Skip to search results Skip to filters Skip to sort Skip to selected filters

Women's Size 8.5 Leather Winter Shoes

57 items found

Sort By

Your Selections

Search Results

Ariat - Cruiser. Color Teal Suede. $94.95. 4.6 out of 5 stars

Green Ariat Cruiser

Green Ariat Cruiser

+20

Brand Name: Ariat
Product Name: Cruiser
Color: Teal Suede
Price: $94.95
Rating: 5Rated 5 stars out of 5(1075)

Sperry - Seaport Penny. Color Ivory. Low Stock. $104.95. 4.5 out of 5 stars

6 left in stock

White Sperry Seaport Penny

White Sperry Seaport Penny

+4

Brand Name: Sperry
Product Name: Seaport Penny
Color: Ivory
Price: $104.95
Rating: 5Rated 5 stars out of 5(1117)

SOREL - Out N About™ III Classic. Color Yellow Ray/Sea Salt. $129.95. 4.2 out of 5 stars

Yellow SOREL Out N About™ III Classic

Yellow SOREL Out N About™ III Classic

+7

Brand Name: SOREL
Product Name: Out N About™ III Classic
Color: Yellow Ray/Sea Salt
Price: $129.95
Rating: 4Rated 4 stars out of 5(1181)

Orthofeet - Florence. Color Brown. On sale for $99.20. MSRP $160.00.. 4.7 out of 5 stars

Brown Orthofeet Florence

Brown Orthofeet Florence

Brand Name: Orthofeet
Product Name: Florence
Color: Brown
Price: $99.20MSRP: $160.00
Rating: 5Rated 5 stars out of 5(3)

Roxy - Brandi III Boots. Color Chocolate. Low Stock. On sale for $127.15. MSRP $159.00.. 4.0 out of 5 stars

10 left in stock

Brown Roxy Brandi III Boots

Brown Roxy Brandi III Boots

+2

Brand Name: Roxy
Product Name: Brandi III Boots
Color: Chocolate
Price: $127.15MSRP: $159.00
Rating: 4Rated 4 stars out of 5(1)

ECCO Sport - Solice Arctic. Color Magnet. On sale for $179.99. MSRP $220.00..

Gray ECCO Sport Solice Arctic

Gray ECCO Sport Solice Arctic

+2

Brand Name: ECCO Sport
Product Name: Solice Arctic
Color: Magnet
Price: $179.99MSRP: $220.00
Rating

Helly Hansen - Garibaldi VL. Color New Wheat. On sale for $135.52. MSRP $200.00.. 4.4 out of 5 stars

Tan Helly Hansen Garibaldi VL

Tan Helly Hansen Garibaldi VL

+3

Brand Name: Helly Hansen
Product Name: Garibaldi VL
Color: New Wheat
Price: $135.52MSRP: $200.00
Rating: 4Rated 4 stars out of 5(17)

Helly Hansen - Willetta. Color Black. Low Stock. $150.00.

4 left in stock

Black Helly Hansen Willetta

Black Helly Hansen Willetta

+2

Brand Name: Helly Hansen
Product Name: Willetta
Color: Black
Price: $150.00
Rating

UGG - Adirondack Boot III. Color Black/Black. $249.95. 4.6 out of 5 stars

Black UGG Adirondack Boot III

Black UGG Adirondack Boot III

+6

Brand Name: UGG
Product Name: Adirondack Boot III
Color: Black/Black
Price: $249.95
Rating: 5Rated 5 stars out of 5(1852)

Vans - Standard Mid V Snow MTE. Color Light Blue. On sale for $142.46. MSRP $190.00.. 5.0 out of 5 stars

Blue Vans Standard Mid V Snow MTE

Blue Vans Standard Mid V Snow MTE

Brand Name: Vans
Product Name: Standard Mid V Snow MTE
Color: Light Blue
Price: $142.46MSRP: $190.00
Rating: 5Rated 5 stars out of 5(1)

Lucky Brand - Hybiscus. Color Tuscany. On sale for $148.61. MSRP $219.00.. 4.2 out of 5 stars

+3

Brand Name: Lucky Brand
Product Name: Hybiscus
Color: Tuscany
Price: $148.61MSRP: $219.00
Rating: 4Rated 4 stars out of 5(25)

Carhartt - Pellston WP Ins. 8" Winter Boot. Color Light Brown Oil Nubuck. On sale for $165.25. MSRP $184.99..

