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Classic Riding Boots

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Classic Leather BootsMen's Riding BootsEveryday Riding BootsBlack Riding BootsEquestrian Leather BootsLow Heel Riding BootsClassic Black BootsLeather Cowgirl BootsHeeled Cowgirl BootsVersatile BootsMid-Calf Motorcycle BootsCow Print BootsSuede Motorcycle BootsRustic BootsKids' Cowboy BootsLeather Roper BootsComfortable Moto BootsLace-Up Moto BootsPull-On Moto BootsMoto Boots With BucklesCowhide Leather BootsRed Vintage BootsMotorcycle Boots for WomenEmbroidered Cowgirl BootsCasual Moto BootsBrown Snip-Toe Cowboy BootsBrown Calf-High Boots13" Cowboy BootsBrown Cow Print BootsHybrid Cowboy Boots
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  • 66 Items
Viv Leather Riding BootsViv Leather Riding Boots
Quick View

FryeViv Leather Riding Boots

$398.00
Full StarFull StarFull StarFull StarHalf Star(8)
Women's Blair Croco Embossed Leather Riding BootsWomen's Blair Croco Embossed Leather Riding Boots
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Marc NolanWomen's Blair Croco Embossed Leather Riding Boots

$185.00
Internet Exclusive
Hybiscus Leather Tall Riding BootsHybiscus Leather Tall Riding Boots
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Lucky BrandHybiscus Leather Tall Riding Boots

Permanently Reduced
Orig. $229.00
Now $69.99
Full StarFull StarFull StarFull StarEmpty Star(26)
Kate Leather Riding BootsKate Leather Riding Boots
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FryeKate Leather Riding Boots

$368.00
Full StarFull StarFull StarFull StarEmpty Star(112)
Sady Leather Tall Riding BootsSady Leather Tall Riding Boots
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Steve MaddenSady Leather Tall Riding Boots

Permanently Reduced
Orig. $199.99
Now $69.99
Internet Exclusive
Full StarFull StarFull StarFull StarFull Star(1)
Milla Leather Tall Riding BootsMilla Leather Tall Riding Boots
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Sam EdelmanMilla Leather Tall Riding Boots

$219.99
Internet Exclusive
Full StarFull StarFull StarHalf StarEmpty Star(20)
Marion Buckle Soft Leather Tall Riding BootsMarion Buckle Soft Leather Tall Riding Boots
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Gianni BiniMarion Buckle Soft Leather Tall Riding Boots

$199.99
Dillard´s Exclusive
Holland Leather Western BootsHolland Leather Western Boots
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Justin BootsHolland Leather Western Boots

$214.95
Hybiscus Suede Tall Riding BootsHybiscus Suede Tall Riding Boots
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Lucky BrandHybiscus Suede Tall Riding Boots

Permanently Reduced
Orig. $189.00
Now $49.99
Internet Exclusive
Full StarFull StarFull StarEmpty StarEmpty Star(2)
Hybiscus Suede Tall Riding BootsHybiscus Suede Tall Riding Boots
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Lucky BrandHybiscus Suede Tall Riding Boots

Permanently Reduced
Orig. $229.00
Now $69.99
Full StarFull StarFull StarFull StarEmpty Star(20)
Women's Round Up Leather Tall Western BootsWomen's Round Up Leather Tall Western Boots
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AriatWomen's Round Up Leather Tall Western Boots

$199.95
Full StarFull StarFull StarFull StarHalf Star(54)
Penny Tall Leather Riding BootsPenny Tall Leather Riding Boots
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Sam EdelmanPenny Tall Leather Riding Boots

$199.99
Full StarFull StarFull StarFull StarEmpty Star(272)
Zoro Leather Tall Riding BootsZoro Leather Tall Riding Boots
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GuessZoro Leather Tall Riding Boots

Permanently Reduced
Orig. $249.00
Now $87.15
Internet Exclusive
Kay Leather Mid Calf Western BootsKay Leather Mid Calf Western Boots
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Justin BootsKay Leather Mid Calf Western Boots

$109.95
Internet Exclusive
Brooke II Leather Tall Riding BootsBrooke II Leather Tall Riding Boots
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Lauren Ralph LaurenBrooke II Leather Tall Riding Boots

Permanently Reduced
Orig. $275.00
Now $96.25
Internet Exclusive
Only size 5, 5.5 available
Full StarFull StarFull StarFull StarHalf Star(9)
Women's Heritage Roper Leather Mid Calf Western BootsWomen's Heritage Roper Leather Mid Calf Western Boots
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AriatWomen's Heritage Roper Leather Mid Calf Western Boots

