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 121 - 160 of 318 results
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John Deere 8
John Deere 8" Lacer Tan Soft Toe Work Boots
MSRP: $134.95
You Save: $15.00
Price: $119.95
John Deere 8" Lacer Tan Soft Toe Work Boots
John Deere 8
John Deere 8" Lacer Dark Brown Soft Toe Work Boots
MSRP: $144.95
You Save: $20.00
Price: $124.95
John Deere 8" Lacer Dark Brown Soft Toe Work Boots
John Deere 6
John Deere 6" Lacer Tan Steel Toe Work Boots
MSRP: $139.95
You Save: $15.00
Price: $124.95
John Deere 6" Lacer Tan Steel Toe Work Boots
John Deere 6
John Deere 6" Lacer Dark Brown Steel Toe Work Boots
MSRP: $139.95
You Save: $15.00
Price: $124.95
John Deere 6" Lacer Dark Brown Steel Toe Work Boots
John Deere 6
John Deere 6" Tan Soft Toe Achilles Guard Work Boots
MSRP: $134.95
You Save: $20.00
Price: $114.95
John Deere 6" Tan Soft Toe Achilles Guard Work Boots
John Deere 6
John Deere 6" Dark Brown Lacer Soft Toe Western Work Boots
MSRP: $134.95
You Save: $15.00
Price: $119.95
John Deere 6" Dark Brown Lacer Soft Toe Western Work Boots
John Deere Met Guard Broad Square Steel Toe Work Boots
John Deere Met Guard Broad Square Steel Toe Work Boots
MSRP: $209.95
You Save: $20.00
Price: $189.95
John Deere Met Guard Broad Square Steel Toe Work Boots
John Deere Mossy Oak Waterproof Composite Toe Work Boots
John Deere Mossy Oak Waterproof Composite Toe Work Boots
MSRP: $189.95
You Save: $35.00
Price: $154.95
John Deere Mossy Oak Waterproof Composite Toe Work Boots
John Deere 8
John Deere 8" Flame Resistant Met Guard Work Boots
MSRP: $184.95
You Save: $30.00
Price: $154.95
John Deere 8" Flame Resistant Met Guard Work Boots
John Deere 6
John Deere 6" Flame Resistant Met Guard Work Boots
MSRP: $174.95
You Save: $30.00
Price: $144.95
John Deere 6" Flame Resistant Met Guard Work Boots
John Deere Flame Resistant Met Guard Leather Work Boots
John Deere Flame Resistant Met Guard Leather Work Boots
MSRP: $179.95
You Save: $20.00
Price: $159.95
John Deere Flame Resistant Met Guard Leather Work Boots
John Deere 11
John Deere 11" Steel Toe Tan Leather Western Work Boots
MSRP: $149.95
You Save: $20.00
Price: $129.95
John Deere 11" Steel Toe Tan Leather Western Work Boots
John Deere 11
John Deere 11" Soft Toe Tan Leather Western Work Boots
MSRP: $139.95
You Save: $10.00
Price: $129.95
John Deere 11" Soft Toe Tan Leather Western Work Boots
Tin Haul Men's Viva Las Vegas Cowboy Boots
Tin Haul Men's Viva Las Vegas Cowboy Boots
MSRP: $339.95
You Save: $30.00
Price: $309.95
Tin Haul Men's Viva Las Vegas Cowboy Boots
Tin Haul Men's Toastin A Narly Shark Cowboy Boots
Tin Haul Men's Toastin A Narly Shark Cowboy Boots
MSRP: $339.95
You Save: $30.00
Price: $309.95
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Tin Haul Men's Toastin A Narly Shark Cowboy Boots
Tin Haul Men's Gorilla World And Check Cowboy Boots
Tin Haul Men's Gorilla World And Check Cowboy Boots
MSRP: $339.95
You Save: $32.00
Price: $307.95
Tin Haul Men's Gorilla World And Check Cowboy Boots
Tin Haul Men's Metalic Checkerboard Cowboy Boots
Tin Haul Men's Metalic Checkerboard Cowboy Boots
MSRP: $339.95
You Save: $32.00
Price: $307.95
Tin Haul Men's Metalic Checkerboard Cowboy Boots
Tin Haul Men's Star Stitch Cowboy Boots
Tin Haul Men's Star Stitch Cowboy Boots
MSRP: $339.95
You Save: $30.00
Price: $309.95
Tin Haul Men's Star Stitch Cowboy Boots
Tin Haul Men's Green Clover Cowboy Boots
Tin Haul Men's Green Clover Cowboy Boots
MSRP: $339.95
You Save: $32.00
Price: $307.95
Tin Haul Men's Green Clover Cowboy Boots
Tin Haul Men's Tiger Cowboy Boots
Tin Haul Men's Tiger Cowboy Boots
MSRP: $339.95
You Save: $30.00
Price: $309.95
Tin Haul Men's Tiger Cowboy Boots
