Isle of Wight Spring & Winter Walking Holiday
Great guided walks - specially adjusted for the season
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Meadows & hills
Choosing the level of your walks
Our easy grading system shows whether a region offer gentle strolls or more challenging routes to help you choose the right holiday for you. Difficulty is measured on many factors such as distance, ascent/descent, terrain, weather and more. There's no magic formula, but from our experience we grade our walks 1 to 5 (where 1 is easy and 5 hard). Our challenger holidays require a high level of fitness and stamina.
Special offer: Save up to £125pp
Guided Walking continues throughout the year. Spring and Winter offer fantastic walking days on the Isle of Wight - blow away the cobwebs and enjoy a great selection of guided walks with us.
Between November and Easter we carefully adjust our usual walks to suit the season. We'll often end the day in a cosy pub or tearoom - perfect for warming up after an invigorating walk.
Freshwater Bay House boasts a beautiful cliff-top location overlooking the bay. Enjoy dramatic chalk cliffs, sandy beaches, picture-postcard villages and more from this wonderful island gem.
Freshwater Bay House has 48 bedrooms located in the main building and a cottage in the grounds. Many of the rooms have sea views, whilst others overlook the gardens and downs.
These rooms are all ensuite and furnished to a good standard. They include:
These rooms are slightly larger and/or have a better view. They include:
Only an extra £15 per person per night
These rooms truly are the best in the house for extra luxury during your stay. They include:
Only an extra £20 per person per night
Choose Your Room: Our new “Choose Your Room” service is available at our UK country houses, providing the option to choose and confirm a specific room for an extra £30 per room. Supplements to upgrade to 'Better' or 'Best' rooms still apply. The choice of room number must be of the same room type as originally booked and is subject to availability.
At the house
|All holidays at our Country Houses are full board accommodation including evening meal on arrival to breakfast on the day of your departure. All of our Country Houses have a well-stocked bar serving local beers, wine and spirits.
√ Start your day with our extensive breakfast.
Just relax and take it easy, or if you'd like to continue to chat with our guides and fellow guests then why not grab a drink or take part in one of our option evening activities.
All of our bars are stocked with locally sourced drinks so you can really soak up your surroundings.
- The fire procedure is displayed in each room and explained to guests on arrival. Guests requiring assistance with an evacuation are identified at this point and alternative door hangers are issued to help the team members identify them
- Assistance dogs accompanying visually or hearing impaired guests are welcome dogs must be kept on a lead or harness at all times
- Information can be provided in large print
- All team members have received disability awareness training
- Special diets can be catered for and specialist food can be arranged with prior notice
- Hired equipment can be arranged for your stay with prior notice
- Fridges can be supplied for medication with prior notice.
Discover the Isle of Wight on Foot
Explore the very best of the Isle of Wight on our guided walks. Experience classic views of the Needles and Tennyson Down, as well as discovering hidden gems, such as the Red Squirrels of Borthwood Copse. Join our friendly and knowledgeable guides who will bring this beautiful landscape to life.
- Our experienced guides offer a choice of walks each day, adjusted for the season
- We'll often end the day in a cosy pub or tearoom
- Choose the option which best suits your interests and fitness
- We provide flexible holidays. Join our guided walks, explore independently, or relax at Freshwater Bay House
2019 Tennyson Down & Alum Bay
Available on: 16 Mar 2019, 26 Mar 2019, 2 Nov 2019, 9 Nov 2019
Option 1: Over Tennyson Down
Distance: 7 miles (11km)
Total ascent: 1,250 feet (380m)
The walk in a nutshell: A fabulous walk over the chalk cliffs of Tennyson Down to the Needles and the Alum Bay; one of England's finest coastal walks. We stop en route for lunch.
Don’t miss: The commanding view over the Western Solent from the Tennyson Monument. You'll also discover the once secret rocket testing range, and the area's role in the space race.
Option 2: Headon Warren & Needles
Distance: 8½ miles (13½km)
Total ascent: 1,250 feet (380m)
The walk in a nutshell: Head to the coast at Totland Bay then soak up glorious sea view as you round the Needles headland and return over Tennyson Down.
Don’t miss: The heather-clad headland of Headon Warren is a real delight, and offers the best views of the Needles.