$169.95
Full StarFull StarFull StarFull StarHalf Star(205)
Women's Tinsley Croco Embossed Patent Leather Tall Riding BootsWomen's Tinsley Croco Embossed Patent Leather Tall Riding Boots
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Johnston & MurphyWomen's Tinsley Croco Embossed Patent Leather Tall Riding Boots

Permanently Reduced
Orig. $328.00
Now $114.80
Only size 8 available
Women's Rein Leather Western BootsWomen's Rein Leather Western Boots
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Justin BootsWomen's Rein Leather Western Boots

$174.95
Campus 14L Tall Leather Riding BootsCampus 14L Tall Leather Riding Boots
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FryeCampus 14L Tall Leather Riding Boots

$498.00
Full StarFull StarFull StarFull StarEmpty Star(577)
Women's Round Up Square Toe Leather Western BootsWomen's Round Up Square Toe Leather Western Boots
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AriatWomen's Round Up Square Toe Leather Western Boots

$189.95
Full StarFull StarFull StarFull StarHalf Star(215)
The Jolene Leather Mid Calf Western BootsThe Jolene Leather Mid Calf Western Boots
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TecovasThe Jolene Leather Mid Calf Western Boots

$395.00
Campus Low Heel Tall Riding BootsCampus Low Heel Tall Riding Boots
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FryeCampus Low Heel Tall Riding Boots

$478.00
Full StarFull StarFull StarFull StarHalf Star(6)
Men's Leather Canter Square Toe Western BootsMen's Leather Canter Square Toe Western Boots
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Justin BootsMen's Leather Canter Square Toe Western Boots

$169.95
Internet Exclusive
Samantha III Leather Waterproof Riding BootsSamantha III Leather Waterproof Riding Boots
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SofftSamantha III Leather Waterproof Riding Boots

$260.00
Only size 9 available
Women's Jillian Leather Tall Western BootsWomen's Jillian Leather Tall Western Boots
Quick View

Dan PostWomen's Jillian Leather Tall Western Boots

$229.95
Internet Exclusive
Full StarFull StarFull StarFull StarFull Star(1)
Campus 12R Tall Suede Riding BootsCampus 12R Tall Suede Riding Boots
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FryeCampus 12R Tall Suede Riding Boots

$498.00
Full StarFull StarFull StarFull StarHalf Star(41)
Everly Leather Tall Buckle Hardware Riding BootsEverly Leather Tall Buckle Hardware Riding Boots
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Kork-EaseEverly Leather Tall Buckle Hardware Riding Boots

Permanently Reduced
Orig. $320.00
Now $112.00
Women's 12" Western R Toe Leather BootsWomen's 12" Western R Toe Leather Boots
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Twisted XWomen's 12" Western R Toe Leather Boots

$229.99
Full StarFull StarFull StarFull StarFull Star(1)
Josephine Leather Tall Western BootsJosephine Leather Tall Western Boots
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Justin BootsJosephine Leather Tall Western Boots

$239.95
Internet Exclusive
Full StarFull StarFull StarFull StarFull Star(1)
Rock N' Rebel Leather Studded Tall Western BootsRock N' Rebel Leather Studded Tall Western Boots
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DingoRock N' Rebel Leather Studded Tall Western Boots

$199.95
Internet Exclusive
Only size 10 available
Men's Chet Cowhide Leather Western BootsMen's Chet Cowhide Leather Western Boots
Quick View

Justin BootsMen's Chet Cowhide Leather Western Boots

$174.95
Internet Exclusive
Women's Round Up Remuda Leather Western BootsWomen's Round Up Remuda Leather Western Boots
Quick View

AriatWomen's Round Up Remuda Leather Western Boots

$199.95
Full StarFull StarFull StarFull StarHalf Star(316)
Adria Leather Link Hardware Tall Riding BootsAdria Leather Link Hardware Tall Riding Boots
Quick View

Vince CamutoAdria Leather Link Hardware Tall Riding Boots

Permanently Reduced
Orig. $259.00
Now $90.65
Women's Shay Leather Western BootsWomen's Shay Leather Western Boots
Quick View

Justin BootsWomen's Shay Leather Western Boots

$279.95
Women's Circuit Rosewood Leather Western BootsWomen's Circuit Rosewood Leather Western Boots
Quick View

AriatWomen's Circuit Rosewood Leather Western Boots

$239.95
Full StarFull StarFull StarFull StarHalf Star(29)
Evelyn Leather Tall Western BootsEvelyn Leather Tall Western Boots
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Justin BootsEvelyn Leather Tall Western Boots

$254.95
Internet Exclusive
Women's Heritage Leather Mid Shaft Western BootsWomen's Heritage Leather Mid Shaft Western Boots
Quick View

