Cowboy Boots

Which Cowboy Boots Are Right For You?

Nothing is more versatile than a pair of cowboy boots. With so many choices in color, leather, shaft and heel height, insole technology and outsole design and material it is no longer necessary to choose between style and function when it comes to boots. Today's bootmakers like Ariat, Justin and Tony Lama are masters at combining the traditional style of cowboy boots with today's technology to produce boots that both look and feel great. There's a reason cowboy boots have remained popular for over a hundred years – they are comfortable, durable and practical as well as being a classic style that never looks dated. Whether you are looking for a pair of boots to wear out on the road or out on the ranch, under jeans or under a suit, you will find the perfect style here at Head West Outfitters. Our great brands have even extended their knowledge to the world of workboots to provide excellent quality lace up, pull on, steel and regular toe boots to suit any working man's needs. Whether they ride bulls, horses, or motorcycles, drive a truck, an SUV or even a Prius, more and more men are choosing the comfort and durability of cowboy boots over any other footwear.

Displaying products 281 - 320 of 348 results
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Anderson Bean Rust Lava Men's Cowboy Boots
Anderson Bean Rust Lava Men's Cowboy Boots
MSRP: $404.95
You Save: $20.25
Price: $384.70
Anderson Bean Rust Lava Men's Cowboy Boots
Anderson Bean FQ Ostrich Bone Mad Cat Cowboy Boots
Anderson Bean FQ Ostrich Bone Mad Cat Cowboy Boots
MSRP: $584.95
You Save: $29.25
Price: $555.70
Anderson Bean FQ Ostrich Bone Mad Cat Cowboy Boots
Anderson Bean Blue Tan Burnished Crazyhorse Cowboy Boots
Anderson Bean Blue Tan Burnished Crazyhorse Cowboy Boots
MSRP: $514.95
You Save: $25.75
Price: $489.20
Anderson Bean Blue Tan Burnished Crazyhorse Cowboy Boots
Anderson Bean Coffee Bison Lime Cowboy Boots
Anderson Bean Coffee Bison Lime Cowboy Boots
MSRP: $549.95
You Save: $27.50
Price: $522.45
Anderson Bean Coffee Bison Lime Cowboy Boots
Anderson Bean Chocolate Caiman Mad Cat Cowboy Boots
Anderson Bean Chocolate Caiman Mad Cat Cowboy Boots
MSRP: $629.95
You Save: $31.50
Price: $598.45
Anderson Bean Chocolate Caiman Mad Cat Cowboy Boots
anderson bean black horsepower cowboy boots
Anderson Bean HorsePower Cognac Mohawk Black Cowboy Boots
MSRP: $209.95
You Save: $10.50
Price: $199.45
Anderson Bean HorsePower Cognac Mohawk Black Cowboy Boots
Anderson Bean Brown Croc Western Boots
Anderson Bean Brown Croc Western Boots
MSRP: $244.95
You Save: $12.25
Price: $232.70
Anderson Bean Brown Croc Western Boots
Anderson Bean Black Red Western Boots
Anderson Bean Black Croc Red Rocksteer Western Boots
MSRP: $244.95
You Save: $12.25
Price: $232.70
Anderson Bean Black Croc Red Rocksteer Western Boots
Anderson Bean Moka Nasty Brown Cowboy Boots
Anderson Bean Moka Nasty Brown Cowboy Boots
MSRP: $229.95
You Save: $11.50
Price: $218.45