Option 3: West Wight circuit
Distance: 12 miles (19km)
Total ascent: 1,550 feet (480m)
The walk in a nutshell: A circuit of the western tip of the island. We’ll follow the Yar Valley to Yarmouth, then follow the coastal path to Alum Bay, before a glorious finale over Tennyson Down.
Don’t miss: The final section atop the chalk cliffs of Tennyson Down is a fitting conclusion to this splendid walk.
2019 Godshill and Over the Downs
Available on: 17 Mar 2019, 3 Nov 2019, 10 Nov 2019
Option 1: Godshill & Appuldurcombe
Distance: 5 miles (8km)
Total ascent: 800 feet (240m)
The walk in a nutshell: A delightful circuit from the village of Godshill takes us to the Worsley Monument and the ruined shell of Appuldurcombe House. We will stop en route for lunch.
Don’t miss: There's plenty of time to explore Godshill and admire its quintessential thatched cottages and historic church.
Option 2: Over the Downs
Distance: 8½ miles (13½km)
Total ascent: 1,300 feet (400m)
The walk in a nutshell: Walk from the charming village of Godshill onto the Stenbury and St Boniface Downs.
Don’t miss: Explore the beautiful rolling downs before passing by the grand ruins of Appuldurcombe House.
Option 3: Eight Downs Horseshoe
Distance: 10½ miles (16½km)
Total ascent: 1,450 feet (440m)
The walk in a nutshell: Our 'eight Downs horseshoe' is a grand circuit that takes in the tops of Stenbury Down and St Boniface Down; the highest point on the island.
Don’t miss: Walking on top of the Downs is a real delight, with great views across the island, and across the Solent to the mainland.
2019 Walks through the Undercliff
Available on: 19 Mar 2019, 27 Mar 2019, 5 Nov 2019, 12 Nov 2019
Option 1: Through the Undercliff
Distance: 6 miles (10km)
Total ascent: 600 feet (200m)
The walk in a nutshell: Follow the coast along the Undercliff from St Catherine's Point to Ventnor’s Botanic Gardens. We will stop on route for a warm lunch.
Don’t miss: Enjoy the lush vegitation and unique highlights as the seasons change.
Option 2: Niton to Shanklin
Distance: 8½ miles (13½km)
Total ascent: 1,200 feet (360m)
The walk in a nutshell: Soak up the sea air and views of the English Channel on a walk through the Undercliff from Niton to Shanklin Old Village.
Don’t miss: Stop to explore the Victorian resort of Ventnor midway through the walk, and see the 11th Century St Boniface Church in nearby Bonchurch.
Option 3: Whale Chine to Shanklin
Distance: 11½ miles (18½km)
Total ascent: 1,800 feet (540m)
The walk in a nutshell: A journey along the length of Undercliff. Starting at Whale Chine we'll round St Catherine's Point before picking up the coastal path through Ventnor to Shanklin.
Don’t miss: The cliff-top section above St Catherine's Point is particularly impressive, with views down to the lighthouse far below.
2019 Shorwell & Carisbrooke Castle
Available on: 20 Mar 2019, 6 Nov 2019, 13 Nov 2019
Option 1: Brightstone and the Isle of Wight Pearl
Distance: 6 miles (10km)
Total ascent: 660 feet (200m)
The walk in a nutshell: From Compton Farm we walk to Brightstone, passing the Longstone (a neolithic long barrow and ancient meeting point) and on to the coast and the Isle of Wight Pearl.
Don’t miss: Excellent views to the South coast of the Island and the Isle of Wight Pearl - claimed to be the largest collection of pearls under one roof.
Option 2: Shorwell & Carisbrooke
Distance: 9 miles (14km)
Total ascent: 1,150 feet (360m)
The walk in a nutshell: Walk from the south coast to Shorwell village, then continue over the downs to Carisbrooke Castle, enjoy a warm lunch en route.
Don’t miss: Explore picturesque Shorwell with its thatched cottages and historic church. There's also time to visit Carisbrooke Castle.
