3-Night Isle of Wight Self-Guided Walking Holiday

Freshwater Bay at Sundown
Duration: 3 nights
Type: Self-Guided Walking
Walking Grade: 1, 2 & 3
from £299pp £159pp

Stepping away from mainland England, enjoy more relaxed and peaceful walks in the Isle of Wight. Soak up the breath taking views as you stride out, invigorated by the sea air. The island boasts an 85-mile coastline filled with sandy beaches and dramatic white cliffs - the size of the island makes it an ideal week's walking and exploration. Once you're ready to return back from your self-guided walk, enjoy hearty local food in our 4-star country house which is superbly located beneath the chalk cliffs of Tennyson Down; geared to the needs of walkers and outdoor enthusiasts.

Holiday Highlights

  • Use our Discovery Point, stocked with maps and walks directions, for exploring the local area
  • Head out on any of our walks to discover the varied beauty of the Isle of Wight on foot
  • Admire panoramic views from dramatic cliff top coastal paths or along the lush Undercliff
  • Visit enchanting villages and beautiful unspoilt beaches. 
  • Look out for wildlife, find secret corners and learn about the Island's history 
  • Get some fresh air away from the hustle and bustle of the mainland 
  • Explore the island by bike
  • Visit Queen Victoria's Osborne House
  • Spend the day at the beach
  • Evenings in our country house where you share a drink and re-live the day’s adventures

What’s included

  • High quality en-suite accommodation in our Country House
  • Full board from dinner upon arrival to breakfast on departure day
  • Use of our comprehensive Discovery Point

Trip Notes

Trip notes are detailed, downloadable PDFs for each holiday.

Download Trip Notes

To make the most of your break use the Discovery Point at Freshwater Bay House - the starting point for your outdoor adventure.

You'll find our recommended walking and cycling routes - detailed route notes for you to borrow contain route maps, and information about the places of interest on the walk. There's also a comprehensive library of local maps and guidebooks.

Laid back walks

Enjoy some relaxed, peaceful walks along the coast, see some well-known landmarks or visit the quaint villages in the Isle of Wight.

Alum Bay to the Needles - 2 miles
Tennyson Monument - 3 miles
St Catherine's Down - 3 miles
Yarmouth to Freshwater Bay - 3 miles
Freshwater Bay to Yarmouth - 3 miles
Alum Bay to Freshwater Bay via the Needles - 3 miles

Leg stretcher walks 

Some longer walks on inland and coastal paths. Experience the true flavour of the island as you follow these varied routes.

Compton Bay - 5 miles
The Pepperpot & Gore Cliff - 5 miles
St Boniface Down - 5 miles
Compton Down - 7 miles
West Yar Valley - 7 miles
The Needles - 7 miles

Full on walks  

For those who love to stride out with some longer routes following the coastal path and inland trails.

Shorwell to Freshwater Bay - 8 miles
Shorwell to Freshwater Bay via the Coast - 10 miles
Tennyson Trail - 10 miles
West Wight Circuit - 12 miles
Brighstone and SW Coast - 13 miles
Wight's Highest Hills - 15 miles


Freshwater Bay House

Holidaying on the picturesque Isle of Wight doesn’t get any better than at Freshwater Bay House. Stood stop the island’s classic white cliffs and dominating the bay that it is named after, Freshwater Bay House has a gorgeous location. As well as 43 bedrooms, many decked out in blue and white printed wallpaper featuring foam-tipped waves breaking softly across the walls that act as a promise of the coastal scenery to come, there are three lounges and a friendly bar. Extensive gardens give on to the coast path, with a staircase that drops to the beach one way, while a path leads away across Tennyson Down towards the Needles in the other direction. If you’re experiencing some of the island’s plentiful sunshine (it averages around 2,000 hours a year), head to Alum Bay for coloured sands or Compton Bay for dinosaur footprints. Explore Carisbrooke Castle, stroll through Ventnor Botanic Gardens and keep an eye out for red squirrels in Borthwood Copse and America Wood.



