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

Women's Size 8.5 Winter Shoes

52 items found

Sort By

Your Selections

Search Results

Naturalizer - Maxwell. Color Cafe Leather. On sale for $79.95. MSRP $89.00. 10% off. 3.9 out of 5 stars

Brown Naturalizer Maxwell

Brown Naturalizer Maxwell

+15

Brand Name: Naturalizer
Product Name: Maxwell
Gender: Women's
Color: Cafe Leather
Price: $79.95MSRP: $89.0010% OFF
Rating: 4Rated 4 stars out of 5(490)

Merrell - Jungle Moc. Color Gunsmoke Pig Suede. $100.00. 4.5 out of 5 stars

Gray Merrell Jungle Moc

+5

Brand Name: Merrell
Product Name: Jungle Moc
Gender: Women's
Color: Gunsmoke Pig Suede
Price: $100.00
Rating: 4Rated 4 stars out of 5(2446)

Journee Collection - Marci Flat. Color Taupe. On sale for $40.94. MSRP $44.99. 9% off. 3.2 out of 5 stars

Taupe Journee Collection Marci Flat

Taupe Journee Collection Marci Flat

+2

Brand Name: Journee Collection
Product Name: Marci Flat
Gender: Women's
Color: Taupe
Price: $40.94MSRP: $44.999% OFF
Rating: 3Rated 3 stars out of 5(21)

Eastland 1955 Edition - Patricia. Color Camel. On sale for $79.95. MSRP $100.00. 20% off. 3.6 out of 5 stars

Tan Eastland 1955 Edition Patricia

Tan Eastland 1955 Edition Patricia

+16

Brand Name: Eastland 1955 Edition
Product Name: Patricia
Gender: Women's
Color: Camel
Price: $79.95MSRP: $100.0020% OFF
Rating: 4Rated 4 stars out of 5(110)

Sperry - Seaport Penny. Color New Black. $104.99. 4.5 out of 5 stars

Black Sperry Seaport Penny

Black Sperry Seaport Penny

+5

Brand Name: Sperry
Product Name: Seaport Penny
Gender: Women's
Color: New Black
Price: $104.99
Rating: 5Rated 5 stars out of 5(1143)

Cliffs by White Mountain - Clara. Color White. On sale for $25.99. MSRP $49.00. 47% off. 3.6 out of 5 stars

White Cliffs by White Mountain Clara

White Cliffs by White Mountain Clara

+4

Brand Name: Cliffs by White Mountain
Product Name: Clara
Gender: Women's
Color: White
Price: $25.99MSRP: $49.0047% OFF
Rating: 4Rated 4 stars out of 5(106)

Franco Sarto - Bocca. Color Navy Leather. $109.95. 4.5 out of 5 stars

Blue Franco Sarto Bocca

Blue Franco Sarto Bocca

+2

Brand Name: Franco Sarto
Product Name: Bocca
Gender: Women's
Color: Navy Leather
Price: $109.95
Rating: 5Rated 5 stars out of 5(1556)

Birkenstock - Zermatt Shearling (Unisex). Color Anthracite Wool/Shearling. $99.95. 4.1 out of 5 stars

Black Birkenstock Zermatt Shearling (Unisex)

Black Birkenstock Zermatt Shearling (Unisex)

+3

Brand Name: Birkenstock
Product Name: Zermatt Shearling (Unisex)
Gender: Unisex
Color: Anthracite Wool/Shearling
Price: $99.95
Rating: 4Rated 4 stars out of 5(301)

LifeStride - Margot. Color Black. On sale for $41.96. MSRP $69.99. 40% off. 3.9 out of 5 stars

Black LifeStride Margot

Black LifeStride Margot

+2

Brand Name: LifeStride
Product Name: Margot
Gender: Women's
Color: Black
Price: $41.96MSRP: $69.9940% OFF
Rating: 4Rated 4 stars out of 5(154)

Dansko - Kane. Color Blue Molded. $84.95. 4.3 out of 5 stars

Blue Dansko Kane

Blue Dansko Kane

+2

Brand Name: Dansko
Product Name: Kane
Gender: Women's
Color: Blue Molded
Price: $84.95
Rating: 4Rated 4 stars out of 5(305)

