Waterproof Walking Boots

At Cherry Tree Country Clothing, we stock a handpicked range of high-quality hiking boots, leather walking boots, and waterproof boots for both men and women—from trusted brands such as Grisport, Hoggs of Fife, and more.

Men’s Walking Boots - Our men’s walking boots are built for the unpredictable British weather and challenging terrain. From lightweight designs for casual countryside rambles to heavy-duty leather boots with rugged soles and waterproof linings, we’ve got your next walk covered. Features such as Vibram soles, breathable linings, padded collars, and shock-absorbing midsoles ensure your feet stay supported mile after mile.

Women’s Walking Boots - Comfort, style, and performance—our women’s walking boots blend all three. Whether you're dog walking, hill climbing, or navigating muddy trails, you’ll find options with waterproof membranes, ankle support, and flexible outsoles. Our boots are designed to move with you, offering excellent grip and stability on wet, rocky, or uneven ground.

Vibram Walking Boots - Vibram is trusted by many outdoor brands for its extra durability and fantastic grip. Shop our collection to keep you moving for longer

Why Choose Our Walking Boots?

• All-day Comfort – With memory foam insoles, moisture-wicking linings, and cushioned footbeds, our boots are designed for long treks and short strolls alike.

• Waterproof & Breathable – Rain or shine, keep your feet dry with waterproof walking boots that still allow airflow to prevent overheating.

• Built to Last – High-grade leather, reinforced stitching, and durable soles make our boots perfect for year-round walking and hiking.

• Versatile Styles – Whether you prefer a traditional leather look or a modern, technical boot, we have something to suit your outdoor lifestyle.

Finding the right walking footwear depends on your activity, terrain, and fit. Need ankle support for steep climbs? Opt for a high-cut boot. After something lightweight for dog walking? Explore our flexible, low cut dog walking boots. We also stock wide-fit walking boots and styles suited for conditions like plantar fasciitis and tendonitis.

For guidance on making the best choice, explore our resources on topics like the best walking boots for plantar fasciitis, ensuring you find boots that cater to specific needs.

Need help? Browse our in-depth guides or get in touch with our friendly team for expert advice.

Don’t forget to pair your boots with the right accessories: gaiters for mud and grit, merino hiking socks for extra cushioning, and waterproof treatments to keep your boots in top condition. You’ll also find walking boot bags, replacement insoles, and laces in our accessories range.

From weekend walks to challenging hikes, our walking boots are made to go the distance. Browse our full collection today and enjoy free delivery on qualifying orders. Trusted by outdoor enthusiasts, farmers, dog walkers and countryside walkers across the UK.