Option 3: Tennyson Trail
Distance: 12½ miles (20½km)
Total ascent: 1,600 feet (480m)
The walk in a nutshell: Challenge yourself to this fantastic walk along the spine of the island from Carisbrooke Castle to Freshwater Bay. We’ll cross the hills to Shorwell then pick up the Tennyson Trail which runs along the top of the chalk downs. Enjoy a warm lunch en route.
Don’t miss: This is one of our most popular walks. After several ups and downs, your celebratory pint at the end of the walk will be well deserved!
2019 Calbourne to Freshwater Bay
Available on: 21 Mar 2019, 28 Mar 2019, 7 Nov 2019, 14 Nov 2019
Option 1: Yar Valley
Distance: 7 miles (11km)
Total ascent: 350 feet (120m)
The walk in a nutshell: Walk beside the tidal River Yar to the historic town of Yarmouth with its bustling harbour and Tudor castle. We’ll return on the opposite side of the river back to Freshwater Bay, where a delicious afternoon tea will be provided.
Don’t miss: The salt marsh, reedbeds and mud flats of the Yar Estuary are a great place to see wildfowl and waders.
Option 2: Mottistone Down
Distance: 8½ miles (14km)
Total ascent: 1,100 feet (340m)
The walk in a nutshell: From Winkle Street ascend over the Downs, descending Mottistone Down to the south coast. We then follow the coastal path back to Freshwater Bay, where we can enjoy afternoon tea.
Don’t miss: The final section over Compton Down enjoys splendid views over Freshwater Bay, and back along the island's southwest coast.
Option 3: Hanover Point
Distance: 11 miles (17½km)
Total ascent: 1,250 feet (380m)
The walk in a nutshell: Cross over the downs to Brighstone, then follow the coast path along the island’s southwest coast to Freshwater Bay, where we can get enjoy a delicious afternoon tea.
Don’t miss: Tides permitting, look out for the fossilised forest at Hanover Point.
Discover the Isle of Wight
The Isle of Wight is a delightful haven away from the bustle of the mainland, easily reached by ferry. Broadly diamond shaped, the island is 25 miles long and 15 miles wide. This makes it ideally sized for a week’s walking and exploration.
Freshwater Bay is a small semi-circular cove at the foot of the garden of Freshwater Bay House. There is a pebble beach here, or better sandy beaches approximately 3 miles away at Totland Bay or Colwell Bay. Shops and banks are located in Freshwater village, about 30 minutes’ walk away.
The small harbour town of Yarmouth is located 3 miles north of Freshwater Bay; either a 10 minutes drive, a pleasant 1 hour walk, or reached using the 'Needles Breezer' open-top bus. Yarmouth has a selection of small shops and pubs, and there's always a bustle of activity around the harbour. Yarmouth's Tudor castle is also worth a visit. www.english-heritage.org.uk/visit/places/yarmouth-castle/
Queen Victoria’s island residence, managed by English Heritage, is located near East Cowes at the north of the island. Enjoy the lavish interiors and take time to explore the extensive grounds which slope down to the Solent. Osborne House is about 40 minutes drive from Freshwater Bay. During the main season (May to Sept) we offer an excursion to Osborne on most Wednesdays. www.english-heritage.org.uk/visit/places/osborne/
A fine medieval castle situated near Newport in the heart of the island. The castle's most famous 'resident' was King Charles I, who was imprisoned here after the English Civil War. Walk around the impressive walls and visit the castle's famous well where donkeys are used to raise the water using a large treadmill. The castle is around 20 minutes' drive from freshwater Bay, and can also be reached direct using the number 12 bus. www.english-heritage.org.uk/visit/places/carisbrooke-castle/
Isle of Wight Steam Railway
Step back in time and ride this vintage steam railway from Wootton to Smallbrook Junction. The railway has a particularly historic collection of locomotives and rolling stock, including many wooden 4-wheeled carriages dating from the the 19th Century. The main station is at Havenstreet where you'll also find a museum and the line's workshops. The steam railway is about 45 minutes' drive away, but can also be reached by local bus, via Newport. www.iwsteamrailway.co.uk
This fantasy theme park is a big hit with children of all ages. Attractions include Cowboy village, 'Fantasyland', maze and the giant snakes and ladders. Adults may also enjoy the maritime exhibition and working sawmill. Blackgang is 20 minutes' drive from Freshwater Bay and in Summer can be reached using the 'Island Coaster' bus. www.blackgangchine.com
Ventnor Botanical Gardens
The island's rich climate enables Mediterranean plants to prosper. Enjoy magnificent floral displays and relaxing gardens. Ventnor is 30 minutes' drive from Freshwater Bay and in Summer can be reached using the 'Island Coaster' bus. www.botanic.co.uk
Travel to Freshwater Bay
Our address is: Freshwater Bay House, Freshwater Bay, Isle of Wight PO40 9RB
By ferry & transfer - great value!