Brown Carhartt Pellston WP Ins. 8" Winter Boot

Brown Carhartt Pellston WP Ins. 8" Winter Boot

Brand Name: Carhartt
Product Name: Pellston WP Ins. 8" Winter Boot
Color: Light Brown Oil Nubuck
Price: $165.25MSRP: $184.99
Rating

Carhartt - WP 8" Ins. Wedge Fold Down Winter Boot. Color Dark Grey Nubuck. On sale for $104.39. MSRP $179.99..

Brown Carhartt WP 8" Ins. Wedge Fold Down Winter Boot

Brown Carhartt WP 8" Ins. Wedge Fold Down Winter Boot

Brand Name: Carhartt
Product Name: WP 8" Ins. Wedge Fold Down Winter Boot
Color: Dark Grey Nubuck
Price: $104.39MSRP: $179.99
Rating

Carhartt - WP 8" Ins. Wedge Fold Down Winter Boot. Color Bison Brown Oil Tan. On sale for $152.99. MSRP $179.99..

Brown Carhartt WP 8" Ins. Wedge Fold Down Winter Boot

Brown Carhartt WP 8" Ins. Wedge Fold Down Winter Boot

Brand Name: Carhartt
Product Name: WP 8" Ins. Wedge Fold Down Winter Boot
Color: Bison Brown Oil Tan
Price: $152.99MSRP: $179.99
Rating

Vans - Standard Mid MTE. Color Gray/Black. On sale for $134.95. MSRP $150.00.. 3.5 out of 5 stars

Gray Vans Standard Mid MTE

Gray Vans Standard Mid MTE

+6

Brand Name: Vans
Product Name: Standard Mid MTE
Color: Gray/Black
Price: $134.95MSRP: $150.00
Rating: 4Rated 4 stars out of 5(95)

Vans - Standard™ Snow MTE™. Color Grey. On sale for $100.77. MSRP $180.00.. 4.1 out of 5 stars

Gray Vans Standard™ Snow MTE™

Gray Vans Standard™ Snow MTE™

+2

Brand Name: Vans
Product Name: Standard™ Snow MTE™
Color: Grey
Price: $100.77MSRP: $180.00
Rating: 4Rated 4 stars out of 5(9)

Vans - Standard Zip Snow MTE. Color Olive. On sale for $92.40. MSRP $220.00.. 4.1 out of 5 stars

Olive Vans Standard Zip Snow MTE

Olive Vans Standard Zip Snow MTE

+3

Brand Name: Vans
Product Name: Standard Zip Snow MTE
Color: Olive
Price: $92.40MSRP: $220.00
Rating: 4Rated 4 stars out of 5(16)

Vans - Standard V Snow MTE. Color Vintage White. On sale for $117.80. MSRP $190.00.. 3.5 out of 5 stars

Beige Vans Standard V Snow MTE

Beige Vans Standard V Snow MTE

Brand Name: Vans
Product Name: Standard V Snow MTE
Color: Vintage White
Price: $117.80MSRP: $190.00
Rating: 4Rated 4 stars out of 5(13)

KEEN - Greta Boot Waterproof. Color Bison/Java. $180.00. 3.9 out of 5 stars

Taupe KEEN Greta Boot Waterproof

Taupe KEEN Greta Boot Waterproof

+2

Brand Name: KEEN
Product Name: Greta Boot Waterproof
Color: Bison/Java
Price: $180.00
Rating: 4Rated 4 stars out of 5(12)

L.L.Bean - Snow Sneaker 5 Ankle Boot Water Resistant Insulated Pull-On. Color Bright Mariner/Classic Navy. On sale for $108.42. MSRP $139.00.. 3.5 out of 5 stars

