Isle of Wight Walking Festival

The multi-award winning Isle of Wight Walking Festival will take place on our island during Spring and Autumn 2025. 

The Spring Walking Festival will take place from Saturday 10th May to Sunday 18th May 2025 and the Autumn Walking Festival will be from Saturday 4th October to Sunday 12th October 2025. Once again local and passionate Walk Leaders will share with you their favourite seasonal routes, special viewpoints and hidden gems. There will be lots of walks for every ability - there’s something on offer for everyone.

Plenty on offer

Walking festivals are a great way to enjoy the great outdoors and see parts of our island you can only explore by foot. Whether you enjoy a light stroll, are looking for your next heart-racing challenge or simply after a new destination to discover, take inspiration from the locals’ sharing their favourite routes. 

Find your perfect guided tour

Whether you enjoy a stroll along the flat with a pit-stop at the pub, a jaunt through the countryside with your four-legged friend or like to test your mettle against leg burning inclines (of which our island has many), the Isle of Wight Walking Festival offers something for everyone. 

History and heritage walks on the Isle of Wight

Back by popular demand, Tim Wander offers a unique opportunity to discover the history of Northwood House. The Lost Crypt history walk offers tales of Ryde’s founding families.

Themed walks and trails on the Isle of Wight

Sample half of The Robert Hooke Trail with an introduction to the life and career of the important scientist. Celebrating 175 years since Charles Dickens’ visit to the island, join a fascinating illustrated tour through Bonchurch with the Charles Dickens Trail.

Nature inspired walks on the Isle of Wight

Brading Roman Villa Nature Trail takes advantage of the wonderful location around the perimeter of the Brading Roman Villa, exploring the countryside, wildlife, wildflowers and grasses. Nature Zones is offering its popular Walking Talking Nature and Red Squirrel Valley Trails, showcasing the natural beauty surrounding a 10-acre nature reserve and beyond. 

New walks for Spring 2025

Bring your four-legged friend on a dog walk along the coast from Tennyson Down to The Needles. Enjoy an Evening Escapade from Calbourne Mill passing through the village of Newbridge and taking in stunning views.  

Explore the Isle of Wight on foot

Over 50% of the Isle of Wight is recognised as an Isle of Wight National Landscape (formerly known as Area of Outstanding Natural Beauty) and is one of few places in the UK to gain UNESCO Biosphere Reserve status for its unspoiled landscape, clear waters and thriving wildlife and spectacular views. Add over 500 miles of well-maintained and signposted footpaths and you'll see why the Isle of Wight is the perfect place for a walking festival. 

Are you looking for a challenge? Why not join David, a member of the Ramblers and known for his long-distance walking to take part in a 24-hour non-stop round the island walk.

Free guided walks

The majority of the Isle of Wight Walking Festival walks are free or there is a small donation to charity or charge requested.  

Places to stay & refuel along the way

However long you’re planning to stay for your walking holiday on the Isle of Wight, we have the ideal accommodation. If you are looking for a bit of luxury to rest your weary feet at the end of the day, choose from one of our many stylish hotels or a home away from home B&Bs. 

Sleep under the stars at one of the Island’s many campsites, caravan parks, or even try something different and get close to nature by glamping. Search our accommodation page to find your perfect Isle of Wight accommodation.

Our island also offers plenty of great places to eat and drink. From pubs and restaurants to ice cream stalls and cafes serving tasty local produce, your only problem will be deciding where to stop along the way!

Come for the day or stay a while but once you are over, be sure to make time to explore and enjoy some of our island’s best rambles.

Exclusive Isle of Wight Festival offers

Check out our exclusive offers for travel to, from and around our island, along with a range of accommodation options available across our island.