Isle of Wight

with Britain's leading walking holiday co-operative

Isle of Wight

with Britain's leading walking holiday co-operative

Isle of Wight

with Britain's leading walking holiday co-operative

WALKING HOLIDAYS ON THE ISLE OF WIGHT

The Isle of Wight has earned its Area of Outstanding Natural Beauty status. Dramatic chalk-white cliffs look out over footprint-free beaches, and fleets of sailing yachts scoot merrily through the blue-green waters of the Solent.

Inland, cattle and sheep graze lazily in the fields, while winding hedge-fringed roads lead to thatched-roof villages where time seems to have stood still. If the mild climate and scenery weren’t enough, Isle of Wight walking holidays offer paths for all experience levels, outdoor activities galore, and enough heritage to fill a history book.

And on an island that plays host to one of Britain’s biggest music events – the Isle of Wight Festival – you can expect plenty of entertainment in the pubs of pretty harbour towns like Cowes and Newport.

Extra Savings For Members

HF Holidays' Members save an additional £30pp on all UK holidays.
Not a member? Join today.

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What to see on the Isle of Wight

Walk the Tennyson Trail

The Needles are one of the Isle of Wight’s most eye-catching attractions. They also mark a stop on the Tennyson Trail – a route made famous for being adored by British poet laureate, Alfred Lord Tennyson.

From Tennyson Monument you can take in views that – on a clear day – encompass the entirety of the island. A stroll over the windswept grassy meadows of Tennyson Down provide a welcome break for tired legs, and the wooded sections of the Tennyson Trail are one of the best places in England to see native red squirrels. 

History & Culture

The Isle of Wight music festival isn’t the only thing that makes itself heard here – the island’s history and heritage sing loud, too. Dinosaur fossils, battle-worn castles, summer palaces, ancient megalithic monuments, and a secret past as a base for Britain’s space programme – the island squeezes a lot into its small size.

Where to stay on the Isle of Wight

HF Country House: Freshwater Bay House

Freshwater Bay House commands one of the best positions on the Isle of Wight, overlooking Freshwater Bay and sitting at the foot of the Tennyson Down. It's in the heart of the island's area of outstanding natural beauty and its history dates back to 1799.

With 43 guest rooms, three lounges, a licensed bay, a restaurant with sea-views, a putting green, path leading down to the beach and outdoor heated pool (open May to September), it's the perfect place to relax. Find out more

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HF Members Price Pledge

HF Members can book with confidence knowing that they will always pay the lowest price. Secure your first choice of holiday, and if the cost drops after you book, we will now automatically refund the difference.

† †Excludes self-guided holidays, group & travel agent bookings.

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Trusted British co-operative

We are proud to be Britain’s only walking holiday co-operative. Led by almost 40,000 members, offering hundreds of holidays across the UK and overseas, with all surplus being reinvested back into our Society.

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Flexible choice of guided walks

Experienced volunteer HF Leaders guide every walk at our UK country houses, offering up to three daily options. Making it easy to find a holiday to suit your ability, and with the flexibility to switch grades each walking day.

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Book early with confidence

Become an HF Member to benefit from our Price Pledge. Secure your first choice of holiday early, and if the cost drops after you book, we will automatically refund the difference (exc. travel agent & group bookings).

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Book with confidence

If the flights we have organised are cancelled or changed, we’ll do everything we can to find alternative transport, with minimal disruption to your holiday

If we cancel your holiday, we honour all refund requests 

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Travel with confidence

We know that peace of mind is priceless, so we’ll always go above and beyond to meet – and exceed – expectations

If the flights we have organised are cancelled or changed, we’ll do everything we can to find alternative transport, with minimal disruption to your holiday

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HF Holidays

A British heritage brand with 111 years of experience

Offering a choice of over 260 itineraries in nearly 40 countries

Run as a co-operative with 40,000-plus members

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