Skip to content
When autocomplete results are available use up and down arrows to review and enter to select. Touch device users, explore by touch or with swipe gestures.

Classic riding boots

Shop Pinterest's top picks and inspiration for Classic riding boots.
TuffRider Ladies Tundra Fleece Lined Tall Boots in Synthetic Leather are perfect for winter riding and are entirely lined with soft fleece for added warmth. These tall boots have two elastic comfort panels on either side of the back zipper to allow your calves to flex. The sturdy rubber sole ensures safe footing on wet ground. TuffRider offers a complete line of footwear and apparel for the active equestrian at an affordable price. As soon as possible after every ride, gently wipe the dirt and sweat off your boots with a damp cloth or sponge. Color: Black Ladies Sizes: 6-11, Calf Widths: Slim, Regular and Wide Synthetic Leather Synthetic Fleece Lined Neoprene Panel in Front for Flex Spanish Top Back Zipper Two Elastic Comfort Panels for Calves Round Toe Rubber Outsole Real Riding Boots, Elegant Winter Riding Boots, Winter Equestrian Boots, Equestrian Boots English Riding, Tall Boots Horse Riding, Winter Riding, Riding Outfit, Tall Riding Boots, Womens Riding Boots
Real Riding Boots
Elegant Winter Riding Boots
Winter Equestrian Boots
Equestrian Boots English Riding
Tall Boots Horse Riding
Winter Riding
Riding Outfit
Tall Riding Boots
Womens Riding Boots
US$124.99
TuffRider Ladies' Tundra Fleece Lined Tall Boots in Synthetic Leather, 3060
Tractor Supply Company
Arlington Sherpa Waterproof Boot
US$263.99
Arlington Sherpa Waterproof Boot
Stitched details underscore the equestrian style of a handsome leather boot handcrafted in Spain. Side zip closure with elastic gore inset Leather upper and lining/synthetic sole Made in Spain Casual Equestrian Style, Women's Riding Boots, Horseback Riding Boots Women, British Boots, British Equestrian Style, Elegant Equestrian Style, Riding Boots Women, Riding Boot
Casual Equestrian Style
Women's Riding Boots
Horseback Riding Boots Women
British Boots
British Equestrian Style
Elegant Equestrian Style
Riding Boots Women
Riding Boot
US$675.00
Penelope Chilvers Rein Riding Boot in Dark Oak at Nordstrom, Size 11Us
Nordstrom
Full-grain leather upper with sherpa lining 16" shaft height Boots Waterproof, Ariat Waterproof Boots Women's, Ariat Womens Tall Boots, Womens Boots Wooden Soul Ariat, Ariat Heritage Boots Women's, Ariat Berwick Boots, Square Boots, Square Toe Western Boots, Comfy Boot
Boots Waterproof
Ariat Waterproof Boots Women's
Ariat Womens Tall Boots
Womens Boots Wooden Soul Ariat
Ariat Heritage Boots Women's
Ariat Berwick Boots
Square Boots
Square Toe Western Boots
Comfy Boot
US$329.95
Ariat Women's Arlington Sherpa Waterproof Boots - Round Toe
Boot Barn
Ariat Women's Savannah Waterproof Pull On English Riding Boots - Round Toe, Brown Slip-resistant Hiking Boots With Round Toe, Brown Wear-resistant Waterproof Boots With Round Toe, Ariat Boots Women's Round Toe, Ariat English Riding Boots, Brown Waterproof Slip-on Work Boots, English Riding Boots, Cozy Socks Gift, English Riding, Cozy Socks
Slip-resistant Hiking Boots With Round Toe
Brown Wear-resistant Waterproof Boots With Round Toe
Ariat Boots Women's Round Toe
Ariat English Riding Boots
Brown Waterproof Slip-on Work Boots
English Riding Boots