Anderson Bean Moka Nasty Brown Cowboy Boots
anderson bean turquoise patchwork cowboy boots
Anderson Bean Angry Bird Turquoise Patchwork Cowboy Boots
MSRP: $259.95
You Save: $13.00
Price: $246.95
Anderson Bean Angry Bird Turquoise Patchwork Cowboy Boots
Anderson Bean blue aspen cowboy boots
Anderson Bean Tan and Blue Aspen Cowboy Boots
MSRP: $209.95
You Save: $10.50
Price: $199.45
Anderson Bean Tan and Blue Aspen Cowboy Boots
Anderson Bean Toast Bison Pink Dodder Glove Cowboy Boots
Anderson Bean Toast Bison Pink Dodder Glove Cowboy Boots
MSRP: $209.95
You Save: $83.98
Price: $125.97
Anderson Bean Toast Bison Pink Dodder Glove Cowboy Boots
Anderson Bean Toast Bison Citrus Glove Cowboy Boots
Anderson Bean Toast Bison Citrus Glove Cowboy Boots
MSRP: $209.95
You Save: $10.50
Price: $199.45
Anderson Bean Toast Bison Citrus Glove Cowboy Boots
Anderson Bean Texas A&M  Cowboy Boots
Anderson Bean Toast Bison With Texas A&M Logo Cowboy Boots
MSRP: $244.95
You Save: $12.25
Price: $232.70
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Anderson Bean Toast Bison With Texas A&M Logo Cowboy Boots
Anderson Bean Chocolate Horse Western Boots
Anderson Bean Chocolate Horse Western Boots
MSRP: $209.95
You Save: $10.50
Price: $199.45
Anderson Bean Chocolate Horse Western Boots
Anderson Bean Insane Turquoise Patchwork Western Boots
Anderson Bean Insane Turquoise Patchwork Western Boots
MSRP: $244.95
You Save: $12.25
Price: $232.70
Anderson Bean Insane Turquoise Patchwork Western Boots
Anderson Bean Horse Power Bison Copper Cow Western Boots
Anderson Bean Horse Power Bison Copper Cow Western Boots
MSRP: $209.95
You Save: $10.50
Price: $199.45
Anderson Bean Horse Power Bison Copper Cow Western Boots
Anderson Bean Crazy Train Patchwork Cowboy Boots
Anderson Bean Crazy Train Patchwork Cowboy Boots
MSRP: $244.95
You Save: $12.25
Price: $232.70
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Anderson Bean Crazy Train Patchwork Cowboy Boots
Anderson Bean Rocking Red Thunder Western Boots
Anderson Bean Rocking Red Thunder Western Boots
MSRP: $399.95
You Save: $20.00
Price: $379.95
Anderson Bean Rocking Red Thunder Western Boots
Anderson Bean Briar Blue Jean Western Boots
Anderson Bean Briar Blue Jean Western Boots
MSRP: $399.95
You Save: $20.00
Price: $379.95
Anderson Bean Briar Blue Jean Western Boots
Anderson Bean Chocolate Caiman Belly Cowboy Boots
Anderson Bean Chocolate Caiman Belly Cowboy Boots
MSRP: $629.95
You Save: $31.50
Price: $598.45
Anderson Bean Chocolate Caiman Belly Cowboy Boots
Anderson Bean Rum Brown FQ Ostrich Exotic Cowboy Boots
Anderson Bean Rum Brown FQ Ostrich Exotic Cowboy Boots
MSRP: $609.95
You Save: $30.50
Price: $579.45
Anderson Bean Rum Brown FQ Ostrich Exotic Cowboy Boots
Anderson Bean Black FQ Ostrich Cowboy Boots
Anderson Bean Black FQ Ostrich Cowboy Boots
MSRP: $609.95
You Save: $30.50
Price: $579.45
Anderson Bean Black FQ Ostrich Cowboy Boots
Anderson Bean Terra Vintage Elephant Cowboy Boots
Anderson Bean Terra Vintage Elephant Cowboy Boots
MSRP: $529.95