AriatWomen's Heritage Leather Mid Shaft Western Boots

$189.95
Full StarFull StarFull StarFull StarHalf Star(86)
Women's Amaayah Hi Orleans Leather Riding BootsWomen's Amaayah Hi Orleans Leather Riding Boots
Quick View

Dr. MartensWomen's Amaayah Hi Orleans Leather Riding Boots

Permanently Reduced
Orig. $220.00
Now $149.99
Full StarFull StarFull StarFull StarEmpty Star(10)
Adria Suede Link Hardware Tall Riding BootsAdria Suede Link Hardware Tall Riding Boots
Quick View

Vince CamutoAdria Suede Link Hardware Tall Riding Boots

Permanently Reduced
Orig. $259.00
Now $90.65
Internet Exclusive
Only size 6, 5.5 available
Men's Renegade 13" Leather Western BootsMen's Renegade 13" Leather Western Boots
Quick View

Dan PostMen's Renegade 13" Leather Western Boots

$214.99
Internet Exclusive
Women's Peyton Bent Rail Leather Western BootsWomen's Peyton Bent Rail Leather Western Boots
Quick View

Justin BootsWomen's Peyton Bent Rail Leather Western Boots

$274.95
Internet Exclusive
The Annie Leather Tall Western BootsThe Annie Leather Tall Western Boots
Quick View

TecovasThe Annie Leather Tall Western Boots

$375.00
Women's Heritage R Toe Leather Western BootsWomen's Heritage R Toe Leather Western Boots
Quick View

AriatWomen's Heritage R Toe Leather Western Boots

$169.95
Full StarFull StarFull StarFull StarHalf Star(684)
Women's Heritage R Toe Leather Western BootsWomen's Heritage R Toe Leather Western Boots
Quick View

AriatWomen's Heritage R Toe Leather Western Boots

$169.95
Full StarFull StarFull StarFull StarHalf Star(687)
27 EDIT Edda Leather Tall Riding Boots27 EDIT Edda Leather Tall Riding Boots
Quick View

Naturalizer27 EDIT Edda Leather Tall Riding Boots

Permanently Reduced
Orig. $265.00
Now $69.99 - $92.75
Full StarFull StarHalf StarEmpty StarEmpty Star(13)
Women's Anistone Hi Biker Leather Mid Calf BootsWomen's Anistone Hi Biker Leather Mid Calf Boots
Quick View

Dr. MartensWomen's Anistone Hi Biker Leather Mid Calf Boots

$200.00
Full StarFull StarFull StarEmpty StarEmpty Star(1)
Men's Jeb 10" Western Roper Leather BootsMen's Jeb 10" Western Roper Leather Boots
Quick View

Justin BootsMen's Jeb 10" Western Roper Leather Boots

$189.95
Kilian H2O Waterproof Leather Buckle Hardware Tall Riding BootsKilian H2O Waterproof Leather Buckle Hardware Tall Riding Boots
Quick View

Dolce VitaKilian H2O Waterproof Leather Buckle Hardware Tall Riding Boots

Permanently Reduced
Orig. $275.00
Now $69.99
Internet Exclusive
Only size 6.5, 6 available
Full StarFull StarFull StarEmpty StarEmpty Star(3)
Men's Austin 11" Western BootsMen's Austin 11" Western Boots
Quick View

Justin BootsMen's Austin 11" Western Boots

$259.95
Internet Exclusive
Women's Leather 12R O-Ring Harness Hardware Square Toe Tall Moto BootsWomen's Leather 12R O-Ring Harness Hardware Square Toe Tall Moto Boots
Quick View

FryeWomen's Leather 12R O-Ring Harness Hardware Square Toe Tall Moto Boots

Save on Select Items
Orig. $498.00
Now $174.30 - $498.00
Full StarFull StarFull StarFull StarHalf Star(206)
Men's Jackson 10" Western Roper BootsMen's Jackson 10" Western Roper Boots
Quick View

Justin BootsMen's Jackson 10" Western Roper Boots

$204.95
Kilian H2O Waterproof Suede Buckle Hardware Tall Riding BootsKilian H2O Waterproof Suede Buckle Hardware Tall Riding Boots
Quick View

Dolce VitaKilian H2O Waterproof Suede Buckle Hardware Tall Riding Boots

Permanently Reduced
Orig. $275.00
Now $69.99
Full StarFull StarFull StarFull StarEmpty Star(6)
Men's Buck Western BootsMen's Buck Western Boots
Quick View

Justin BootsMen's Buck Western Boots

$249.95
Internet Exclusive
Men's Carsen 12" Western BootsMen's Carsen 12" Western Boots
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Justin BootsMen's Carsen 12" Western Boots