Navy L.L.Bean Snow Sneaker 5 Ankle Boot Water Resistant Insulated Pull-On

Navy L.L.Bean Snow Sneaker 5 Ankle Boot Water Resistant Insulated Pull-On

+3

Brand Name: L.L.Bean
Product Name: Snow Sneaker 5 Ankle Boot Water Resistant Insulated Pull-On
Color: Bright Mariner/Classic Navy
Price: $108.42MSRP: $139.00
Rating: 4Rated 4 stars out of 5(136)

SOREL - Kinetic™ Impact NXT Boot Waterproof. Color Midnight Teal/Vintage Pink. On sale for $108.22. MSRP $175.00.. 4.6 out of 5 stars

Navy SOREL Kinetic™ Impact NXT Boot Waterproof

Navy SOREL Kinetic™ Impact NXT Boot Waterproof

+3

Brand Name: SOREL
Product Name: Kinetic™ Impact NXT Boot Waterproof
Color: Midnight Teal/Vintage Pink
Price: $108.22MSRP: $175.00
Rating: 5Rated 5 stars out of 5(35)

Kamik - Ariel F. Color Taupe. On sale for $97.44. MSRP $139.99.. 3.5 out of 5 stars

Taupe Kamik Ariel F

Taupe Kamik Ariel F

+4

Brand Name: Kamik
Product Name: Ariel F
Color: Taupe
Price: $97.44MSRP: $139.99
Rating: 4Rated 4 stars out of 5(20)

SOREL - Joan of Arctic™ Waterproof. Color Ceramic/Gum 2. On sale for $105.58. MSRP $240.00.. 4.1 out of 5 stars

Beige SOREL Joan of Arctic™ Waterproof

Beige SOREL Joan of Arctic™ Waterproof

+5

Brand Name: SOREL
Product Name: Joan of Arctic™ Waterproof
Color: Ceramic/Gum 2
Price: $105.58MSRP: $240.00
Rating: 4Rated 4 stars out of 5(1470)

Merrell - Coldpack 3 Thermo Moc Waterproof. Color Black 1. $149.95. 4.3 out of 5 stars

Black Merrell Coldpack 3 Thermo Moc Waterproof

Black Merrell Coldpack 3 Thermo Moc Waterproof

+2

Brand Name: Merrell
Product Name: Coldpack 3 Thermo Moc Waterproof
Color: Black 1
Price: $149.95
Rating: 4Rated 4 stars out of 5(101)

La Canadienne - Douglas. Color Bordo Leather. On sale for $178.50. MSRP $425.00.. 4.3 out of 5 stars

Burgundy La Canadienne Douglas

Burgundy La Canadienne Douglas

Brand Name: La Canadienne
Product Name: Douglas
Color: Bordo Leather
Price: $178.50MSRP: $425.00
Rating: 4Rated 4 stars out of 5(6)

KEEN - Kaci III Winter Slip-On. Color Dark Earth/Plaid. On sale for $74.75. MSRP $130.00.. 4.2 out of 5 stars

Brown KEEN Kaci III Winter Slip-On

Brown KEEN Kaci III Winter Slip-On

+2

Brand Name: KEEN
Product Name: Kaci III Winter Slip-On
Color: Dark Earth/Plaid
Price: $74.75MSRP: $130.00
Rating: 4Rated 4 stars out of 5(56)

Merrell - Moab 3 Thermo Mid WP. Color Black/Orchid. $159.95. 4.6 out of 5 stars

Black Merrell Moab 3 Thermo Mid WP

Black Merrell Moab 3 Thermo Mid WP

Brand Name: Merrell
Product Name: Moab 3 Thermo Mid WP
Color: Black/Orchid
Price: $159.95
Rating: 5Rated 5 stars out of 5(137)

. SOREL - Explorer Next™ Hiker Waterproof. Color Canoe/Wet Sand. On sale for $71.05. MSRP $145.00.. 4.7 out of 5 stars

Tan SOREL Explorer Next™ Hiker Waterproof

Tan SOREL Explorer Next™ Hiker Waterproof

+3

Brand Name: SOREL
Product Name: Explorer Next™ Hiker Waterproof
Color: Canoe/Wet Sand
Price: $71.05MSRP: $145.00
Rating: 5Rated 5 stars out of 5(31)

