots
Easy Exclusives
Sale
You Save: $129.40
Lani Tall Boots
12 Reviews
$69.60 $199.00
+ 1 Other Colors
Watkins Ankle Booties
Arch Support
Sale
You Save: $69.40
Watkins Ankle Booties
39 Reviews
$59.60 $129.00
+ 2 Other Colors
Lani Tall Boots
Arch Support
Sale
You Save: $119.40
Lani Tall Boots
7 reviews
$79.60 $199.00
+ 1 Other Colors
30 items