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comforting : Round Toe Women's Boots & Booties

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  • 232 Items
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Paul Green Wanda Suede Lug Sole BootiesWanda Suede Lug Sole Booties

Paul GreenWanda Suede Lug Sole Booties

Extended Sizes
Pikolinos Women's Granada Leather Ankle BootiesWomen's Granada Leather Ankle Booties

PikolinosWomen's Granada Leather Ankle Booties

Extended Sizes
SoftWalk Rockin 2.0 Leather BootiesRockin 2.0 Leather Booties

SoftWalkRockin 2.0 Leather Booties

Internet Exclusive
Extended Sizes
Dansko Frankie Leather Chelsea BootiesFrankie Leather Chelsea Booties

DanskoFrankie Leather Chelsea Booties

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)
Bueno Laura Leather Platform Wedge BootiesLaura Leather Platform Wedge Booties

BuenoLaura Leather Platform Wedge Booties

Naot Helm Suede Ankle BootiesHelm Suede Ankle Booties

NaotHelm Suede Ankle Booties

Internet Exclusive
Extended Sizes
Skechers Women's Relaxed Fit Easy Going Modern Whisper Slip On ShootiesWomen's Relaxed Fit Easy Going Modern Whisper Slip On Shooties

SkechersWomen's Relaxed Fit Easy Going Modern Whisper Slip On Shooties

Extended Sizes
Gentle Souls Wheron Suede Tall BootsWheron Suede Tall Boots

Gentle SoulsWheron Suede Tall Boots

Internet Exclusive
Extended Sizes
Wanda Suede Lug Sole Booties

PLACEHOLDERWanda Suede Lug Sole Booties

Extended Sizes

RykaWomen's Jackpot Retro Hiker Inspired Ankle Booties

Internet Exclusive
Extended Sizes
Rated 4.7333 out of 5 starsRated 4.7333 out of 5 starsRated 4.7333 out of 5 starsRated 4.7333 out of 5 starsRated 4.7333 out of 5 stars(15)

DanskoDenay Waterproof Leather Booties

Internet Exclusive
Extended Sizes

PLACEHOLDERWanda Suede Lug Sole Booties

Extended Sizes

DanskoLane Nubuck Suede Chelsea Booties

Extended Sizes

L'ARTISTELimitless Hand Painted Leather Faux Fur Lined Booties

Internet Exclusive
Extended Sizes

PLACEHOLDERWanda Suede Lug Sole Booties

Extended Sizes

NaotNorther Water Resistant Leather Ankle Booties

Extended Sizes

Gentle SoulsElly Stretch Suede Booties

Internet Exclusive
Extended Sizes
Only size 11 available

PLACEHOLDERWanda Suede Lug Sole Booties

Extended Sizes

SoftWalkElmhurst Nubuck Suede Booties

Internet Exclusive
Extended Sizes

Paul GreenSheridan Leather Front Zip Lug Booties

Internet Exclusive
Extended Sizes
Only size 7, 9 available

NaotKolmer Suede Buckle Strap Hardware Ankle Booties

Extended Sizes

SASKich Nubuck Lace Up Ankle Wedge Booties

Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

AlegriaSilah Leather Shooties

Internet Exclusive
Extended Sizes

SoftWalkElmhurst Leather Booties

Internet Exclusive
Extended Sizes

TrottersMelody Leather Hardware Detail Booties

Rated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 stars(2)

