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 161 - 200 of 313 results
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Laredo Men's Black Hawk Cowboy Boots
Laredo Men's Black Hawk Cowboy Boots
MSRP: $134.95
You Save: $6.75
Price: $128.20
Laredo Men's Black Hawk Cowboy Boots
Laredo Men's Burnished Gold Hawk Cowboy Boots
Laredo Men's Burnished Gold Hawk Cowboy Boots
MSRP: $134.95
You Save: $6.75
Price: $128.20
Laredo Men's Burnished Gold Hawk Cowboy Boots
Laredo Men's Black McComb Trucker Cowboy Boots
Laredo Men's Black McComb Trucker Cowboy Boots
MSRP: $129.95
You Save: $6.50
Price: $123.45
Laredo Men's Black McComb Trucker Cowboy Boots
Laredo Men's Black Cherry London Cowboy Boots
Laredo Men's Black Cherry London Cowboy Boots
MSRP: $114.95
You Save: $5.75
Price: $109.20
Laredo Men's Black Cherry London Cowboy Boots
Laredo Men's Vintage Tan Piomosa Cowboy Boots
Laredo Men's Vintage Tan Piomosa Cowboy Boots
MSRP: $154.95
You Save: $7.75
Price: $147.20
Laredo Men's Vintage Tan Piomosa Cowboy Boots
Laredo Men's Sleek Black London Cowboy Boots
Laredo Men's Sleek Black London Cowboy Boots
MSRP: $109.95
You Save: $5.50
Price: $104.45
Laredo Men's Sleek Black London Cowboy Boots
Laredo Men's Copper Kettle Paris Trucker Cowboy Boots
Laredo Men's Copper Kettle Paris Trucker Cowboy Boots
MSRP: $114.95
You Save: $5.75
Price: $109.20
Laredo Men's Copper Kettle Paris Trucker Cowboy Boots
Laredo Men's Distressed Sullivan Waterproof Work Boots
Laredo Men's Distressed Sullivan Waterproof Work Boots
MSRP: $139.95
You Save: $7.00
Price: $132.95
Laredo Men's Distressed Sullivan Waterproof Work Boots
Laredo Men's Black Paris Trucker Cowboy Boots
Laredo Men's Black Paris Trucker Cowboy Boots
MSRP: $109.95
You Save: $5.50
Price: $104.45
Laredo Men's Black Paris Trucker Cowboy Boots
Laredo Men's Tan Distressed Paris Trucker Cowboy Boots
Laredo Men's Tan Distressed Paris Trucker Cowboy Boots
MSRP: $109.95
You Save: $5.50
Price: $104.45
Laredo Men's Tan Distressed Paris Trucker Cowboy Boots
Ariat Men's Ranchero Weathered Buckskin Blue Cowboy Boots
Ariat Men's Ranchero Weathered Buckskin Blue Cowboy Boots
MSRP: $274.95
You Save: $22.00
Price: $252.95
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Ariat Men's Ranchero Weathered Buckskin Blue Cowboy Boots
Ariat Men's Tombstone Weathered Chestnut Cowboy Boots
Ariat Men's Tombstone Weathered Chestnut Cowboy Boots
MSRP: $234.95
You Save: $18.80
Price: $216.15
Ariat Men's Tombstone Weathered Chestnut Cowboy Boots
Ariat Men's Crossfire Weathered Brown Cowboy Boots
Ariat Men's Crossfire Weathered Brown Cowboy Boots
MSRP: $244.95
You Save: $19.60
Price: $225.35
Ariat Men's Crossfire Weathered Brown Cowboy Boots
Ariat Men's Heritage Reinsman Earth Gate Brown Cowboy Boots
Ariat Men's Heritage Reinsman Earth Gate Brown Cowboy Boots
MSRP: $199.95
You Save: $16.00
Price: $183.95
Ariat Men's Heritage Reinsman Earth Gate Brown Cowboy Boots
Ariat Men's Heritage Reinsman Black / Maroon Brush Off Cowboy Boots
Ariat Men's Heritage Reinsman Black / Maroon Brush Off Cowboy Boots
MSRP: $199.95
You Save: $16.00
Price: $183.95
Ariat Men's Heritage Reinsman Black / Maroon Brush Off Cowboy Boots
Ariat Men's Heritage Crepe Earth Cowboy Boots
Ariat Men's Heritage Crepe Earth Cowboy Boots
MSRP: $199.95
You Save: $16.00
Price: $183.95
Ariat Men's Heritage Crepe Earth Cowboy Boots
Ariat Men's Heritage Distressed Brown Roughstock Cowboy Boots
Ariat Men's Heritage Distressed Brown Roughstock Cowboy Boots
MSRP: $199.95
You Save: $16.00
Price: $183.95
Ariat Men's Heritage Distressed Brown Roughstock Cowboy Boots
Ariat Men's Chico Brown Dark Bark Outlaw Cowboy Boots
Ariat Men's Chico Brown Dark Bark Outlaw Cowboy Boots
MSRP: $274.95
You Save: $22.00
Price: $252.95
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Ariat Men's Chico Brown Dark Bark Outlaw Cowboy Boots
Tony Lama Men's Dark Pecan Rowdy Bison Cowboy Boots
