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 41 - 80 of 319 results
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Tin Haul Men’s Brown Crest Cowboy Boots
MSRP: $346.95
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Tin Haul Men’s Brown Crest Cowboy Boots
Ariat-Men's-Heritage-Stockman-Black-Deertan-Black-Cowboy-Boots
Ariat Men's Heritage Stockman Black Deertan Black Cowboy Boots
MSRP: $184.95
You Save: $27.74
Price: $157.21
Ariat Men's Heritage Stockman Black Deertan Black Cowboy Boots
on sale
Ariat-Men's-Rambler-Work-Earth-and-Bone-Cowboy-Boots
Ariat Men's Rambler Work Earth and Bone Cowboy Boots
MSRP: $189.95
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SALE PRICE: Starting at $153.39
Ariat Men's Rambler Work Earth and Bone Cowboy Boots
Justin Men's Corona Black Western Cowboy Boots
Justin Men's Corona Black Western Cowboy Boots
MSRP: $189.95
You Save: $19.00
SALE PRICE: $170.95
Justin Men's Corona Black Western Cowboy Boots
on sale
 Ariat Men's Turnback Men's Sq Toe Cowboy Boot Front
Ariat Men's Turnback Men's Sq Toe Cowboy Boot
MSRP: $274.95
You Save: $52.93
SALE PRICE: $222.02
Ariat Men's Turnback Men's Sq Toe Cowboy Boot
Tin Haul Men’s Pool Hall Cowboy Boots
Tin Haul Men’s Pool Hall Cowboy Boots
MSRP: $339.95
You Save: $50.99
Price: $288.96
Tin Haul Men’s Pool Hall Cowboy Boots
Justin Men's Crazy Cow Roper Cowboy Boots
Justin Men's Crazy Cow Roper Cowboy Boots
MSRP: $129.95
You Save: $10.00
Price: $119.95
Justin Men's Crazy Cow Roper Cowboy Boots
Justin Silver Men's Brown & Blue Cowboy Boots
Justin Silver Men's Brown & Blue Cowboy Boots
MSRP: $194.95
You Save: $20.00
Price: $174.95
Justin Silver Men's Brown & Blue Cowboy Boots
Justin-Silver-Men's-Tan-&-Green-Cowboy-Boots
Justin Silver Men's Tan & Green Cowboy Boots
MSRP: $194.95
You Save: $20.00
Price: $174.95
Justin Silver Men's Tan & Green Cowboy Boots
Justin-Silver-Men's-Whiskey-Buffalo-Saddle-Vamp-Cowboy-Boots
Justin Silver Men's Whiskey Buffalo Saddle Vamp Cowboy Boots
MSRP: $194.95
You Save: $20.00
Price: $174.95
Justin Silver Men's Whiskey Buffalo Saddle Vamp Cowboy Boots
Justin-Silver-Men's-Tan-Saddle-Vamp-Cowboy-Boots
Justin Silver Men's Tan Saddle Vamp Cowboy Boots
MSRP: $194.95
You Save: $20.00
Price: $174.95
Justin Silver Men's Tan Saddle Vamp Cowboy Boots
Justin Silver Men's Tan Cowboy Boots
Justin Silver Men's Tan Cowboy Boots
MSRP: $194.95
You Save: $20.00
Price: $174.95
Justin Silver Men's Tan Cowboy Boots
Justin Silver Men's Rugged Tan Cowboy Boots
Justin Silver Men's Rugged Tan Cowboy Boots
MSRP: $194.95
You Save: $20.00
Price: $174.95
Justin Silver Men's Rugged Tan Cowboy Boots
Justin Stampede Cattleman Men's Chocolate Cowboy Boots
Justin Stampede Cattleman Men's Brown Cowboy Boots
MSRP: $169.95
You Save: $15.00
Price: $154.95
Justin Stampede Cattleman Men's Brown Cowboy Boots
Ariat Men's Mecate Cowboy Boots
Ariat Men's Mecate Cowboy Boots
MSRP: $274.95
You Save: $27.49
Price: $247.46
Ariat Men's Mecate Cowboy Boots
Ariat Men's Workhog Trek 6
Ariat Men's Workhog Trek 6" H20 Work Boots
MSRP: $189.95
You Save: $18.99
Price: $170.96
Ariat Men's Workhog Trek 6" H20 Work Boots
Ariat Men's Workhog Cowboy Boots - Steel Toe
Ariat Men's Workhog Cowboy Boots - Steel Toe
MSRP: $219.95
You Save: $21.99
Price: $197.96
Ariat Men's Workhog Cowboy Boots - Steel Toe
Ariat Men's Hermosa XR 8
Ariat Men's Hermosa XR 8" Western Boot - Steel Toe
MSRP: $204.95
You Save: $20.49
Price: $184.46
Ariat Men's Hermosa XR 8" Western Boot - Steel Toe
Ariat Men's Spot Hog Western Boot
Ariat Men's Spot Hog Western Boot
MSRP: $119.95
You Save: $11.99