SoftWalkIndy Leather Lug Sole Chelsea Booties

Internet Exclusive
Extended Sizes

BuenoFlorida Nubuck Suede Chelsea Booties

Internet Exclusive
Extended Sizes

Paul GreenWomen's Novi Leather Lug Sole Booties

Internet Exclusive
Extended Sizes

SoftWalkAdelaide Nubuck Suede Booties

Extended Sizes

TrottersWendi Leather Platform Wedge Booties

Internet Exclusive
Extended Sizes

BuenoFlorida Leather Chelsea Booties

Internet Exclusive
Extended Sizes

SoftWalkEdgewater Leather O-Ring Hardware Mid Calf Boots

Internet Exclusive
Extended Sizes

SoftWalkWestland Nubuck Suede Buckle Hardware Platform Wedge Booties

Extended Sizes

SoftWalkEverett Distressed Leather Hiker Booties

Internet Exclusive
Extended Sizes

TrottersMajor Embossed Leather Booties

Internet Exclusive
Extended Sizes

TrottersWynona Leather and Suede Platform Wedge Booties

Internet Exclusive
Extended Sizes

BuenoStella Nubuck Suede Ribbed Knit Mid Calf Lace Up Boots

Internet Exclusive
Extended Sizes

SoftWalkEverett Leather Hiker Booties

Internet Exclusive
Extended Sizes

BuenoElliott Leather Lugged Platform Block Heel Ankle Booties

Internet Exclusive

TrottersMaxwell Leather and Suede Booties

Extended Sizes

Gentle SoulsBest Elastic Leather Chelsea Booties

Internet Exclusive
Extended Sizes
Only size 11 available

BuenoFast Leather Flap Zip Booties

Extended Sizes
Only size 37(6.5/7), 41(10.5) available

BuenoDarla Nubuck Chelsea Booties

Extended Sizes

BuenoOzzie Suede Buckle Strap Hardware Tall Boots

Internet Exclusive
Extended Sizes

BuenoFast Nubuck Suede Flap Zip Booties

Internet Exclusive
Extended Sizes
Only size 37(6.5/7), 41(10.5) available

BuenoWanda Suede Chelsea Booties

Internet Exclusive

SoftWalkEverett Tumbled Leather Hiker Booties

Internet Exclusive
Extended Sizes

BuenoDakota Ruched Leather Dual Zipper Booties

Internet Exclusive
Extended Sizes

BuenoForge Nubuck Suede Block Heel Booties

Internet Exclusive
Extended Sizes

BuenoFlorida Nubuck Suede Knit Chelsea Booties

Internet Exclusive
Extended Sizes

BuenoFallon Leather Zip Booties

Internet Exclusive
Extended Sizes

TrottersAva Leather Block Heel Booties

Internet Exclusive

BuenoRage Metallic Leather Combat Booties

Internet Exclusive
Extended Sizes

BuenoDixie Nubuck Suede Studded Combat Booties

Internet Exclusive
Extended Sizes

TrottersMila Folded Leather Button Booties

Internet Exclusive
Only size 9, 11 available

BuenoElliott Nubuck Suede Lugged Platform Block Heel Ankle Booties

Internet Exclusive
Extended Sizes

BuenoFlorida Leather Knit Chelsea Booties

Internet Exclusive
Extended Sizes

TrottersMonroe Leather Chelsea Zip Booties

Internet Exclusive
Extended Sizes

Naturalizer27 EDIT Oslo Leather Bit Hardware Tall Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.1429 out of 5 starsRated 4.1429 out of 5 starsRated 4.1429 out of 5 starsRated 4.1429 out of 5 starsRated 4.1429 out of 5 stars(21)

BornKalie Leather Ankle Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 stars(6)

BornTaj Suede Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

SofftBlake Waterproof Suede Tassel Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 starsRated 4.875 out of 5 stars(8)

BornRowan Distressed Suede Tassel Detail Ankle Booties

Permanently Reduced
Orig.
Now
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(9)

SofftBeckie II Ruched Leather Zip Booties

Permanently Reduced
Orig.
Now
Extended Sizes

BirkenstockWomen's Highwood Leather Chelsea Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

NaturalizerDarry Water Repellent Leather Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.3645 out of 5 starsRated 4.3645 out of 5 starsRated 4.3645 out of 5 starsRated 4.3645 out of 5 starsRated 4.3645 out of 5 stars(107)

L'ARTISTEDaintylady Studded Floral Embossed Leather Buckle Hardware Short Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

BirkenstockWomen's Uppsala Shearling Lined Suede Chukka Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(5)

Kork-EaseCarli Leather Buckle Strap Tall Riding Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 6 available

NaturalizerKalina Leather Ankle Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.5625 out of 5 starsRated 4.5625 out of 5 starsRated 4.5625 out of 5 starsRated 4.5625 out of 5 starsRated 4.5625 out of 5 stars(48)

Kork-EaseAime Leather Platform Block Heel Booties

Permanently Reduced
Orig.
Now
Extended Sizes

VionicRochelle Leather Buckle Strap Tall Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.5373 out of 5 starsRated 4.5373 out of 5 starsRated 4.5373 out of 5 starsRated 4.5373 out of 5 starsRated 4.5373 out of 5 stars(67)