LifeStride - Impact. Color Black Synthetic. On sale for $49.99. MSRP $79.99. 38% off. 4.0 out of 5 stars

Black LifeStride Impact

Black LifeStride Impact

Brand Name: LifeStride
Product Name: Impact
Gender: Women's
Color: Black Synthetic
Price: $49.99MSRP: $79.9938% OFF
Rating: 4Rated 4 stars out of 5(87)

Aerosoles - BIG BET. Color Black. On sale for $64.98. MSRP $69.00. 6% off. 3.8 out of 5 stars

Black Aerosoles BIG BET

Black Aerosoles BIG BET

Brand Name: Aerosoles
Product Name: BIG BET
Gender: Women's
Color: Black
Price: $64.98MSRP: $69.006% OFF
Rating: 4Rated 4 stars out of 5(20)

Alegria - Keli Professional. Color Black Emboss Paisley. $130.00. 4.1 out of 5 stars

Black Alegria Keli Professional

Black Alegria Keli Professional

Brand Name: Alegria
Product Name: Keli Professional
Gender: Women's
Color: Black Emboss Paisley
Price: $130.00
Rating: 4Rated 4 stars out of 5(574)

Acorn - Acorn Moc. Color Buff Popcorn. $47.95. 4.2 out of 5 stars

White Acorn Acorn Moc

White Acorn Acorn Moc

+9

Brand Name: Acorn
Product Name: Acorn Moc
Gender: Women's
Color: Buff Popcorn
Price: $47.95
Rating: 4Rated 4 stars out of 5(815)

Arcopedico - Sec V. Color Black. $68.70. 3.9 out of 5 stars

Black Arcopedico Sec V

Black Arcopedico Sec V

Brand Name: Arcopedico
Product Name: Sec V
Gender: Women's
Color: Black
Price: $68.70
Rating: 4Rated 4 stars out of 5(29)

LifeStride - Zee. Color Black/Black. On sale for $54.99. MSRP $69.99. 21% off. 4.2 out of 5 stars

Black LifeStride Zee

Black LifeStride Zee

+3

Brand Name: LifeStride
Product Name: Zee
Gender: Women's
Color: Black/Black
Price: $54.99MSRP: $69.9921% OFF
Rating: 4Rated 4 stars out of 5(187)

Ariat - Cruiser. Color Brown Bomber. $89.95. 4.4 out of 5 stars

Brown Ariat Cruiser

Brown Ariat Cruiser

+13

Brand Name: Ariat
Product Name: Cruiser
Gender: Women's
Color: Brown Bomber
Price: $89.95
Rating: 4Rated 4 stars out of 5(1726)

UGG - Adirondack Boot III. Color Black/Black. On sale for $179.98. MSRP $249.95. 28% off. 4.6 out of 5 stars

Black UGG Adirondack Boot III

Black UGG Adirondack Boot III

+5

Brand Name: UGG
Product Name: Adirondack Boot III
Gender: Women's
Color: Black/Black
Price: $179.98MSRP: $249.9528% OFF
Rating: 5Rated 5 stars out of 5(2250)

Eastland 1955 Edition - Sadie. Color Black/White. On sale for $79.99. MSRP $100.00. 20% off. 4.4 out of 5 stars

Black Eastland 1955 Edition Sadie

Black Eastland 1955 Edition Sadie

+4

Brand Name: Eastland 1955 Edition
Product Name: Sadie
Gender: Women's
Color: Black/White
Price: $79.99MSRP: $100.0020% OFF
Rating: 4Rated 4 stars out of 5(37)

SOREL - Tofino II. Color Black/Gum 10. On sale for $86.45. MSRP $190.00. 54% off. 4.3 out of 5 stars

Black SOREL Tofino II

Black SOREL Tofino II

+1

Brand Name: SOREL
Product Name: Tofino II
Gender: Women's
Color: Black/Gum 10
Price: $86.45MSRP: $190.0054% OFF
Rating: 4Rated 4 stars out of 5(684)

Eastland 1955 Edition - Newbury. Color Black Leather. On sale for $74.95. MSRP $100.00. 25% off. 4.3 out of 5 stars