Frye - Veronica Harness Short. Color Caramel. Low Stock. On sale for $202.61. MSRP $298.00.. 3.6 out of 5 stars

5 left in stock

Brown Frye Veronica Harness Short

Brown Frye Veronica Harness Short

+2

Brand Name: Frye
Product Name: Veronica Harness Short
Color: Caramel
Price: $202.61MSRP: $298.00
Rating: 4Rated 4 stars out of 5(16)

Columbia - Moritza Shield™ Omni-Heat™. Color Sedona Sage/Beetroot. On sale for $89.84. MSRP $109.95.. 4.0 out of 5 stars

Gray Columbia Moritza Shield™ Omni-Heat™

Gray Columbia Moritza Shield™ Omni-Heat™

+2

Brand Name: Columbia
Product Name: Moritza Shield™ Omni-Heat™
Color: Sedona Sage/Beetroot
Price: $89.84MSRP: $109.95
Rating: 4Rated 4 stars out of 5(2)

Columbia - Moritza™ Boot. Color Light Clay/Morning Mist. Low Stock. $109.90. 4.5 out of 5 stars

2 left in stock

Gray Columbia Moritza™ Boot

Gray Columbia Moritza™ Boot

Brand Name: Columbia
Product Name: Moritza™ Boot
Color: Light Clay/Morning Mist
Price: $109.90
Rating: 5Rated 5 stars out of 5(101)

The North Face - Shellista IV Luxe Waterproof. Color Utility Brown/TNF Black. Low Stock. On sale for $82.29. MSRP $178.95.. 4.2 out of 5 stars

8 left in stock

Black The North Face Shellista IV Luxe Waterproof

Black The North Face Shellista IV Luxe Waterproof

+3

Brand Name: The North Face
Product Name: Shellista IV Luxe Waterproof
Color: Utility Brown/TNF Black
Price: $82.29MSRP: $178.95
Rating: 4Rated 4 stars out of 5(148)

Sam Edelman - Loraine. Color Cuoio. On sale for $89.99. MSRP $150.00.. 4.5 out of 5 stars

Brown Sam Edelman Loraine

Brown Sam Edelman Loraine

+2 colors/patterns

Brand Name: Sam Edelman
Product Name: Loraine
Color: Cuoio
Price: $89.99MSRP: $150.00
Rating: 5Rated 5 stars out of 5(1475)

Kamik - Rogue Hike 3. Color Black. Low Stock. $119.99. 4.3 out of 5 stars

4 left in stock

Black Kamik Rogue Hike 3

Black Kamik Rogue Hike 3

+3

Brand Name: Kamik
Product Name: Rogue Hike 3
Color: Black
Price: $119.99
Rating: 4Rated 4 stars out of 5(3)

Forsake - Lucie Boot Insulated. Color Oatmeal. Low Stock. On sale for $124.10. MSRP $170.00.. 4.7 out of 5 stars

7 left in stock

Brown Forsake Lucie Boot Insulated

Brown Forsake Lucie Boot Insulated

+2

Brand Name: Forsake
Product Name: Lucie Boot Insulated
Color: Oatmeal
Price: $124.10MSRP: $170.00
Rating: 5Rated 5 stars out of 5(3)

The North Face - Chilkat V 400 Waterproof. Color TNF Black/Vanadis Grey. On sale for $118.48. MSRP $159.00.. 4.3 out of 5 stars

Black The North Face Chilkat V 400 Waterproof

Black The North Face Chilkat V 400 Waterproof

Brand Name: The North Face
Product Name: Chilkat V 400 Waterproof
Color: TNF Black/Vanadis Grey
Price: $118.48MSRP: $159.00
Rating: 4Rated 4 stars out of 5(63)

SOREL - Tofino II. Color Black/Gum 10. On sale for $92.09. MSRP $190.00.. 4.2 out of 5 stars