BriosoShelby Leather Side Zip Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 3.7143 out of 5 starsRated 3.7143 out of 5 starsRated 3.7143 out of 5 starsRated 3.7143 out of 5 starsRated 3.7143 out of 5 stars(7)

NaturalizerDarry Water Repellent Suede Lightweight Lug Sole Platform Chelsea Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 starsRated 4.7059 out of 5 stars(17)

BornCaraway Leather Tall Riding Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.3636 out of 5 starsRated 4.3636 out of 5 starsRated 4.3636 out of 5 starsRated 4.3636 out of 5 starsRated 4.3636 out of 5 stars(22)

BirkenstockPapillio by Birkenstock Ebba Suede Cork Wedge Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(3)

Kork-EaseAsbee Patchwork Leather Tall Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(2)

DanskoLillith Leather and Suede Shearling Shaft Booties

Permanently Reduced
Orig.
Now
Extended Sizes

VionicRochelle Suede Buckle Strap Hardware Tall Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.5645 out of 5 starsRated 4.5645 out of 5 starsRated 4.5645 out of 5 starsRated 4.5645 out of 5 starsRated 4.5645 out of 5 stars(62)

BornSkyway Leather Chelsea Lug Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 stars(1)

L'ARTISTECherish Floral Embossed Leather Booties

Permanently Reduced
Orig.
Now

ECCOWomen's Metropole Vienna Leather Lace Up Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

BornBali Distressed Nubuck Chelsea Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 stars(2)

Kork-EaseAnny Leather Block Heel Platform Tall Boots

Permanently Reduced
Orig.
Now
Extended Sizes

Josef SeibelMelinda 30 Leather Chelsea Booties

Permanently Reduced
Orig.
Now
Extended Sizes

ECCOSculpted LX 55 Suede Tall Boots

Permanently Reduced
Orig.
Now
Extended Sizes

ECCOSculpted LX 55 Leather Tall Boots

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes

NaturalizerOptimus Leather D-Ring Hardware Ankle Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.3125 out of 5 starsRated 4.3125 out of 5 starsRated 4.3125 out of 5 starsRated 4.3125 out of 5 starsRated 4.3125 out of 5 stars(16)

BornToni Leather Block Heel Booties

Permanently Reduced
Orig.
Now
Extended Sizes

BornVaughn Distressed Suede Wedge Ankle Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.4615 out of 5 starsRated 4.4615 out of 5 starsRated 4.4615 out of 5 starsRated 4.4615 out of 5 starsRated 4.4615 out of 5 stars(65)

SofftBridgett Waterproof Suede Ankle Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

BornKade Leather Slip On Shooties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(9)

NaturalizerVerney Weatherproof Leather Chelsea Block Heel Chunky Lug Platform Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.4 out of 5 starsRated 4.4 out of 5 starsRated 4.4 out of 5 starsRated 4.4 out of 5 starsRated 4.4 out of 5 stars(95)

VionicCatina Suede Buckled Hardware Strap Ankle Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.6327 out of 5 starsRated 4.6327 out of 5 starsRated 4.6327 out of 5 starsRated 4.6327 out of 5 starsRated 4.6327 out of 5 stars(49)

Kork-EaseElsbury Leather Chelsea O-Ring Harness Hardware Ankle Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

ECCOSculpted LX 35 O-Ring Leather Ankle Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 starsRated 5 out of 5 stars(1)

VionicSavannah Leather Chelsea Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.5714 out of 5 starsRated 4.5714 out of 5 starsRated 4.5714 out of 5 starsRated 4.5714 out of 5 starsRated 4.5714 out of 5 stars(21)

VionicAria Suede Lugged Wedge Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.4717 out of 5 starsRated 4.4717 out of 5 starsRated 4.4717 out of 5 starsRated 4.4717 out of 5 starsRated 4.4717 out of 5 stars(53)

BornThea Suede Tall Boots

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 starsRated 3 out of 5 stars(1)
Naturalizer Optimus Stud Leather Hardware Ankle BootiesOptimus Stud Leather Hardware Ankle Booties

NaturalizerOptimus Stud Leather Hardware Ankle Booties

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 starsRated 4 out of 5 stars(9)
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