Price: $107.96
Ariat Men's Spot Hog Western Boot
Ariat Men's Holbrook Shoe Boot
Ariat Men's Holbrook Shoe Boot
MSRP: $119.95
You Save: $11.99
Price: $107.96
Ariat Men's Holbrook Shoe Boot
Ariat Men's Rambler Cowboy Boots
Ariat Men's Rambler Cowboy Boots
MSRP: $179.95
You Save: $17.99
Price: $161.96
Ariat Men's Rambler Cowboy Boots
Ariat Men's Heritage Western Cowboy Boots
Ariat Men's Heritage Western Cowboy Boots
MSRP: $189.95
You Save: $18.99
Price: $170.96
Ariat Men's Heritage Western Cowboy Boots
Ariat Men's Brown Big City Cowboy Boots
Ariat Men's Brown Big City Cowboy Boots
MSRP: $189.95
You Save: $18.99
Price: $170.96
Ariat Men's Brown Big City Cowboy Boots
Ariat Men's Brown Rawhide Cowboy Boots
Ariat Men's Brown Rawhide Cowboy Boots
MSRP: $239.95
You Save: $23.99
Price: $215.96
Ariat Men's Brown Rawhide Cowboy Boots
Ariat Men's Heritage Roughstock Cowboy Boots
Ariat Men's Heritage Roughstock Cowboy Boots
MSRP: $229.95
You Save: $22.99
Price: $206.96
Ariat Men's Heritage Roughstock Cowboy Boots
Ariat Men's Black Sweetwater Cowboy Boots
Ariat Men's Black Sweetwater Cowboy Boots
MSRP: $234.95
You Save: $23.49
Price: $211.46
Ariat Men's Black Sweetwater Cowboy Boots
Ariat Men's Clay Wildstock Cowboy Boots
Ariat Men's Clay Wildstock Cowboy Boots
MSRP: $264.95
You Save: $26.49
Price: $238.46
Ariat Men's Clay Wildstock Cowboy Boots
Ariat Men's Nighthawk Cowboy Boots
Ariat Men's Nighthawk Cowboy Boots
MSRP: $279.95
You Save: $27.99
Price: $251.96
Ariat Men's Nighthawk Cowboy Boots
Ariat Men's Brown Elephant Print Cowboy Boots
Ariat Men's Brown Elephant Print Cowboy Boots
MSRP: $234.95
You Save: $23.49
Price: $211.46
Ariat Men's Brown Elephant Print Cowboy Boots
Justin Men's 6
Justin Men's 6" Lace-up Work Boots - Safety Toe
MSRP: $134.95
You Save: $10.00
Price: $124.95
Justin Men's 6" Lace-up Work Boots - Safety Toe
Justin Men's Brown Lace-up Casual Boots
Justin Men's Brown Lace-up Casual Boots
MSRP: $119.95
You Save: $15.00
Price: $104.95
Justin Men's Brown Lace-up Casual Boots
Corral-Boots-Men's-Dark-Grey-Shaded-Classic-Cowboy-Boots
Corral Boots Men's Dark Grey Shaded Classic Cowboy Boots
MSRP: $264.95
You Save: $26.49
Price: $238.46
Corral Boots Men's Dark Grey Shaded Classic Cowboy Boots
Corral-Boots-Men's-Tan-Shaded-Classic-Cowboy-Boots
Corral Boots Men's Tan Shaded Classic Cowboy Boots
MSRP: $264.95
You Save: $26.49
Price: $238.46
Corral Boots Men's Tan Shaded Classic Cowboy Boots
Corral Men's Brown Caiman Cowboy Boots
MSRP: $474.95
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SALE PRICE: Starting at $406.09
Corral Men's Brown Caiman Cowboy Boots
on sale
Tony-Lama-Men's-Bark-Lakota-Cowboy-Boots
Tony Lama Men's Bark Lakota Cowboy Boots
MSRP: $249.95
You Save: $50.00
Price: $199.95
Tony Lama Men's Bark Lakota Cowboy Boots
Justin-AQHA-Q-Crepe-Men's-Cowboy-Boots
Justin AQHA Q-Crepe Men's Cowboy Boots
MSRP: $239.95
You Save: $20.00
Price: $219.95
Justin AQHA Q-Crepe Men's Cowboy Boots
Justin Men's Mahogany Harness Gore-Tex Logger Workboots
MSRP: $229.95
You Save: $20.00
Price: $209.95
Justin Men's Mahogany Harness Gore-Tex Logger Workboots
John-Deere-8-Steel-Toe-Dark-Brown-Metatarsal-Guard-Work-Boots
John Deere 8" Steel Toe Dark Brown Metatarsal Guard Work Boots
MSRP: $169.95
You Save: $10.00
Price: $159.95
John Deere 8" Steel Toe Dark Brown Metatarsal Guard Work Boots
John-Deere-6-Waterproof-Steel-Toe-Work-Boots
John Deere 6" Waterproof Steel Toe Work Boots
MSRP: $179.95
You Save: $15.00
Price: $164.95
John Deere 6" Waterproof Steel Toe Work Boots
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