Tin Haul Men's Rockstar Cowboy Boots
Tin Haul Men's Rockstar Cowboy Boots
MSRP: $339.95
You Save: $28.00
Price: $311.95
Tin Haul Men's Rockstar Cowboy Boots
Tin Haul Men's BW Boom Cowboy Boots
Tin Haul Men's BW Boom Cowboy Boots
MSRP: $339.95
You Save: $32.00
Price: $307.95
Tin Haul Men's BW Boom Cowboy Boots
Tin Haul Men's Lucky 7 Cowboy Boots
MSRP: $349.95
You Save: $30.00
Price: $319.95
Tin Haul Men's Lucky 7 Cowboy Boots
Tin Haul Men's Checkboard King Cowboy Boots
Tin Haul Men's Checkboard King Cowboy Boots
MSRP: $339.95
You Save: $32.00
Price: $307.95
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Tin Haul Men's Checkboard King Cowboy Boots
Tin Haul Men's X-Ray Cowboy Boots
Tin Haul Men's X-Ray Cowboy Boots
MSRP: $339.95
You Save: $30.00
Price: $309.95
Tin Haul Men's X-Ray Cowboy Boots
Tin Haul Men's Stink Eye Cowboy Boots
Tin Haul Men's Stink Eye Cowboy Boots
MSRP: $356.95
You Save: $31.00
Price: $325.95
Tin Haul Men's Stink Eye Cowboy Boots
Tin Haul Men's Holey Stitch N Tiger Cowboy Boots
Tin Haul Men's Holey Stitch N Tiger Cowboy Boots
MSRP: $339.95
You Save: $32.00
Price: $307.95
Tin Haul Men's Holey Stitch N Tiger Cowboy Boots
Tin Haul Mens Million Little Holes Cowboy Boots
Tin Haul Men's Million Little Holes Cowboy Boots
MSRP: $339.95
You Save: $32.00
Price: $307.95
Tin Haul Men's Million Little Holes Cowboy Boots
Tin Haul Men's Bolt N Betty Cowboy Boots
Tin Haul Men's Bolt N Betty Cowboy Boots
MSRP: $339.95
You Save: $32.00
Price: $307.95
Tin Haul Men's Bolt N Betty Cowboy Boots
Tin Haul Men's Mudflap Girl Retread Cowboy Boots
Tin Haul Men's Mudflap Girl Retread Cowboy Boots
MSRP: $339.95
You Save: $32.00
Price: $307.95
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Tin Haul Men's Mudflap Girl Retread Cowboy Boots
Tin Haul Men's Skull and Crossglow Cowboy Boots
Tin Haul Men's Skull and Crossglow Cowboy Boots
MSRP: $339.95
You Save: $30.00
Price: $309.95
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Tin Haul Men's Skull and Crossglow Cowboy Boots
Tin Haul Men's Brown Lucky U Cowboy Boots
Tin Haul Men's Brown Lucky U Cowboy Boots
MSRP: $339.95
You Save: $32.00
Price: $307.95
Tin Haul Men's Brown Lucky U Cowboy Boots
Tin Haul Men's Brown Tagged Cowboy Boots
Tin Haul Men's Brown Tagged Cowboy Boots
MSRP: $339.95
You Save: $32.00
Price: $307.95
Tin Haul Men's Brown Tagged Cowboy Boots
Tin Haul Men's Mo Money Cowboy Boots
MSRP: $339.95
You Save: $32.00
Price: $307.95
Tin Haul Men's Mo Money Cowboy Boots
Laredo Men's Long Haul Black Zipper Ankle Boots
Laredo Men's Long Haul Black Zipper Ankle Boots
MSRP: $119.95
You Save: $15.00
Price: $104.95
Laredo Men's Long Haul Black Zipper Ankle Boots
Laredo Men's Black Tallahassee Harness Cowboy Boots
Laredo Men's Black Tallahassee Harness Cowboy Boots
MSRP: $134.95
You Save: $15.00
Price: $119.95
Laredo Men's Black Tallahassee Harness Cowboy Boots
Laredo Men's Cowboy Approved Lodi Stockman Cowboy Boots
Laredo Men's Cowboy Approved Lodi Stockman Cowboy Boots
MSRP: $139.95
You Save: $15.00
Price: $124.95
Laredo Men's Cowboy Approved Lodi Stockman Cowboy Boots
Laredo Men's Black Deertan Jacksonville Cowboy Boots
Laredo Men's Black Deertan Jacksonville Cowboy Boots
MSRP: $139.95
You Save: $15.00
Price: $124.95
Laredo Men's Black Deertan Jacksonville Cowboy Boots
Laredo Men's Tan Distressed London Cowboy Boots
Laredo Men's Tan Distressed London Cowboy Boots
MSRP: $109.95
You Save: $10.00
Price: $99.95
Laredo Men's Tan Distressed London Cowboy Boots
Laredo Men's Flagstaff Lizard Print Cowboy Boots
Laredo Men's Flagstaff Lizard Print Cowboy Boots
MSRP: $129.95
You Save: $15.00
Price: $114.95
Laredo Men's Flagstaff Lizard Print Cowboy Boots
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