Cozy Socks Gift
English Riding
Cozy Socks
US$219.95
Ariat Women's Savannah Waterproof Pull On English Riding Boots - Round Toe
Women’s Tabitha Shearling-Lined Waterproof Suede and Leather Boots | Overland Winter Leather Boots, Women's Shoes, Beautiful Boots, Genuine Leather Shoes, Western Cowboy Boots, Couture Facile, Leather Boots Women, Waterproof Boots
Winter Leather Boots
Women's Shoes
Beautiful Boots
Genuine Leather Shoes
Western Cowboy Boots
Couture Facile
Leather Boots Women
Waterproof Boots
US$549.00
Women's Tabitha Shearling-Lined Suede and Leather Boots
OrcaJump - Botines Unisex PU Cuir à Talon Bloc, Genou Hautes, Fermeture Éclair, Décontract Casual Leather Knee-high Waterproof Boots, Knee-high Waterproof Leather Boots, Brown Ankle-high Waterproof Boots With Leather Sole, Brown Tall Boots Equestrian, Botas Western, Winter Riding, Womens Waterproof Boots, Round Toe Shoes, Pu Heels
Casual Leather Knee-high Waterproof Boots
Knee-high Waterproof Leather Boots
Brown Ankle-high Waterproof Boots With Leather Sole
Brown Tall Boots Equestrian
Botas Western
Winter Riding
Womens Waterproof Boots
Round Toe Shoes
Pu Heels
US$75.99
OrcaJump - Botines Unisex PU Cuir à Talon Bloc, Genou Hautes, Fermeture Éclair, Décontract - Amarillo, 37
OrcaJump Store
Sleek and chic, this Western-inspired riding boot is designed to take on life in style while elevating your ensemble. From Sofft. Spring Wide Calf Boots For Workwear, Modern Leather Knee-high Boots For Work, Casual Wide Calf Boots For Work, Modern Knee-high Boots With Round Toe For Work, Casual Riding Boots For Fall, Leather Knee-high Boots For Spring Workwear, Casual Leather Knee-high Boots For Workwear, Sleek Knee-high Boots For Work In Spring
Spring Wide Calf Boots For Workwear
Modern Leather Knee-high Boots For Work
Casual Wide Calf Boots For Work
Modern Knee-high Boots With Round Toe For Work
Casual Riding Boots For Fall
Leather Knee-high Boots For Spring Workwear
Casual Leather Knee-high Boots For Workwear
Sleek Knee-high Boots For Work In Spring
US$249.95
Sofft Riding Boot - Samantha II
QVC
Whether you're riding solo on your commute, jumping from appointments to kid activities, or eventing with the girls, this beautifully constructed tall-shaft boot keeps you moving (thank you, practical rubber outsole). And it walks the line between trendy equestrian style and sleek classic -- meaning you'll sport it forever and ever. From Vince Camuto. Medium Width Leather Riding Boots, Classic Riding Boots With Buckle Closure, Classic Riding Knee-high Boots Medium Width, Knew High Boots, Black Boots For Riding, Medium Width, Medium Width Knee-high Boots With Zipper Closure, Snake Skin Shoes, Ankle Tie Sandals
Medium Width Leather Riding Boots
Classic Riding Boots With Buckle Closure
Classic Riding Knee-high Boots Medium Width
Knew High Boots
Black Boots For Riding, Medium Width
Medium Width Knee-high Boots With Zipper Closure
Snake Skin Shoes
Ankle Tie Sandals
Vince Camuto Wide Calf Leather Riding Boots- Andalian
Whether you're riding solo on your commute, jumping from appointments to kid activities, or eventing with the girls, this beautifully constructed tall-shaft boot keeps you moving (thank you, practical rubber outsole). And it walks the line between trendy equestrian style and sleek classic -- meaning you'll sport it forever and ever. From Vince Camuto.