Tea & coffee-making facilities, TV, Hairdryer, Toiletries, Wi-Fi

Stay in one of the main building’s bright, beautifully presented rooms, many that come with sea views. They’re mostly spacious and chic, styled to acknowledge the house’s nautical connections but with a modern twist of dove greys, clean whites and contemporary furniture. With 43 bedrooms, Freshwater Bay House has plenty of space and there’s a range of Good, Better and Best Rooms to choose from: Rooms 19 and 20 on the first floor come with spectacular sea views out over the English Channel; Rooms 18 and 22 are sumptuous corner rooms with expansive views over both the bay and Tennyson Downs. If it’s a room with a view you’re after, ask for Room 24, a superb, spacious corner space with five large windows all overlooking the gardens and bay, with its own private sitting room to relax in. Request Room 39 on the second floor and you’ll get an attractive corner room complete with a bath to soak in after a day of coastal walking.

All ‘Good’ rooms are ensuite and furnished to a high standard. There are also several ‘Better’ and ‘Best’ Rooms that are either larger or have a desirable view, a more luxurious mattress, larger television, enhanced toiletries and a fluffy bathrobe & slippers – upgrade your stay for just an extra £15-20 per person per night. You can choose a specific room for an extra £30 per room, subject to availability. Upgrade supplements still apply.


Free Wi-Fi, boot room and drying room, extensive garden, outdoor swimming pool, multi-purpose activity room, lounges, library and board games to borrow

After a day walking on the coast, come back to the house and its specially tailored walkers’ facilities. Relax by sitting in the extensive gardens or challenge a fellow guest to a game of croquet. If you’re visiting with children, turn them loose in the outdoor playground area or watch them splash in the large heated alfresco pool – there’s seating with sea views for you to enjoy a drink in too on a hot English summer’s day. For something less strenuous, snag a comfy chair in one of the three cosy lounges to read a book, play a board game or just hideaway; there’s a grand piano in one if you’re feeling musical. Head to the bar before dinner to perch on a tall stool with a perfect gin and tonic made with the Isle of Wight’s very own Mermaids Gin and a chance to catch up with your companions.

Food & Drink

As at all our country houses, holidays are full board, from afternoon tea served as a welcome treat through that evening’s meal to a hearty breakfast on the day of departure. Lunch is a chance to stock up on our famous picnic snacks. Food at Freshwater Bay House is hearty and has a strong emphasis on ingredients from the area and seasonal produce. Once a week the light-filled dining room hosts a Local Food Night, when, over a sociable evening, you might try a five-course feast of local flavours.

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Getting to Freshwater Bay House

Find out more about this location including travel details and room types.

More Information

Guest Reviews

All holidays are subject to availability and prices are subject to change.
Non-member associate fee: £10 per person.

Holiday Prices

Date (Start - End) Version Price Status Trip Notes Book
14 Sep / 17 Sep 2019 Itinerary £319 £269 Save £50 Per Person Book Now
21 Sep / 24 Sep 2019 Itinerary £319 £289 Save £30 Per Person Book Now
24 Sep / 27 Sep 2019 Itinerary £319 £269 Save £50 Per Person Book Now
27 Sep / 30 Sep 2019 Itinerary £299 £254 Save £45 Per Person Book Now
04 Oct / 07 Oct 2019 Itinerary £299 £159 Save £140 Per Person - Autumn special offer Book Now
11 Oct / 14 Oct 2019 Itinerary £299 £254 Save £45 Per Person - Autumn deal Book Now
18 Oct / 21 Oct 2019 Itinerary £299 £159 Save £140 Per Person - Autumn special offer Book Now
25 Oct / 28 Oct 2019 Itinerary £285 £240 Save £45 Per Person Book Now
01 Nov / 04 Nov 2019 Itinerary £285 £240 Save £45 Per Person Book Now
08 Nov / 11 Nov 2019 Itinerary £285 £240 Save £45 Per Person Book Now
15 Nov / 18 Nov 2019 Itinerary £285 £240 Save £45 Per Person Book Now
3 nights
Self-Guided Walking
Walking Grade:
1 & 2

3 nights from £299pp £159pp

...or call 020 3974 8865

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