$234.95
Internet Exclusive
Only size 13 available
Men's Elmer Western BootsMen's Elmer Western Boots
Quick View

Justin BootsMen's Elmer Western Boots

$249.95
Men's Moseley 11" Full Quill Ostrich Western BootsMen's Moseley 11" Full Quill Ostrich Western Boots
Quick View

Justin BootsMen's Moseley 11" Full Quill Ostrich Western Boots

$489.95
Internet Exclusive
Men's 11" Drennan Western BootsMen's 11" Drennan Western Boots
Quick View

Justin BootsMen's 11" Drennan Western Boots

$259.95
Internet Exclusive
Kate Leather O-Ring Hardware Moto BootsKate Leather O-Ring Hardware Moto Boots
Quick View

FryeKate Leather O-Ring Hardware Moto Boots

$ 348.00 - $ 368.00
Full StarFull StarFull StarFull StarEmpty Star(18)
Men's Big News 11" Western BootsMen's Big News 11" Western Boots
Quick View

Justin BootsMen's Big News 11" Western Boots

$219.95
Internet Exclusive
Men's Austin II 11" Tall Bent Rail Western BootsMen's Austin II 11" Tall Bent Rail Western Boots
Quick View

Justin BootsMen's Austin II 11" Tall Bent Rail Western Boots

$249.95
Internet Exclusive
Full StarFull StarFull StarFull StarFull Star(1)
Men's Pascoe 13" Full Ostrich Quill Western BootsMen's Pascoe 13" Full Ostrich Quill Western Boots
Quick View

Justin BootsMen's Pascoe 13" Full Ostrich Quill Western Boots

$494.95
Internet Exclusive
Men's Jackpot 11" Pull On Western BootsMen's Jackpot 11" Pull On Western Boots
Quick View

Justin BootsMen's Jackpot 11" Pull On Western Boots

$219.95
Internet Exclusive
Men's Tobias 12" Leather Western BootsMen's Tobias 12" Leather Western Boots
Quick View

Justin BootsMen's Tobias 12" Leather Western Boots

$269.95
Internet Exclusive
Men's Alamo 11" Roughout BootsMen's Alamo 11" Roughout Boots
Quick View

Justin BootsMen's Alamo 11" Roughout Boots

$289.95
Internet Exclusive
Men's Braswell 10" Weather Roper BootsMen's Braswell 10" Weather Roper Boots
Quick View

Justin BootsMen's Braswell 10" Weather Roper Boots

$214.95
Justin Men's Poston 11" Western BootsJustin Men's Poston 11" Western Boots
Quick View

Justin BootsJustin Men's Poston 11" Western Boots

$284.95
Internet Exclusive
  • 66 Items

About Classic Riding Boots

Discover the timeless elegance of classic riding boots, designed to offer both style and functionality. These boots are crafted from high-quality materials, ensuring durability and comfort for all-day wear. With their sleek silhouettes and refined finishes, classic riding boots are perfect for equestrian enthusiasts and fashion-forward individuals alike.

Featuring a variety of heights and styles, these boots provide a secure fit and can easily transition from riding to casual outings. Whether paired with jeans, skirts, or riding attire, classic riding boots add a sophisticated touch to any ensemble.

What are classic riding boots?

  • Classic riding boots are tall, fitted boots traditionally worn for horseback riding. They are characterized by their sleek design, sturdy construction, and often feature a slight heel for added support and style.

Are classic riding boots suitable for everyday wear?

  • Yes, classic riding boots are versatile enough for everyday wear. Their elegant design makes them suitable for both casual and semi-formal occasions, allowing you to pair them with various outfits.

What materials are classic riding boots made from?

  • Classic riding boots are typically made from high-quality leather or suede, providing durability and a polished look. Some styles may also incorporate stretch materials for added comfort and flexibility.

How do I choose the right size for classic riding boots?

  • When selecting classic riding boots, it's essential to measure your foot and calf size accurately. Many brands offer sizing charts to help you find the perfect fit, ensuring comfort and support while wearing the boots.

Can classic riding boots be worn in different seasons?

  • Classic riding boots can be worn in various seasons, depending on the material. Leather boots are suitable for fall and winter, while suede options may be better for spring and early fall. Pairing them with appropriate socks or tights can enhance comfort in different weather conditions.

What outfits can I wear with classic riding boots?

  • Classic riding boots pair beautifully with a range of outfits, including fitted jeans, leggings, and skirts. They can also complement equestrian-inspired looks or be styled with casual sweaters and jackets for a chic, laid-back vibe.

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