Tony Lama Men's Dark Pecan Rowdy Bison Cowboy Boots
MSRP: $239.95
You Save: $23.99
Price: $215.96
Tony Lama Men's Dark Pecan Rowdy Bison Cowboy Boots
Tony Lama Men's Briar Grizzly Cowboy Work Boots - Composition Toe
Tony Lama Men's Briar Grizzly Cowboy Work Boots - Composition Toe
MSRP: $179.95
You Save: $17.99
Price: $161.96
Tony Lama Men's Briar Grizzly Cowboy Work Boots - Composition Toe
Tony Lama Men's 11
Tony Lama Men's 11" Sienna Grizzly Cowboy Boots - Steel Toe
MSRP: $154.95
You Save: $15.49
Price: $139.46
Tony Lama Men's 11" Sienna Grizzly Cowboy Boots - Steel Toe
Tony Lama Men's Oak Crazy Horse Cowboy Boots
Tony Lama Men's Oak Crazy Horse Cowboy Boots
MSRP: $134.95
You Save: $13.49
Price: $121.46
Tony Lama Men's Oak Crazy Horse Cowboy Boots
Tony Lama Mens 11
Tony Lama Mens 11" Briar Grizzly Cowboy Boots
MSRP: $134.95
You Save: $13.49
Price: $121.46
Tony Lama Mens 11" Briar Grizzly Cowboy Boots
Tony Lama Men's Tan Cheyenne Buffalo Cowboy Work Boots - Steel Toe
Tony Lama Men's Tan Cheyenne Buffalo Cowboy Work Boots - Steel Toe
MSRP: $154.95
You Save: $15.49
Price: $139.46
Tony Lama Men's Tan Cheyenne Buffalo Cowboy Work Boots - Steel Toe
Tony Lama Men's Antique Brown Montana Cowboy Work Boots - Steel Toe
Tony Lama Men's Antique Brown Montana Cowboy Work Boots - Steel Toe
MSRP: $189.95
You Save: $18.99
Price: $170.96
Tony Lama Men's Antique Brown Montana Cowboy Work Boots - Steel Toe
Tony Lama Men's Tan Cheyenne Work Boots - Steel Toe
MSRP: $189.95
You Save: $18.99
Price: $170.96
Tony Lama Men's Tan Cheyenne Work Boots - Steel Toe
Tony Lama Men's Tan Cheyenne Cowboy Work Boots
Tony Lama Men's Tan Cheyenne Cowboy Work Boots
MSRP: $199.95
You Save: $19.99
Price: $179.96
Tony Lama Men's Tan Cheyenne Cowboy Work Boots
Justin Men's Distressed Tan Jaguar Waterproof Work Boots
Justin Men's Distressed Tan Jaguar Waterproof Work Boots
MSRP: $124.95
You Save: $12.49
Price: $112.46
Justin Men's Distressed Tan Jaguar Waterproof Work Boots
Justin Men's Pebbled Copper Kettle Waterproof Work Boots
Justin Men's Pebbled Copper Kettle Waterproof Work Boots
MSRP: $119.95
You Save: $11.99
Price: $107.96
Justin Men's Pebbled Copper Kettle Waterproof Work Boots
Dingo Men's Minnesota Black Deertan Cowboy Boots
Dingo Men's Minnesota Black Deertan Cowboy Boots
MSRP: $139.95
You Save: $7.00
Price: $132.95
Dingo Men's Minnesota Black Deertan Cowboy Boots
Dingo Men's Minnesota Briar Deertan Cowboy Boots
Dingo Men's Minnesota Briar Deertan Cowboy Boots
MSRP: $139.95
You Save: $7.00
Price: $132.95
Dingo Men's Minnesota Briar Deertan Cowboy Boots
Dingo Men's Suiter Concho Harness Cowboy Boots
Dingo Men's Suiter Concho Harness Cowboy Boots
MSRP: $134.95
You Save: $6.75
Price: $128.20
Dingo Men's Suiter Concho Harness Cowboy Boots
Dingo Men's Rev-Up Side Zip Harness Motorcycle Boots
Dingo Men's Rev-Up Side Zip Harness Motorcycle Boots
MSRP: $129.95
You Save: $6.50
Price: $123.45
Dingo Men's Rev-Up Side Zip Harness Motorcycle Boots
Dingo Men's Jay Mahogany Harness Motorcycle Boots
Dingo Men's Jay Mahogany Harness Motorcycle Boots
MSRP: $139.95
You Save: $7.00
Price: $132.95
Dingo Men's Jay Mahogany Harness Motorcycle Boots
Dingo Men's Brussels Golden Condor Slouch Cowboy Boots
Dingo Men's Brussels Golden Condor Slouch Cowboy Boots
MSRP: $149.95
You Save: $7.50
Price: $142.45
Dingo Men's Brussels Golden Condor Slouch Cowboy Boots
Dingo Men's Amsterdam Black Slouch Cowboy Boots
Dingo Men's Amsterdam Black Slouch Cowboy Boots
MSRP: $119.95
You Save: $6.00
Price: $113.95
Dingo Men's Amsterdam Black Slouch Cowboy Boots
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: $7.00
Price: $132.95
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: $7.25
Price: $137.70
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: $7.00
Price: $132.95
Dingo Men's Black Harness Work Motorcycle Boots
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