4-Night Isle of Wight Outdoor Escapes Holiday

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Duration: 3 nights
Type: Outdoor Escapes
Walking Grade: 1 & 2
from £515pp £430pp

The Isle of Wight is a world away from the bustle of the mainland. On our Guided Walking holidays you'll discover the best of the island’s glorious 85-mile coastline of unspoilt sandy beaches and dramatic white cliffs, as well as panoramic walks over the flower-rich chalk downland. Experience the very best of the Island. Each day we'll offer three options, ranging from relaxing shorter strolls, to more challenging longer walks. Our flexible programme allows you to choose the option that suits your mood.

What’s included

  • High quality en-suite accommodation in our country house
  • Full board from dinner upon arrival to breakfast on departure day
  • 3 days guided walking
  • Use of our comprehensive Discovery Point
  • Choice of up to three guided walks each walking day
  • The services of HF Holidays Walking Leaders
  • Any transport to and from the walks

Trip Notes

Trip notes are detailed, downloadable PDFs for each holiday.

Download Trip Notes

Join us at our Freshwater Bay Country House for an action-packed short break. If the weather is fine we can take a short pre-dinner stroll down to the beach to help get your bearings. After a delicious 3-course evening meal, there's time to relax with the rest of the group and look forward to the adventures to come. 


Choose from a choice of 3 guided walks that explore the east of the island. Take it easy with a stroll from Ventnor Botanic Gardens to Shanklin, or stride out on our long walks along the coast. 

Option 1 - The Undercliff

Distance: 5½ miles (9km)

Ascent: 950 feet (300m)

In Summary: Walk through the lush Undercliff. Our walk takes us from Ventnor's Botanic Gardens along the coastal path to Shanklin Old Village. 

Highlight: The unrivalled subtropical and exotic plant selection at Ventnor's Botanic Gardens are a must see. 

Option 2 - Niton to Shanklin

Distance:  8 miles (13km) 

Ascent: 1,150 feet (360m)

In Summary: Soak up the sea air and views of the English Channel on a walk through the Undercliff from Niton to Shanklin Old Village. 

Highlight: an ice cream in Ventnor - Crave ice cream parlour was voted the UK's number 1 in 2018! 

 

Option 3 - Chale Green to Shanklin

Distance: 11½ miles (19km) 

Ascent: 1,750 feet (540m)

In Summary: We head over St Catherine's Down from Chale Green, with fantastic views down to the coast where we join the coast path all the way to Shanklin. 

Highlight: a quick visit to the 'pepperpot' - the oldest surviving medieval lighthouse in the UK. 

 


Enjoy walks to the enchanting Carisbrooke Castle, or stride out over the downs, following the Tennyson Trail. 

Option 1 - Carisbrooke Castle

Distance: 4 miles (6.5km)

Ascent: 450 feet (140m)

In Summary: A relaxing stroll over the Downs to the romantic setting of Carisbrooke Castle. We've left plenty of time for you to explore. 

Highlight: Meeting the donkeys that power the water wheel at the castle. 

 

Option 2 - Shorwell to Carisbrooke

Distance: 9 miles (14km) 

Ascent: 1,150 feet (360m) 

In Summary: Walk from the south coast to Shorwell village, then continue over the downs to Carisbrooke Castle. 

Highlight: Snapping shots of picturesque Shorwell with its thatched cottages and historic church. 

 

Option 3 - Tennyson Trail

Distance: 12½ miles (20.5km) 

Ascent: 1,600 feet (480m) 

In Summary: Walk along the spine of the island from Carisbrooke to Freshwater Bay. We’ll cross hills to Shorwell then pick up the Tennyson Trail along the Downs. 

Highlight: One of our most popular walks. Your celebratory pint at the end of the walk will be well deserved! 

 


Our field advisors are busy working on the final detail of our walks today. The walks will centre around beautiful Brading Down with highlights including the opportunity to sample the award winning local tipple at the Adgestone Vineyard, and a trip back to a bygone era on the Isle of Wight Steam Railway.  


Enjoy a leisurely breakfast before making your way home. 


Freshwater Bay House

Holidaying on the picturesque Isle of Wight doesn’t get any better than at Freshwater Bay House. Stood atop 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.

 

Rooms

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 £15-25 per person per night. You can choose a specific room for an extra £30 per room, subject to availability. Upgrade supplements still apply.

Facilities

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.

Accessibility

For accessibility and assistance information, please contact our expert team on 020 3974 8865

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Getting to Freshwater Bay House

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

More Information

What to Bring

“There’s no such thing as bad weather, just the wrong type of clothing!” goes the adage. Come prepared for all eventualities and you’ll walk in comfort as well as safety. Britain’s famous for its changeable weather, so here’s our advice on what to wear and bring.

Essentials

  • Waterproof walking boots providing ankle support and good grip.
  • A waterproof jacket and over-trousers
  • Gloves and a warm hat (it can be chilly at any time of the year)
  • Rucksack
  • Water bottle (at least 1 litre capacity)
  • A small torch (everywhere in winter, year round in mountains)
  • Sun hat and sunscreen
    Denim jeans and waterproof capes are not suitable on any walks.

Recommended

  • Several layers of clothing, which can be added or removed
  • Specialist walking socks to avoid blisters.
  • A first aid kit inc plasters– your leader’s first aid kit doesn’t contain any medication
  • Sit mat (insulated pad to sit on when you stop for a break)

You might also want

  • Walking poles, particularly useful for descents.
  • Insect repellent
  • Flask for hot drinks
  • Rigid lunch box
  • Gaiters
  • Blister kit (eg Compeed) just in case
  • Waterproof rucksack liner

Guest Reviews

All holidays are subject to availability. Prices are subject to change.
Prices based on two people sharing. Supplements may apply.
Non-member fee: £10 per person.

Holiday Prices

Date (Start - End) Nights Itinerary Price Status Trip Notes Book
2020
05 Oct - 09 Oct
3 Version 1 (runs 2020) £515 £430 Save £85 Per Person Trip Notes Book Now
Duration:
3 nights
Type:
Outdoor Escapes
Walking Grade:
1

3 nights from £515pp £430pp

...or call 020 3974 8865

For group bookings of 10+ people click here

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