Black SOREL Tofino II

Black SOREL Tofino II

+1

Brand Name: SOREL
Product Name: Tofino II
Color: Black/Gum 10
Price: $92.09MSRP: $190.00
Rating: 4Rated 4 stars out of 5(537)

KEEN - Betty Boot Short Waterproof. Color Burgundy/Brindle. On sale for $115.47. MSRP $175.00.. 3.5 out of 5 stars

Burgundy KEEN Betty Boot Short Waterproof

Burgundy KEEN Betty Boot Short Waterproof

+2

Brand Name: KEEN
Product Name: Betty Boot Short Waterproof
Color: Burgundy/Brindle
Price: $115.47MSRP: $175.00
Rating: 4Rated 4 stars out of 5(13)

KEEN - Kaci III Winter Mid Waterproof. Color Black/Steel Grey. On sale for $135.67. MSRP $165.00.. 3.6 out of 5 stars

Black KEEN Kaci III Winter Mid Waterproof

Black KEEN Kaci III Winter Mid Waterproof

+3

Brand Name: KEEN
Product Name: Kaci III Winter Mid Waterproof
Color: Black/Steel Grey
Price: $135.67MSRP: $165.00
Rating: 4Rated 4 stars out of 5(20)

Alegria - Keli Professional. Color Minnow Rainbow. $129.99. 4.1 out of 5 stars

Multi Alegria Keli Professional

Multi Alegria Keli Professional

Brand Name: Alegria
Product Name: Keli Professional
Color: Minnow Rainbow
Price: $129.99
Rating: 4Rated 4 stars out of 5(564)

Alegria - Debra. Color Depth Perception. On sale for $102.98. MSRP $130.00.. 3.8 out of 5 stars

Black Alegria Debra

Black Alegria Debra

Brand Name: Alegria
Product Name: Debra
Color: Depth Perception
Price: $102.98MSRP: $130.00
Rating: 4Rated 4 stars out of 5(47)

. SOREL - Emelie™ II Chelsea Heel Zip. Color Dark Amber/Tobacco. On sale for $85.47. MSRP $149.95.. 3.7 out of 5 stars

Brown SOREL Emelie™ II Chelsea Heel Zip

Brown SOREL Emelie™ II Chelsea Heel Zip

Brand Name: SOREL
Product Name: Emelie™ II Chelsea Heel Zip
Color: Dark Amber/Tobacco
Price: $85.47MSRP: $149.95
Rating: 4Rated 4 stars out of 5(67)

Columbia - Ice Maiden™ Slip III. Color Black/Graphite. On sale for $74.66. MSRP $90.00.. 4.0 out of 5 stars

Black Columbia Ice Maiden™ Slip III

Black Columbia Ice Maiden™ Slip III

+2

Brand Name: Columbia
Product Name: Ice Maiden™ Slip III
Color: Black/Graphite
Price: $74.66MSRP: $90.00
Rating: 4Rated 4 stars out of 5(150)

Sperry - Saltwater Alpine. Color White. On sale for $59.99. MSRP $110.00.. 4.2 out of 5 stars

White Sperry Saltwater Alpine

White Sperry Saltwater Alpine

+3

Brand Name: Sperry
Product Name: Saltwater Alpine
Color: White
Price: $59.99MSRP: $110.00
Rating: 4Rated 4 stars out of 5(113)

Revitalign - Bella Orthotic Loafer. Color Black. Low Stock. $99.99. 3.9 out of 5 stars

10 left in stock

Black Revitalign Bella Orthotic Loafer

Black Revitalign Bella Orthotic Loafer

Brand Name: Revitalign
Product Name: Bella Orthotic Loafer
Color: Black
Price: $99.99
Rating: 4Rated 4 stars out of 5(8)

Dansko - Professional. Color Antique Tooled. On sale for $119.99. MSRP $145.00.. 4.4 out of 5 stars

Gold Dansko Professional

Gold Dansko Professional

Brand Name: Dansko
Product Name: Professional
Color: Antique Tooled
Price: $119.99MSRP: $145.00
Rating: 4Rated 4 stars out of 5(1561)

Naturalizer - Maxwell. Color English Tea. On sale for $79.95. MSRP $89.00.. 4.0 out of 5 stars