Black Eastland 1955 Edition Newbury

Black Eastland 1955 Edition Newbury

+2 colors/patterns

Brand Name: Eastland 1955 Edition
Product Name: Newbury
Gender: Women's
Color: Black Leather
Price: $74.95MSRP: $100.0025% OFF
Rating: 4Rated 4 stars out of 5(17)

Baffin - Cush. Color Guide Red. On sale for $48.00. MSRP $60.00. 20% off. 4.3 out of 5 stars

Red Baffin Cush

Red Baffin Cush

+5

Brand Name: Baffin
Product Name: Cush
Gender: Unisex
Color: Guide Red
Price: $48.00MSRP: $60.0020% OFF
Rating: 4Rated 4 stars out of 5(616)

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

Black French Sole Onstage

Black French Sole Onstage

+2

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

Acorn - Moc Ragg. Color Dark Charcoal Ragg Wool. $46.95. 4.1 out of 5 stars

Gray Acorn Moc Ragg

Gray Acorn Moc Ragg

Brand Name: Acorn
Product Name: Moc Ragg
Gender: Women's
Color: Dark Charcoal Ragg Wool
Price: $46.95
Rating: 4Rated 4 stars out of 5(177)

Journee Collection - Batavia Flat. Color Black. Low Stock. On sale for $58.49. MSRP $64.99. 10% off. 3.4 out of 5 stars

Low Stock

Black Journee Collection Batavia Flat

Black Journee Collection Batavia Flat

Brand Name: Journee Collection
Product Name: Batavia Flat
Gender: Women's
Color: Black
Price: $58.49MSRP: $64.9910% OFF
Rating: 3Rated 3 stars out of 5(49)

Baffin - Cush Booty. Color Guide Red. Low Stock. On sale for $50.00. MSRP $70.00. 29% off. 4.2 out of 5 stars

Low Stock

Red Baffin Cush Booty

Red Baffin Cush Booty

+2

Brand Name: Baffin
Product Name: Cush Booty
Gender: Unisex
Color: Guide Red
Price: $50.00MSRP: $70.0029% OFF
Rating: 4Rated 4 stars out of 5(519)

KEEN - Howser II. Color Triple Black. $110.00. 4.2 out of 5 stars

Black KEEN Howser II

Black KEEN Howser II

+4

Brand Name: KEEN
Product Name: Howser II
Gender: Women's
Color: Triple Black
Price: $110.00
Rating: 4Rated 4 stars out of 5(400)

KEEN - Greta Boot Waterproof. Color Bison/Java. $189.95. 4.0 out of 5 stars

Taupe KEEN Greta Boot Waterproof

Taupe KEEN Greta Boot Waterproof

+2

Brand Name: KEEN
Product Name: Greta Boot Waterproof
Gender: Women's
Color: Bison/Java
Price: $189.95
Rating: 4Rated 4 stars out of 5(69)

SOREL - Joan Of Arctic™ Waterproof. Color Black/Quarry. On sale for $153.61. MSRP $240.00. 36% off. 3.1 out of 5 stars

Black SOREL Joan Of Arctic™ Waterproof

Black SOREL Joan Of Arctic™ Waterproof

+5

Brand Name: SOREL
Product Name: Joan Of Arctic™ Waterproof
Gender: Women's
Color: Black/Quarry
Price: $153.61MSRP: $240.0036% OFF
Rating: 3Rated 3 stars out of 5(7)

Lucky Brand - Hybiscus. Color Desert Palm. On sale for $132.96. MSRP $219.00. 39% off. 3.9 out of 5 stars

+4

Brand Name: Lucky Brand
Product Name: Hybiscus
Gender: Women's
Color: Desert Palm
Price: $132.96MSRP: $219.0039% OFF
Rating: 4Rated 4 stars out of 5(36)

Propet - Colbie. Color Black. Low Stock. On sale for $69.50. MSRP $74.95. 7% off. 3.3 out of 5 stars

Low Stock

Black Propet Colbie

Black Propet Colbie

+3

Brand Name: Propet
Product Name: Colbie
Gender: Women's
Color: Black
Price: $69.50MSRP: $74.957% OFF
Rating: 3Rated 3 stars out of 5(87)