A sporty take on your average loafers. An N Flex outsole + chainlink ornamentation make these standout above the rest. Penny loafer with sporty bottom. Leather upper with a round toe. Back pull tab. Contour+ Comfort technology for a premium fit and all-day comfort experience. N Flex outsole: Next-level flexibility cushioning longevity and shock absorption to energize your every move. 1 inch heel. Consciously packaged: 100% of our shoe boxes are made of 80% recycled paper + soy-based ink. Designe Adidas Brand, Bit Loafers, Famous Footwear, Tall Riding Boots, Trending Sandals, Penny Loafers, Casual Shoes Women, Online Accessories, Sneaker Shopping
Adidas Brand
Bit Loafers
Famous Footwear
Tall Riding Boots
Trending Sandals
Penny Loafers
Casual Shoes Women
Online Accessories
Sneaker Shopping
US$49.99
Naturalizer Women's Kateri Bit Loafers (Warm White Leather)
Famous Footwear
Introducing the Campus 12R boots— We took everything you love about our fan favorite Campus 14L and added a relaxed twist with it's shorter, slouchy silhouette, these versatile mid-calf boots pair effortlessly with everything from denim to dresses. Tap to shop. Boots To Wear With Dresses, Womens Mid Calf Winter Boots, Woman Boots, 2025 Boots Trends Women, Women’s Boots, Frye Campus Boots Outfit, Winter Shoes Boots, Frye Boots Women, Bamboo Boots
0:10
Boots To Wear With Dresses
Womens Mid Calf Winter Boots
Woman Boots
2025 Boots Trends Women
Women’s Boots
Frye Campus Boots Outfit
Winter Shoes Boots
Frye Boots Women
Bamboo Boots
The Campus 12R: Timeless Frye Quality, New Style
Introducing the Campus 12R boots— We took everything you love about our fan favorite Campus 14L and added a relaxed twist with it's shorter, slouchy silhouette, these versatile mid-calf boots pair effortlessly with everything from denim to dresses. Tap to shop.
The Frye Company
US$498.00
Brown knit (80% Cotton, 20% Polyester. Sleeve: 60% Cotton 40% Polyester). Sweater sheath. Long sleeves. Crewneck. Pull on. 46" from shoulder to hemline. Imported. Brown Jumper Outfit, Brown Sweater Dress Outfit, Fitted Brown Casual Sweater Dress, Elegant Brown Fitted Sweater Dress, Elegant Brown Long Sleeve Sweater Dress, Spring Brown Knit Sweater Dress, Fitted Brown Sweater Dress With V-neck, Cozy Sweater Dress, Sweater Dress Outfit
Brown Jumper Outfit
Brown Sweater Dress Outfit
Fitted Brown Casual Sweater Dress
Elegant Brown Fitted Sweater Dress
Elegant Brown Long Sleeve Sweater Dress
Spring Brown Knit Sweater Dress
Fitted Brown Sweater Dress With V-neck
Cozy Sweater Dress
Sweater Dress Outfit
Love, Whit by Whitney Port Brown Sweater Dress brown
Brown knit (80% Cotton, 20% Polyester. Sleeve: 60% Cotton 40% Polyester). Sweater sheath. Long sleeves. Crewneck. Pull on. 46" from shoulder to hemline. Imported.
A swingy tassel on the zipper and a scalloped fan at the topline enliven every step in a boot shaped from Spanish leather with a curvy profile. Sturdy Goodyear welting and grippy lugs in the tread enhance your comfort in changing weather. 1" heel (size 38.5) 17" shaft; 14 1/2" calf circumference. Regular calf 17" shaft; 16" calf circumference. Wide calf Side zip closure Removable insole Leather upper and lining/rubber sole Made in Spain Ladies Long Boots, Penelope Chilvers, Womens Designer Boots, Handmade Boot, Suede Cowboy Boots, Long Boots, Designer Boots, Tall Boots, Leather Tassel
Ladies Long Boots
Penelope Chilvers
Womens Designer Boots
Handmade Boot
Suede Cowboy Boots
Long Boots
Designer Boots
Tall Boots
Leather Tassel
US$790.00
Penelope Chilvers Tassel Knee High Boot in Conker at Nordstrom, Size 6Us
Nordstrom