You Save: $26.50
Price: $503.45
Anderson Bean Terra Vintage Elephant Cowboy Boots
Anderson Bean Briar Cowboy Boots
Anderson Bean Briar Cowboy Boots
MSRP: $359.95
You Save: $18.00
Price: $341.95
Anderson Bean Briar Cowboy Boots
Ariat Terrain Men’s Work Boots
Ariat Terrain Men’s Work Boots
MSRP: $119.95
You Save: $9.60
Price: $110.35
Ariat Terrain Men’s Work Boots
Ariat Sedona Distressed Brown Cowboy Boots
Ariat Sedona Distressed Brown Cowboy Boots
MSRP: $179.95
You Save: $14.40
Price: $165.55
Ariat Sedona Distressed Brown Cowboy Boots
Ariat Wildstock Weathered Cowboy Boots
Ariat Wildstock Weathered Cowboy Boots
MSRP: $264.95
You Save: $21.20
Price: $243.75
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Ariat Wildstock Weathered Cowboy Boots
Ariat Quickdraw 11’’ Tumbled Bark Western Boots
Ariat Quickdraw 11’’ Tumbled Bark Western Boots
MSRP: $224.95
You Save: $18.00
Price: $206.95
Ariat Quickdraw 11’’ Tumbled Bark Western Boots
Ariat Heritage Western R Toe Cowboy Boots
Ariat Heritage Western R Toe Cowboy Boots
MSRP: $184.95
You Save: $14.80
Price: $170.15
Ariat Heritage Western R Toe Cowboy Boots
Ariat Quickdraw Brown Oiled Rowdy Cowboy Boots
Ariat Quickdraw Brown Oiled Rowdy Cowboy Boots
MSRP: $224.95
You Save: $18.00
Price: $206.95
Ariat Quickdraw Brown Oiled Rowdy Cowboy Boots
Ariat Men's WorkHog Square Work Boot
Ariat Men's WorkHog Square Work Boot
MSRP: $194.95
You Save: $15.60
Price: $179.35
Ariat Men's WorkHog Square Work Boot
Ariat WorkHog Aged Bark Cowboy Boots
Ariat WorkHog Pull-On Aged Bark Cowboy Boots
MSRP: $194.95
You Save: $15.60
Price: $179.35
Ariat WorkHog Pull-On Aged Bark Cowboy Boots
Ariat Sierra Saddle Aged Bark Cowboy Boots
Ariat Sierra Saddle Aged Bark Cowboy Boots
MSRP: $174.95
You Save: $14.00
Price: $160.95
Ariat Sierra Saddle Aged Bark Cowboy Boots
Ariat Sierra Aged Bark Men's Steel Toe Work Boot
Ariat Sierra Aged Bark Men's Steel Toe Work Boot
MSRP: $164.95
You Save: $13.20
Price: $151.75
Ariat Sierra Aged Bark Men's Steel Toe Work Boot
Tony Lama Java Conquistador Cowboy Boots
Tony Lama Java Conquistador Cowboy Boots
MSRP: $199.95
You Save: $19.99
Price: $179.96
Tony Lama Java Conquistador Cowboy Boots
Tony Lama Kango Stallion Cowboy Boots
Tony Lama Kango Stallion Cowboy Boots
MSRP: $179.95
You Save: $17.99
Price: $161.96
Tony Lama Kango Stallion Cowboy Boots
Tony Lama Tan Cheyanne Waterproof Western Work Boots
Tony Lama Tan Cheyenne Waterproof Western Work Boots
MSRP: $199.95
You Save: $19.99
Price: $179.96
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Tony Lama Tan Cheyenne Waterproof Western Work Boots
Tony Lama Pitstop Waterproof Steel Toe Work Boots
Tony Lama Briar Pitstop Waterproof Steel Toe Work Boots
MSRP: $199.95
You Save: $19.99
Price: $179.96
Tony Lama Briar Pitstop Waterproof Steel Toe Work Boots
Tony Lama Black Stallion Cowboy Boots
Tony Lama Black Stallion Cowboy Boots
MSRP: $182.95
You Save: $18.29
Price: $164.66
Tony Lama Black Stallion Cowboy Boots
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