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 201 - 240 of 320 results
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Dingo Men's Jay Gaucho Nutty Mule Harness Motorcycle Boots
Dingo Men's Jay Gaucho Nutty Mule Harness Motorcycle Boots
MSRP: $139.95
You Save: $20.00
Price: $119.95
Dingo Men's Jay Gaucho Nutty Mule Harness Motorcycle Boots
Dingo Men's Chopper Black Eagle Harness Motorcycle Boots
Dingo Men's Chopper Black Eagle Harness Motorcycle Boots
MSRP: $144.95
You Save: $25.00
Price: $119.95
Dingo Men's Chopper Black Eagle Harness Motorcycle Boots
Dingo Men's Black Harness Work Motorcycle Boots
Dingo Men's Black Harness Work Motorcycle Boots
MSRP: $139.95
You Save: $20.00
Price: $119.95
Dingo Men's Black Harness Work Motorcycle Boots
Justin Men's 10
Justin Men's 10" Wyoming Waterproof Work Boots
MSRP: $154.95
You Save: $25.00
Price: $129.95
Justin Men's 10" Wyoming Waterproof Work Boots
Justin Men's 10
Justin Men's 10" Tan Premium Work Boots
MSRP: $119.95
You Save: $20.00
Price: $99.95
Justin Men's 10" Tan Premium Work Boots
Justin Men's 10
Justin Men's 10" Tan Premium Steel Toe Work Boots
MSRP: $119.95
You Save: $15.00
Price: $104.95
Justin Men's 10" Tan Premium Steel Toe Work Boots
Justin Men's Tan Arizona Cowhide Cowboy Boots - Square Toe
Justin Men's Tan Arizona Cowhide Cowboy Boots - Square Toe
MSRP: $224.95
You Save: $25.00
Price: $199.95
Justin Men's Tan Arizona Cowhide Cowboy Boots - Square Toe
Justin Stampede Men's Rugged Tan Square Toe Work Boots
Justin Stampede Men's Rugged Tan Square Toe Work Boots
MSRP: $119.95
You Save: $10.00
Price: $109.95
Justin Stampede Men's Rugged Tan Square Toe Work Boots
Justin Men's Real Tree Camo Waterproof Work Boots
Justin Men's Real Tree Camo Waterproof Work Boots
MSRP: $154.95
You Save: $15.00
Price: $139.95
Justin Men's Real Tree Camo Waterproof Work Boots
Justin Men's 8
Justin Men's 8" Aged Bark Gore-Tex Work Boots
MSRP: $259.95
You Save: $45.00
Price: $214.95
Justin Men's 8" Aged Bark Gore-Tex Work Boots
Anderson Bean Men's Horse Power Tagerine Hotdog Cowboy Boots
Anderson Bean Men's Horse Power Tagerine Hotdog Cowboy Boots
MSRP: $229.95
You Save: $20.00
Price: $209.95
Anderson Bean Men's Horse Power Tagerine Hotdog Cowboy Boots
Anderson Bean Men's Horse Power Black Glove Cowboy Boots
Anderson Bean Men's Horse Power Black Glove Cowboy Boots
MSRP: $229.95
You Save: $20.00
Price: $209.95
Anderson Bean Men's Horse Power Black Glove Cowboy Boots
Rios of Mercedes Men's 13
Rios of Mercedes Men's 13" Chocolate Belly Crocodile Exotic Cowboy Boots
MSRP: $1,469.95
You Save: $140.00
Price: $1,329.95
Rios of Mercedes Men's 13" Chocolate Belly Crocodile Exotic Cowboy Boots
Rios of Mercedes Men's Tan Nicotine FQ Ostrich Cowboy Boots
Rios of Mercedes Men's Tan Nicotine FQ Ostrich Cowboy Boots
MSRP: $1,009.95
You Save: $327.48
Price: $682.47
Rios of Mercedes Men's Tan Nicotine FQ Ostrich Cowboy Boots
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Rios of Mercedes Men's Red Chocolate Buffed Bison Cowboy Boots
Rios of Mercedes Men's Red Chocolate Buffed Bison Cowboy Boots
MSRP: $669.95
You Save: $60.00
Price: $609.95
Rios of Mercedes Men's Red Chocolate Buffed Bison Cowboy Boots
Rios of Mercedes Men's Safari Patchwork Cowboy Boots
Rios of Mercedes Men's Safari Patchwork Cowboy Boots
MSRP: $494.95
You Save: $45.00
Price: $449.95
Rios of Mercedes Men's Safari Patchwork Cowboy Boots
Rios of Mercedes Men's Black SM Ostrich Cowboy Boots
MSRP: $514.95
You Save: $50.00
Price: $464.95
Rios of Mercedes Men's Black SM Ostrich Cowboy Boots
Rios of Mercedes Men's Black FQ Ostrich Cowboy Boots
Rios of Mercedes Men's Black FQ Ostrich Cowboy Boots
MSRP: $754.95
You Save: $70.00
Price: $684.95
Rios of Mercedes Men's Black FQ Ostrich Cowboy Boots
Rios of Mercedes Men's Rust Crazy Horse Cowboy Boots
Rios of Mercedes Men's Rust Crazy Horse Cowboy Boots
MSRP: $514.95
You Save: $50.00
Price: $464.95
Rios of Mercedes Men's Rust Crazy Horse Cowboy Boots
Dan Post Men's Birmingham Chocolate Caiman Cowboy Boots
Dan Post Men's Birmingham Chocolate Caiman Cowboy Boots
MSRP: $474.95
You Save: $45.00
Price: $429.95