Ariat - Snuggle Slipper. Color Cream Leopard. $49.95. 4.3 out of 5 stars

Animal Print Ariat Snuggle Slipper

Animal Print Ariat Snuggle Slipper

Brand Name: Ariat
Product Name: Snuggle Slipper
Gender: Women's
Color: Cream Leopard
Price: $49.95
Rating: 4Rated 4 stars out of 5(103)

Alegria - Debra. Color Oval All. $130.00. 3.7 out of 5 stars

Black Alegria Debra

Black Alegria Debra

Brand Name: Alegria
Product Name: Debra
Gender: Women's
Color: Oval All
Price: $130.00
Rating: 4Rated 4 stars out of 5(53)

La Canadienne - Douglas. Color Black Crinkle Patent. On sale for $289.00. MSRP $425.00. 32% off. 4.4 out of 5 stars

Black La Canadienne Douglas

Black La Canadienne Douglas

Brand Name: La Canadienne
Product Name: Douglas
Gender: Women's
Color: Black Crinkle Patent
Price: $289.00MSRP: $425.0032% OFF
Rating: 4Rated 4 stars out of 5(7)

KEEN - Greta Tall Classic Waterproof. Color Black/Black. On sale for $137.19. MSRP $199.95. 31% off. 3.5 out of 5 stars

Black KEEN Greta Tall Classic Waterproof

Black KEEN Greta Tall Classic Waterproof

Brand Name: KEEN
Product Name: Greta Tall Classic Waterproof
Gender: Women's
Color: Black/Black
Price: $137.19MSRP: $199.9531% OFF
Rating: 4Rated 4 stars out of 5(4)

Merrell - Coldpack 3 Thermo Moc Waterproof. Color Black 1. $149.95. 4.4 out of 5 stars

Black Merrell Coldpack 3 Thermo Moc Waterproof

Black Merrell Coldpack 3 Thermo Moc Waterproof

Brand Name: Merrell
Product Name: Coldpack 3 Thermo Moc Waterproof
Gender: Women's
Color: Black 1
Price: $149.95
Rating: 4Rated 4 stars out of 5(131)

Klogs Footwear - Moxy. Color Black Full Grain. $149.95. 3.9 out of 5 stars

Black Klogs Footwear Moxy

Black Klogs Footwear Moxy

Brand Name: Klogs Footwear
Product Name: Moxy
Gender: Women's
Color: Black Full Grain
Price: $149.95
Rating: 4Rated 4 stars out of 5(28)

Aetrex - Libby. Color Black. $139.90. 3.9 out of 5 stars

Black Aetrex Libby

Black Aetrex Libby

+2

Brand Name: Aetrex
Product Name: Libby
Gender: Women's
Color: Black
Price: $139.90
Rating: 4Rated 4 stars out of 5(72)

Orthofeet - Florence. Color Brown. On sale for $129.99. MSRP $160.00. 19% off. 4.5 out of 5 stars

Brown Orthofeet Florence

Brown Orthofeet Florence

Brand Name: Orthofeet
Product Name: Florence
Gender: Women's
Color: Brown
Price: $129.99MSRP: $160.0019% OFF
Rating: 5Rated 5 stars out of 5(8)

The North Face - Chilkat V 400 Waterproof. Color TNF Black/Vanadis Grey. $159.00. 4.2 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
Gender: Women's
Color: TNF Black/Vanadis Grey
Price: $159.00
Rating: 4Rated 4 stars out of 5(88)

KEEN - Kaci III Winter Mid Waterproof. Color Dark Earth/Green Plaid. On sale for $130.93. MSRP $175.00. 25% off. 3.9 out of 5 stars

Brown KEEN Kaci III Winter Mid Waterproof

Brown KEEN Kaci III Winter Mid Waterproof

+2

Brand Name: KEEN
Product Name: Kaci III Winter Mid Waterproof
Gender: Women's
Color: Dark Earth/Green Plaid
Price: $130.93MSRP: $175.0025% OFF
Rating: 4Rated 4 stars out of 5(82)

