Isle of Wight Walks

Discover the best walks on the Isle of Wight with The Caledon Guest House. Explore scenic coastal trails, enchanting woodland paths, and picturesque countryside routes. Our curated selection of walks promises unforgettable adventures amidst the island's stunning landscapes. Plan your outdoor exploration with us and experience the natural beauty of the Isle of Wight firsthand

Our favourite walks

  • Scenic view of the Tennyson Trail, a picturesque walking route on the Isle of Wight, surrounded by lush greenery and rolling hills

    Tennyson Trail

    The Tennyson Trail offers a picturesque walking experience on the Isle of Wight, spanning approximately 14 miles from Carisbrooke Castle to the iconic Needles landmark. Named after the renowned poet Alfred Lord Tennyson, who once resided on the island, this trail winds through lush countryside, along coastal cliffs, and past historic sites. With breathtaking views of the English Channel and the island's stunning landscapes, the Tennyson Trail is a must for nature lovers and outdoor enthusiasts alike

  • Scenic view of the Pepper Pot, a historic stone structure atop St. Catherine's Down on the Isle of Wight, surrounded by lush greenery.

    The Pepper Pot

    The Pepper Pot, a historic stone structure atop St. Catherine's Down on the Isle of Wight, offers stunning panoramic views of the surrounding countryside and coastline. Originally built as a lookout tower in the 19th century, it now serves as a popular landmark and viewpoint for visitors. Situated along the Tennyson Trail, this picturesque spot provides a perfect resting point for hikers and nature enthusiasts, allowing them to soak in the natural beauty of the island

  • Lush greenery and towering trees in Borthwood Copse, a tranquil woodland area on the Isle of Wight, UK

    Borthwood Copse

    Borthwood Copse, located on the Isle of Wight, is a serene woodland area renowned for its lush greenery and towering trees. This tranquil retreat offers a peaceful escape for nature lovers, with winding pathways perfect for leisurely strolls, bird and squirrel watching. Explore the enchanting beauty of Borthwood Copse and immerse yourself in the sights and sounds of the island's natural landscapes

  • iew of the Long Stone, a standing stone monument on the Isle of Wight, surrounded by grassy fields and distant hills

    The Long Stone

    Discover scenic beauty with a climb to Mottistone Gardens and Estate's Common on the Isle of Wight. Enjoy lush greenery, vibrant flora, and breathtaking views of the countryside and coastline. Whether you're walking or hiking, it's the perfect spot for outdoor exploration and relaxation

  • Panoramic view of Headon Warren, a scenic nature reserve on the Isle of Wight, offering stunning coastal vistas and lush greenery

    Headon Warren

    Explore the beauty of Headon Warren on the Isle of Wight with a scenic walk. Wander through lush woodlands, spot wildlife, and soak in stunning views of the coastline and countryside. Whether you're a seasoned hiker or just out for a leisurely stroll, Headon Warren offers a memorable outdoor adventure for all

  • Scenic view of Brook Bay, a picturesque beach on the Isle of Wight, with golden sands and wavey waters

    Brook & Compton Bays

    Take a stroll along the stunning shores of Brook Bay on the Isle of Wight. With golden sands, clear blue waters, and breathtaking views, it's the perfect spot for a relaxed coastal walk. Whether you're hunting for seashells, exploring the cliffs, or just enjoying the sea breeze, Brook Bay offers a refreshing escape by the sea.

  • Newtown Creek Isle of Wight

    Newtown Creek

    Newtown Creek, tucked away on the Isle of Wight's northern coast, is a real gem for nature lovers and outdoor fans. It's like a peaceful hideaway, with calm waters perfect for exploring by kayak or just chilling by the shore. You'll spot loads of wildlife around, from birds to fish, and the surrounding marshes and woodlands are just beautiful. So, whether you fancy a paddle, a spot of birdwatching, or just a gentle stroll, Newtown Creek is the place to be for a blissful day in nature.