Dan Post Men's Birmingham Chocolate Caiman Cowboy Boots
Dan Post Men's Black Cherry Milwaukee Cowboy Boots
Dan Post Men's Black Cherry Milwaukee Cowboy Boots
MSRP: $199.95
You Save: $20.00
Price: $179.95
Dan Post Men's Black Cherry Milwaukee Cowboy Boots
Dan Post Men's Black Deertan Phoenix Cowboy Boots
Dan Post Men's Black Deertan Phoenix Cowboy Boots
MSRP: $249.95
You Save: $25.00
Price: $224.95
Dan Post Men's Black Deertan Phoenix Cowboy Boots
Dan Post Men's Omaha Python Snake Cowboy Boots
Dan Post Men's Omaha Python Snake Cowboy Boots
MSRP: $339.95
You Save: $35.00
Price: $304.95
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Dan Post Men's Omaha Python Snake Cowboy Boots
Dan Post Men's Sidewinder Cowboy Boots
Dan Post Men's Sidewinder Cowboy Boots
MSRP: $279.95
You Save: $25.00
Price: $254.95
Dan Post Men's Sidewinder Cowboy Boots
Dan Post Men's Albuquerque Waterproof Steel Toe Cowboy Boots
Dan Post Men's Albuquerque Waterproof Steel Toe Cowboy Boots
MSRP: $204.95
You Save: $20.00
Price: $184.95
Dan Post Men's Albuquerque Waterproof Steel Toe Cowboy Boots
Dan Post Men's Raleigh Antique Teju Lizard Cowboy Boots
Dan Post Men's Raleigh Antique Teju Lizard Cowboy Boots
MSRP: $369.95
You Save: $35.00
Price: $334.95
Dan Post Men's Raleigh Antique Teju Lizard Cowboy Boots
Dan Post Men's Distressed Nogales Waterproof Cowboy Boots
Dan Post Men's Distressed Nogales Waterproof Cowboy Boots
MSRP: $224.95
You Save: $25.00
Price: $199.95
Dan Post Men's Distressed Nogales Waterproof Cowboy Boots
Dan Post Men's Sand Mad Cat Franklin Stockman Cowboy Boots
Dan Post Men's Sand Mad Cat Franklin Stockman Cowboy Boots
MSRP: $254.95
You Save: $25.00
Price: $229.95
Dan Post Men's Sand Mad Cat Franklin Stockman Cowboy Boots
Dan Post Men's Caiman Denver Stockman Cowboy Boots
Dan Post Men's Caiman Denver Stockman Cowboy Boots
MSRP: $504.95
You Save: $45.00
Price: $459.95
Dan Post Men's Caiman Denver Stockman Cowboy Boots
Dan Post Men's Tan Mignon Corona Milwaukee Cowboy Boots
Dan Post Men's Antique Tan Milwaukee Cowboy Boots
MSRP: $199.95
You Save: $20.00
Price: $179.95
Dan Post Men's Antique Tan Milwaukee Cowboy Boots
Dan Post Men's Black Mignon Corona Milwaukee Cowboy Boots
Dan Post Men's Black Mignon Corona Milwaukee Cowboy Boots
MSRP: $199.95
You Save: $20.00
Price: $179.95
Dan Post Men's Black Mignon Corona Milwaukee Cowboy Boots
Dan Post Men's Albuquerque Waterproof Cowboy Boots
Dan Post Men's Albuquerque Waterproof Cowboy Boots
MSRP: $199.95
You Save: $20.00
Price: $179.95
Dan Post Men's Albuquerque Waterproof Cowboy Boots
Ariat Mens Quickdraw 11'' Black Deertan Cowboy Boots
Ariat Men's Quickdraw 11'' Black Deertan Cowboy Boots
MSRP: $224.95
You Save: $33.74
Price: $191.21
Ariat Men's Quickdraw 11'' Black Deertan Cowboy Boots
Ariat Legend Phoenix Cowboy Boots
Ariat Legend Phoenix Cowboy Boots
MSRP: $224.95
You Save: $33.74
Price: $191.21
Ariat Legend Phoenix Cowboy Boots
Ariat Quickdraw Elephant Print Cowboy Boots
Ariat Quickdraw Elephant Print Cowboy Boots
MSRP: $234.95
You Save: $35.24
Price: $199.71
Ariat Quickdraw Elephant Print Cowboy Boots
Ariat Heritage Earth Brown Square Toe Cowboy Boots
Ariat Heritage Earth Brown Square Toe Cowboy Boots
MSRP: $194.95
You Save: $29.24
Price: $165.71
Ariat Heritage Earth Brown Square Toe Cowboy Boots
Ariat Womens Brown Terrain Waterproof Boots
Ariat Men's Brown Terrain Waterproof Boots
MSRP: $139.95
You Save: $20.99
Price: $118.96
Ariat Men's Brown Terrain Waterproof Boots
Ariat Men's Heritage Stockman Tumbled Brown Cowboy Boots
Ariat Men's Heritage Stockman Tumbled Brown Cowboy Boots
MSRP: $184.95
You Save: $27.74
Price: $157.21
Ariat Men's Heritage Stockman Tumbled Brown Cowboy Boots
Ariat Men's Tombstone Black Cowboy Boots
Ariat Men's Tombstone Black / Black Cowboy Boots
MSRP: $234.95
You Save: $35.24
Price: $199.71
Ariat Men's Tombstone Black / Black Cowboy Boots
Ariat Men's Heritage Stockman Brown Cowboy Boots
Ariat Men's Heritage Stockman Brown Cowboy Boots
MSRP: $189.95
You Save: $28.49
Price: $161.46
Ariat Men's Heritage Stockman Brown Cowboy Boots
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