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 - 319 of 319 results
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Ariat Sedona Distressed Brown Cowboy Boots
Ariat Sedona Distressed Brown Cowboy Boots
MSRP: $179.95
You Save: $26.99
Price: $152.96
Ariat Sedona Distressed Brown Cowboy Boots
Ariat Wildstock Weathered Cowboy Boots
Ariat Wildstock Weathered Cowboy Boots
MSRP: $264.95
You Save: $39.74
Price: $225.21
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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: $33.74
Price: $191.21
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: $27.74
Price: $157.21
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: $33.74
Price: $191.21
Ariat Quickdraw Brown Oiled Rowdy Cowboy Boots
Ariat Sierra Saddle Aged Bark Cowboy Boots
Ariat Sierra Saddle Aged Bark Cowboy Boots
MSRP: $174.95
You Save: $26.24
Price: $148.71
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: $24.74
Price: $140.21
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: $30.00
Price: $169.95
Tony Lama Java Conquistador Cowboy Boots
Tony Lama Kango Stallion Cowboy Boots
Tony Lama Kango Stallion Cowboy Boots
MSRP: $179.95
You Save: $34.00
Price: $145.95
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: $44.00
Price: $155.95
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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: $44.00
Price: $155.95
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: $30.00
Price: $152.95
Tony Lama Black Stallion Cowboy Boots
Justin Aged Bark Work Boots
Justin Aged Bark Work Boots
MSRP: $199.95
You Save: $20.00
Price: $179.95
Justin Aged Bark Work Boots
Justin Waxy Brown Work Boots
Justin Waxy Brown Men's Work Boots
MSRP: $134.95
You Save: $15.00
Price: $119.95
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Justin Waxy Brown Men's Work Boots
Justin Black Cow Cowboy Boots
Justin Black Cow Cowboy Boots
MSRP: $129.95
You Save: $10.00
Price: $119.95
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Justin Black Cow Cowboy Boots
Justin Crazy Cow Roper Boots
Justin Crazy Cow Roper Boots
MSRP: $94.95
You Save: $9.00
Price: $85.95
Justin Crazy Cow Roper Boots
Justin Brown Rawhide Cowgirl Boots
Justin Brown Rawhide Cowboy Boots with Saddle
MSRP: $185.95
You Save: $18.00
Price: $167.95
Justin Brown Rawhide Cowboy Boots with Saddle
Ariat Rambler Square Toe Moccasin Cowboy Boot
Ariat Rambler Square Toe Moccasin Cowboy Boot
MSRP: $169.95
You Save: $25.49
Price: $144.46
Ariat Rambler Square Toe Moccasin Cowboy Boot
Ariat Rambler Square Toe Earth Cowboy Boot
MSRP: $169.95
You Save: $25.49
Price: $144.46
Ariat Rambler Square Toe Earth Cowboy Boot
Ariat Rambler Square Toe Black Deertan Cowboy Boot
MSRP: $169.95
You Save: $25.49
Price: $144.46
Ariat Rambler Square Toe Black Deertan Cowboy Boot
 Justin blue punchy Western Boots
Justin Stampede Punchy Blue Western Boots
MSRP: $169.50
You Save: $9.55
Price: $159.95
Justin Stampede Punchy Blue Western Boots
Justin Western Black Cowboy Boots
Justin Stampede Western Black Deercow Cowboy Boots
MSRP: $149.95
You Save: $10.00
Price: $139.95
Justin Stampede Western Black Deercow Cowboy Boots
justin round toe cowboy boots front
Justin Bent Rail Puma Round Toe Cowboy Boots
MSRP: $175.95
You Save: $10.00
Price: $165.95
Justin Bent Rail Puma Round Toe Cowboy Boots
Justin Brown Stampede Cowboy Boot
Justin Dark Brown Stampede Cattleman Cowboy Boot
MSRP: $154.95
You Save: $10.00
Price: $144.95
Justin Dark Brown Stampede Cattleman Cowboy Boot
Ariat Mesteno Western Bootss Front View
Ariat Mesteno Lime Western Boots
MSRP: $274.95
You Save: $41.24
Price: $233.71
Ariat Mesteno Lime Western Boots
Ariat Crossfire Black Cowboy Boots
Ariat Weathered Crossfire Black Cowboy Boots
MSRP: $244.95
You Save: $36.74
Price: $208.21
Ariat Weathered Crossfire Black Cowboy Boots
Ariat Tombstone Men's Black Cowboy Boots
Ariat Tombstone Men's Black Cowboy Boots
MSRP: $234.95
You Save: $35.24
Price: $199.71
Ariat Tombstone Men's Black Cowboy Boots
Ariat Quantum Crepe Cowboy Boots
Ariat Quantum Crepe Cowboy Boots
MSRP: $284.95
You Save: $42.74
Price: $242.21
Ariat Quantum Crepe Cowboy Boots
Justin Boots JMax Chocolate Work boots
Justin Boots JMax Pull-On Work Boots
MSRP: $209.95
You Save: $20.00
Price: $189.95
Justin Boots JMax Pull-On Work Boots
Justin JMax Work Boots
Justin JMax Chocolate or Tan Work Boots
MSRP: $184.95
You Save: $25.00
Price: $159.95
Justin JMax Chocolate or Tan Work Boots
Tony Lama TLX Performance Series Stockman Chocolate Tucson
Tony Lama TLX Performance Brown Stockman Cowboy Boots
MSRP: $193.65
You Save: $15.05
Price: $178.60
Tony Lama TLX Performance Brown Stockman Cowboy Boots
Tony Lama TLX Briar Pitstop Waterproof Work Boots
Tony Lama TLX Briar Pitstop Waterproof Work Boots
MSRP: $186.05
You Save: $15.05
Price: $171.00
Tony Lama TLX Briar Pitstop Waterproof Work Boots
Tony Lama 3R Collection Stockman Sorrel Cowboy Boots
Tony Lama 3R Collection Stockman Sorrel Cowboy Boots
MSRP: $187.00
You Save: $27.05
Price: $159.95
Tony Lama 3R Collection Stockman Sorrel Cowboy Boots
Tony Lama Men’s Tan Crazy Horse Waterproof Steel Toe Work Boots
Tony Lama Men’s Tan Crazy Horse Waterproof Steel Toe Work Boots
MSRP: $204.10
You Save: $15.05
Price: $189.05
Tony Lama Men’s Tan Crazy Horse Waterproof Steel Toe Work Boots
Tony Lama Men’s Natural Retan Cowboy Boots
Tony Lama Men’s Natural Retan Cowboy Boots
MSRP: $244.95
You Save: $15.05
Price: $229.90
Tony Lama Men’s Natural Retan Cowboy Boots
Tony Lama Black Stockman Cowboy Boots
Tony Lama Black Stockman Cowboy Boots
MSRP: $257.30
You Save: $15.05
Price: $242.25
Tony Lama Black Stockman Cowboy Boots
Tony Lama Stockman Chocolate Brown Cowboy Boots
Tony Lama Stockman Chocolate Brown Cowboy Boots
MSRP: $261.10
You Save: $15.05
Price: $246.05
Tony Lama Stockman Chocolate Brown Cowboy Boots
Justin Brown Sorrel Cowboy Boot
Justin Stampede Western Sorrel Apache Cowboy Boot
MSRP: $159.95
You Save: $20.00
Price: $139.95
Justin Stampede Western Sorrel Apache Cowboy Boot
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