The Carson Piping Tall Boot features modern Western signature piping detailing. Made from soft, supple leathers for easy-wear right out of the box, this boot features a zipper closure and leather lining for a smooth and comfortable fit. Tall Wide Calf Boots, Horseback Riding Boots, Bamboo Boots, Western Riding Boots, Shoe Care Kit, The Frye Company, Soft Boots
Tall Wide Calf Boots
Horseback Riding Boots
Bamboo Boots
Western Riding Boots
Shoe Care Kit
The Frye Company
Soft Boots
US$274.98
Carson Piping Tall - Caramel / 9
Luxury Snip Toe Work Boots With Reinforced Heel, Luxury Snip Toe Work Boots, American Working Boots, Brown Waterproof Lace-up Work Boots, Luxury Lace-up Boots With Reinforced Moc Toe, Brown Waterproof Ankle-high Lace-up Boots, Brown Lace-up Waterproof Adventure Boots, Rugged Brown Waterproof Ankle-high Boots, Brown Lace-up Waterproof Boots In Oiled Leather
Luxury Snip Toe Work Boots With Reinforced Heel
Luxury Snip Toe Work Boots
American Working Boots
Brown Waterproof Lace-up Work Boots
Luxury Lace-up Boots With Reinforced Moc Toe
Brown Waterproof Ankle-high Lace-up Boots
Brown Lace-up Waterproof Adventure Boots
Rugged Brown Waterproof Ankle-high Boots
Brown Lace-up Waterproof Boots In Oiled Leather
US$195.99
Wythburn II Waterproof Boot
A curved topline and decorative whipstitching elevate an equestrian-inspired riding boot balanced by a plain toe and stacked block heel. 16 1/2" shaft Leather upper/leather and textile lining/synthetic sole Made in Brazil Round Toe Riding Boots With Leather Lining, Leather-lined Round Toe Riding Boots, Luxury Riding Boots With Round Toe, Luxury Leather-sole Riding Boots, Knee-high Riding Boots With Buckle Closure, Jack Rogers, Womens Riding Boots, Equestrian
Round Toe Riding Boots With Leather Lining
Leather-lined Round Toe Riding Boots
Luxury Riding Boots With Round Toe
Luxury Leather-sole Riding Boots
Knee-high Riding Boots With Buckle Closure
Jack Rogers
Womens Riding Boots
Equestrian
US$298.00
Jack Rogers Adaline Knee High Riding Boot in Black/Brown at Nordstrom, Size 8
Nordstrom
Women's Lauren Ralph Lauren Brooke Burnished Leather Riding Boots |  Zappos.com
US$247.50
Womens lauren ralph lauren brooke burnished leather riding boots + FREE SHIPPING
The Riding Boot Black – Everlane Wool Clogs, Global Supply Chain, Black Riding Boots, Flat Sneakers, Womens Riding Boots, Leather Cleaning, Everyday Wardrobe, Leather Working
Wool Clogs
Global Supply Chain
Black Riding Boots
Flat Sneakers
Womens Riding Boots
Leather Cleaning
Everyday Wardrobe
Leather Working
US$398.00
The Riding Boot | Black
The Adalai Knee Boot | Madewell
US$40.00
The Adalai Knee-High Boot
Alanah Mini Dress White Graduation Dresses White, Spring Break Dress, Date Night Outfit Summer, Italy Outfits, Grad Dresses, Off White Dresses, Mini Dresses Summer, Princess Polly, Strapless Mini Dress
Graduation Dresses White
Spring Break Dress
Date Night Outfit Summer
Italy Outfits
Grad Dresses
Off White Dresses
Mini Dresses Summer
Princess Polly
Strapless Mini Dress
US$69.00
Alanah Mini Dress White

Shop related categories

Riding Boots Western
Classic Black Combat Boots For Outdoor
Vintage Winter Combat Boots With Round Toe
Black Wide Calf Heeled Boots For Rodeo
Classic Combat Boots For Workwear
Classic Sport Coat With Pockets For Tailoring
Classic Ralph Lauren Sport Coat With Pockets

Shop trends

Teacher Thanksgiving Gifts
Outdoor Christmas Lights
Rain Boots
House Warming Gifts
Colored Christmas Lights On House
Charm Necklace
Electric Kettle
Christmas Wreaths On Windows
Tomato Cage Christmas Tree
Porch Christmas Lights
Introducing the Campus 12R boots— We took everything you love about our fan favorite Campus 14L and added a relaxed twist with it's shorter, slouchy silhouette, these versatile mid-calf boots pair effortlessly with everything from denim to dresses. Tap to shop.