Orange Naturalizer Maxwell

Orange Naturalizer Maxwell

+5

Brand Name: Naturalizer
Product Name: Maxwell
Color: English Tea
Price: $79.95MSRP: $89.00
Rating: 4Rated 4 stars out of 5(411)

Eastland 1955 Edition - Loafers. Color Camel. On sale for $79.95. MSRP $100.00.. 3.6 out of 5 stars

Tan Eastland 1955 Edition Loafers

Tan Eastland 1955 Edition Loafers

+4

Brand Name: Eastland 1955 Edition
Product Name: Loafers
Color: Camel
Price: $79.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(99)

Eastland 1955 Edition - Sadie. Color Black/White. On sale for $84.95. MSRP $100.00.. 4.3 out of 5 stars

Black Eastland 1955 Edition Sadie

Black Eastland 1955 Edition Sadie

Brand Name: Eastland 1955 Edition
Product Name: Sadie
Color: Black/White
Price: $84.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(29)

Klogs Footwear - Moxy. Color Black Full Grain. Low Stock. $149.95. 4.0 out of 5 stars

9 left in stock

Black Klogs Footwear Moxy

Black Klogs Footwear Moxy

Brand Name: Klogs Footwear
Product Name: Moxy
Color: Black Full Grain
Price: $149.95
Rating: 4Rated 4 stars out of 5(26)

Kamik - Rogue Mid. Color Dark Brown. Low Stock. On sale for $64.98. MSRP $120.00.. 4.2 out of 5 stars

2 left in stock

Brown Kamik Rogue Mid

Brown Kamik Rogue Mid

+3

Brand Name: Kamik
Product Name: Rogue Mid
Color: Dark Brown
Price: $64.98MSRP: $120.00
Rating: 4Rated 4 stars out of 5(33)

KEEN - Revel IV High Polar. Color Raven/North Atlantic. On sale for $144.95. MSRP $200.00.. 4.1 out of 5 stars

Black KEEN Revel IV High Polar

Black KEEN Revel IV High Polar

Brand Name: KEEN
Product Name: Revel IV High Polar
Color: Raven/North Atlantic
Price: $144.95MSRP: $200.00
Rating: 4Rated 4 stars out of 5(12)

Aetrex - Libby. Color Brown. $139.90. 4.0 out of 5 stars

Brown Aetrex Libby

Brown Aetrex Libby

+2

Brand Name: Aetrex
Product Name: Libby
Color: Brown
Price: $139.90
Rating: 4Rated 4 stars out of 5(63)

KEEN - Revel IV Mid Polar. Color Black/Harbor Gray. On sale for $108.00. MSRP $180.00.. 3.9 out of 5 stars

Black KEEN Revel IV Mid Polar

Black KEEN Revel IV Mid Polar

+2

Brand Name: KEEN
Product Name: Revel IV Mid Polar
Color: Black/Harbor Gray
Price: $108.00MSRP: $180.00
Rating: 4Rated 4 stars out of 5(26)

Columbia - Ice Maiden™ Shorty. Color Black/Columbia Grey. $89.95. 4.3 out of 5 stars

Black Columbia Ice Maiden™ Shorty

Black Columbia Ice Maiden™ Shorty

Brand Name: Columbia
Product Name: Ice Maiden™ Shorty
Color: Black/Columbia Grey
Price: $89.95
Rating: 4Rated 4 stars out of 5(302)

French Sole - Onstage. Color Black Patent/Black Suede. $195.00. 4.7 out of 5 stars

Black French Sole Onstage

Black French Sole Onstage

Brand Name: French Sole
Product Name: Onstage
Color: Black Patent/Black Suede
Price: $195.00
Rating: 5Rated 5 stars out of 5(26)

Merrell - Jungle Moc. Color Gunsmoke Pig Suede. $99.95. 4.5 out of 5 stars

Gray Merrell Jungle Moc

+2

Brand Name: Merrell
Product Name: Jungle Moc
Color: Gunsmoke Pig Suede
Price: $99.95
Rating: 5Rated 5 stars out of 5(2264)

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.