Waterproof Walking Boots

Explore Durable Walking Boots for Every Countryside Adventure

At Cherry Tree Country Clothing, we stock a carefully selected range of country walking boots, leather walking boots, and waterproof outdoor boots for men and women. Whether you're tackling rugged hills or strolling scenic footpaths, our boots combine comfort, performance, and traditional country style. Discover trusted brands like Grisport, Hoggs of Fife, and more.

Men’s Walking Boots - Choose from lightweight options for gentle walks to heavy-duty durable hiking boots with reinforced soles and waterproof linings. Features include Vibram soles, breathable linings, padded collars, and shock-absorbing midsoles—keeping your feet supported mile after mile.

Women’s Walking Boots - Stylish, supportive, and ready for action—our women’s walking boots are designed for dog walking, woodland trails, and everything in between. With breathable waterproof membranes, cushioned footbeds, and ankle support, these boots offer excellent grip and flexibility. Ideal for wet ground, uneven paths, and year-round use, our outdoor boots deliver both function and flair.

Vibram Walking Boots - Known for their outstanding grip and durability, Vibram walking boots are a go-to choice for serious walkers. With slip-resistant soles and rugged tread patterns, they help you stay confident on muddy, stony, or steep terrain.

Waterproof & Breathable Walking Boots - Stay dry in all weathers with our waterproof walking boots. Designed with breathable membranes and robust outer materials, these boots are perfect for tackling damp fields, wet trails, and unpredictable UK weather—all while keeping your feet cool and comfortable.

Why Choose Our Outdoor Boots?

All-Day Comfort – From memory foam insoles to moisture-wicking linings, our boots are made for both long-distance hikes and short dog walks.

Waterproof & Breathable – Enjoy dry feet without overheating thanks to our waterproof boots with breathable technology.

Built to Last – Crafted with premium leather, rugged soles, and tough stitching, our durable hiking boots stand up to year-round wear.

Versatile Styles – Whether you prefer a classic leather walking boot or a modern technical design, we have something for every walker.

Choosing the Right Country Walking Boots

Picking the perfect pair depends on your terrain, walking style, and specific needs. For steep hills, try a high-cut boot for better ankle support. For casual countryside strolls or dog walking, a lightweight low-cut design might suit better. We also stock wide-fit walking boots and options for common foot conditions like plantar fasciitis and tendonitis.

Need help choosing? Explore our detailed guides, including advice on the best walking boots for plantar fasciitis, or reach out to our expert team.

Explore our full collection today and enjoy free delivery on qualifying orders.

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