We offer a reduced price ferry and transfer ticket - just £23 return for adults and £13 for children. This includes a foot passenger ticket for the Wightlink Lymington to Yarmouth ferry, plus a connecting taxi / coach transfer to Freshwater Bay.
Our transfers operate every Saturday and Wednesday (Friday and Monday in the low season). These connect with the 1500 or 1600 ferries from Lymington. On departure day the transfer will get you back to Yarmouth in time to catch the 0845 or 1005 ferries to the mainland.
Book your tickets at least 14 days in advance by calling our Reservations team on 020 8732 1220.
The nearest train station is Lymington Pier on the mainland. This is immediately adjacent to the ferry terminal. For train times and route planning by train visit www.nationalrail.co.uk or phone 03457 48 49 50.
The Wightlink Lymington to Yarmouth ferry is the most convenient for Freshwater Bay - see www.wightlink.co.uk
Alternatively the Red Funnel Southampton to East Cowes ferry is often the cheapest option if you want to take your car to the Isle of Wight - see www.redfunnel.co.uk
From Yarmouth turn right out of the ferry terminal onto the A3054 and over the bridge across the River Yar. After 1 mile turn left down Pixley Hill, signposted to Freshwater Bay. Turn left at Freswater Garage and continue along Afton road. At the Lifeboat station turn right and follow the road round passing the Albion Hotel on the left. The entrance to Freshwater Bay House is the next driveway on your left.
From East Cowes: Follow signs for Newport following A3021 and then A3054. Continue through Newport and Carisbrooke. Turn left onto the B3401 through Calbourne. At the T junction with Afton Road (A3055) turn left and then right by the Lifeboat station and follow the road round passing the Albion Hotel on the left. The entrance to Freshwater Bay House is the next driveway on your left.
Alternatively leave your car on the mainland and travel to the Isle of Wight as a foot passenger. There is a pay and display car park at Lymington Pier - price approximately £8.50 per day.
Travelling from overseas
If you're travelling from Europe the most convenient airport is at Southampton. From Southampton Airport Parkway station (adjacent to the airport terminal) there are regular trains to Lymington Pier - journey time 40 minutes). See www.nationalrail.co.uk for details.
For most guests, travelling to either London Heathrow or London Gatwick airport is the best option. See www.nationalrail.co.uk for onward connections by train to Lymington Pier.
Dates & Prices
|Date||Description||Nights||Brochure price||Buy today for||Book|
|15 Mar 2019||FWSPW - Spring & Winter Walking - Freshwaterbay||7||£725.00||£625.00||Book Now|
|15 Mar 2019||FWSPW - Spring & Winter Walking - Freshwaterbay||3||£339.00||£289.00||Book Now|
|18 Mar 2019||FWSPW - Spring & Winter Walking - Freshwaterbay||4||£435.00||£360.00||Book Now|
|1 Nov 2019||FWSPW - Spring & Winter Walking - Freshwaterbay||3||£339.00||£294.00||Book Now|
|1 Nov 2019||FWSPW - Spring & Winter Walking - Freshwaterbay||7||£725.00||£625.00||Book Now|
|4 Nov 2019||FWSPW - Spring & Winter Walking - Freshwaterbay||4||£435.00||£375.00||Book Now|
|8 Nov 2019||FWSPW - Spring & Winter Walking - Freshwaterbay||3||£339.00||£294.00||Book Now|
|8 Nov 2019||FWSPW - Spring & Winter Walking - Freshwaterbay||7||£725.00||£625.00||Book Now|
|11 Nov 2019||FWSPW - Spring & Winter Walking - Freshwaterbay||4||£435.00||£375.00||Book Now|
Prices are per person