Kamik - Ariel F. Color Dark Brown. Low Stock. $129.94. 3.5 out of 5 stars

Low Stock

Brown Kamik Ariel F

Brown Kamik Ariel F

+3

Brand Name: Kamik
Product Name: Ariel F
Gender: Women's
Color: Dark Brown
Price: $129.94
Rating: 3Rated 3 stars out of 5(24)

MOON BOOT - Moon Boot® Nylon. Color White. On sale for $216.00. MSRP $240.00. 10% off. 4.4 out of 5 stars

White MOON BOOT Moon Boot® Nylon

White MOON BOOT Moon Boot® Nylon

+5

Brand Name: MOON BOOT
Product Name: Moon Boot® Nylon
Gender: Unisex
Color: White
Price: $216.00MSRP: $240.0010% OFF
Rating: 4Rated 4 stars out of 5(270)

Orthofeet - Alps. Color Beige. Low Stock. On sale for $124.99. MSRP $150.00. 17% off. 3.8 out of 5 stars

Low Stock

Beige Orthofeet Alps

Beige Orthofeet Alps

+2

Brand Name: Orthofeet
Product Name: Alps
Gender: Women's
Color: Beige
Price: $124.99MSRP: $150.0017% OFF
Rating: 4Rated 4 stars out of 5(19)

Carhartt - Pellston WP Ins. 8" Winter Boot. Color Light Brown Oil Nubuck. $184.99. 4.9 out of 5 stars

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
Gender: Women's
Color: Light Brown Oil Nubuck
Price: $184.99
Rating: 5Rated 5 stars out of 5(8)

KEEN - Revel 4 High Polar Insulated Waterproof. Color Steel Grey/Orchid Petal. $209.95. 3.0 out of 5 stars

Gray KEEN Revel 4 High Polar Insulated Waterproof

Gray KEEN Revel 4 High Polar Insulated Waterproof

Brand Name: KEEN
Product Name: Revel 4 High Polar Insulated Waterproof
Gender: Women's
Color: Steel Grey/Orchid Petal
Price: $209.95
Rating: 3Rated 3 stars out of 5(1)

Pajar CANADA - Urban Combat Hi W. Color Black. $234.95. 5.0 out of 5 stars

Black Pajar CANADA Urban Combat Hi W

Black Pajar CANADA Urban Combat Hi W

+2

Brand Name: Pajar CANADA
Product Name: Urban Combat Hi W
Gender: Women's
Color: Black
Price: $234.95
Rating: 5Rated 5 stars out of 5(1)

Roxy - Brandi III Boots. Color Chocolate. Low Stock. $158.95. 4.0 out of 5 stars

Low Stock

Brown Roxy Brandi III Boots

Brown Roxy Brandi III Boots

Brand Name: Roxy
Product Name: Brandi III Boots
Gender: Women's
Color: Chocolate
Price: $158.95
Rating: 4Rated 4 stars out of 5(1)

Carhartt - WP 8" Ins. Wedge Fold Down Winter Boot. Color Dark Grey Nubuck. $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
Gender: Women's
Color: Dark Grey Nubuck
Price: $179.99
Rating

Carhartt - WP 8" Ins. Wedge Fold Down Winter Boot. Color Bison Brown Oil Tan. Low Stock. $179.99. 4.1 out of 5 stars

Low Stock

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
Gender: Women's
Color: Bison Brown Oil Tan
Price: $179.99
Rating: 4Rated 4 stars out of 5(9)

thirtytwo - Stw Double Boa '23. Color White/Camo. Low Stock. On sale for $223.96. MSRP $279.95. 20% off.

Low Stock

White thirtytwo Stw Double Boa '23

White thirtytwo Stw Double Boa '23

Brand Name: thirtytwo
Product Name: Stw Double Boa '23
Color: White/Camo
Price: $223.96MSRP: $279.9520% OFF
Rating

Paul Green - Wasa. Color Earth Moro Combo. Low Stock. $459.00. 3.0 out of 5 stars

Low Stock

Brown Paul Green Wasa

Brown Paul Green Wasa

Brand Name: Paul Green
Product Name: Wasa
Gender: Women's
Color: Earth Moro Combo
Price: $459.00
Rating: 3Rated 3 stars out of 5(1)

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)