01.
Best Sellers
Romeo Slip On Boots for Men
Romeo Boots combine the rugged durability of work boots with the polished style of Chelsea boots, making them ready for job sites.
Hunting Insulated Waterproof Boots
These insulated waterproof hunting boots are built for harsh weather, rugged terrain, and long hours outdoors.
Rubber Neoprene Slip-On Outdoor Boots
Built for the outdoors, these RedHead boots offer lasting comfort, strong traction, and waterproof protection.
Insulated Waterproof Hunting Boots
These Redhead Bone Dry Big Horn 9″ Camo Hunting Boots feature an oil-resistant rubber outsole, a camo-wrapped EVA midsole, and a toe cap tough enough to take on briars.
Brown Leather Cowboy Western Boots
These insulated waterproof hunting boots are built for harsh weather, rugged terrain, and long hours outdoors.
Rubber Neoprene Slip-On Outdoor Boots
Built for the outdoors, these RedHead boots offer lasting comfort, strong traction, and waterproof protection.
50+
Years on Market
3+
Seasons Lasted
500
Miles of Wear
4.7/5
Average Rate
02.
Work Warriors
Hunting Boots
Work Boots
Western Boots
03.
Born to Stand Out
Redhead Boots started with a simple observation: why should boots be boring? Founded in a converted garage workshop in Portland, we make boots for people who’d rather turn heads than blend in. Each pair is crafted for those who know that confidence isn’t just an attitude—it’s what you lace up every morning.
We’re not here to reinvent the wheel, just to make damn good boots that last. Our founders spent years in traditional bootmaking before deciding the world needed something with more personality. Working with time-tested construction methods and carefully sourced leathers, we create boots that age like fine whiskey and tell better stories than most people at parties. Every stitch, every burnished edge, every hand-hammered rivet is there because it needs to be—not because it looks good in a catalog.
The name? It’s not just about the color. It’s about that rare breed of person who walks their own path, speaks their mind, and isn’t afraid to stand out in a crowd. Whether you’re stomping through city streets or kicking up dust on back roads, Redhead Boots are built for wherever your particular brand of rebellion takes you. Because life’s too short for boring footwear, and your boots should be as bold as you are.
04.
Stay in the Loop
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Built to Go With It
Thermal Hunting Socks
Camouflage Gloves
Boot Care Kit
05.
Questions, suggestions, or just want to say hello? Every message helps shape what comes next.
06.
Common Questions
The sizing chart provides measurements in both US and EU sizes. For the most accurate fit, measure both feet in the afternoon when they’re slightly swollen from daily activity. If between sizes, going up half a size is recommended, especially for thicker socks or orthotics.
Regular conditioning every 2-3 months helps preserve the leather’s natural oils and prevents cracking. Use a soft brush to remove dirt, apply leather conditioner with a clean cloth, and allow it to absorb overnight. For scuffs, a matching leather cream can restore the original color.
Most leather boots offer water resistance but aren’t fully waterproof unless specifically treated. Applying a waterproofing spray creates an additional protective barrier against moisture. For wet conditions, allow boots to dry naturally at room temperature—never near direct heat sources.
New leather boots usually require 80-100 hours of wear to fully conform to foot shape. Starting with short wearing sessions of 2-3 hours helps prevent blisters. Thick socks and leather conditioner can speed up the softening process.
Quality boots with Goodyear welt or Blake stitch construction can be resoled by a cobbler. This typically costs less than replacement and extends the life significantly. The upper leather often outlasts several sole replacements with proper care.
Merino wool or wool-blend socks provide cushioning, moisture management, and temperature regulation. Cotton socks tend to retain moisture and may cause discomfort. Mid-weight cushioned socks offer the best balance of comfort and fit for all-day wear.