Holidays
7 Night Isle of Wight Gentle Guided Walking Holiday

7 Night Isle of Wight Gentle Guided Walking Holiday

Name: 7 Night Isle of Wight Gentle Guided Walking Holiday
Brand: HF Holidays Limited
SKU: FRW07-BEW01
Price: 959 GBP
Availability: InStock

Freshwater Bay House

Early Booking Offer

■ Location: Isle of Wight

■ Duration: 7 nights at an HF Country House

■ Board Type: Full Board

■ Travel Dates: Oct 2026, Mar-Oct 2027

■ Itineraries available: 2

■ Walking Grades: 2, 3 & 4 details

■ Carbon Footprint: 159kg CO2 details

Non-members From

£959

Members From

£929

Members Save £30 on this booking and get a whole range of extra exclusive benefits. Add HF Membership to your booking online. details

For group booking of 10 or more please click here

For golden sand beaches, rolling green hills, dramatic white cliffs, ancient woodland, and bags of Victorian charm, the Isle of Wight is the perfect island escape. Ideal for those wanting to discover its charms at a more relaxed pace, this gentle guided walking holiday rewards with breathtaking trails, big-name historic attractions, comfortable accommodation, and more. You’ll also enjoy a choice of up to three different-grade daily walks, including a gentle walk of three to four miles.

Accommodation

HF Country House

Chalky white cliffs and eyebrow-arching sea views set the tone for the delights that follow at this county house on the Isle of Wight - Queen Victoria's favourite island that’s just a ferry hop from the South Coast. The location is as gorgeous as it gets; to the south of the village of Freshwater, within pebble-throwing distance of its namesake bay, and just a skip from Tennyson Down. You’ll also be within easy reach of the area’s showstoppers, including the imposing Stag and Mermaid rocks, the multi-coloured sands of Alum Bay, the remarkable Ventnor Botanic Gardens, and the 125-million-year-old dinosaur footprints at Compton Bay. And then, of course, there’s the Needles Old Battery for the ubiquitous photo opportunity and the best views of The Needles.

Walking grades

From September 2026, we have expanded our walking grade scale from 6 to 10 points. While the holidays themselves have not changed (the routes, daily distances and ascent levels remain the same), our newly expanded 1-10 scale offers greater distinction between holidays and clearer grade descriptions, so you can choose a holiday that best suits you.

Gentle walking grade 2

Full or half-day gentle walks on good paths, with plenty of time for rest stops, views, and places of interest. Typically, 3-5 miles (5-8km) with around 350ft (100m) of ascent with few or no stiles.

Gentle walking grade 3

Slightly longer walks, mostly on well-trodden paths, with some gentle gradients plus stiles and steps possible. Typically, 5-6 miles (8-10km) with around 650ft (200m) of ascent.

Gentle walking grade 4

The most active Gentle grade, with longer walks, some ascent, and possible steps, stiles, or off-path uneven ground. Typically, 6-7 miles (10-12km) with around 1,000ft (300m) of ascent.

What You’ll Love

Discovering the stunning landscape of the Isle of Wight on foot
Soaking up panoramic views of the dramatic coastline
Visiting golden sand beaches and picturesque villages
Spending time with like-minded people in the great outdoors
Finding new routes and places to explore with your HF Holidays Leader
Staying at Freshwater Bay House, just a skip from Tennyson Down

What's Included

En-suite accommodation in our 4-star country house
Cream tea on arrival day
Cooked or continental breakfast every morning
Daily packed lunches
Three-course evening meals, plus tea & coffee
Guided walking with experienced HF Holidays Leaders
Choice of three guided walks (each walking day) from March to October, and two from November to February
All transport to and from walks where necessary
Easy-to-follow routes, maps, and information in our Discovery Point if you want to explore independently
Get 15% off car travel and 20% off foot travel via www.wightlink.co.uk/HFHolidays

Itinerary

All our carefully-curated itineraries are designed by our experts. While we make every effort to adhere to the described itinerary, we may take alternative routes or adapt the running order for weather and/or operational reasons.

Itinerary 2027

Day 1 Arrival Day

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    [title] => Arrival Day
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    [description] => Check-in at the hotel is available from 16:00. If you are a member you can arrive at the house from 14:00. Enjoy a complimentary cream tea at 16:30 and meet other guests.
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Check-in at the hotel is available from 16:00. If you are a member you can arrive at the house from 14:00. Enjoy a complimentary cream tea at 16:30 and meet other guests.

Day 2 Tennyson Down and Alum Bay

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    [title] => Tennyson Down and Alum Bay
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                            [title] => Over Tennyson Down
                            [content] => Distance: 7 miles (11km)
Ascent: 1,200 feet (360m)
In summary: A fabulous walk over the chalk cliffs of Tennyson Down to the Needles and the Alum Bay; one of England's finest coastal walks. 
Highlights: 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.
                        )

                    [1] => Array
                        (
                            [title] => Alum Bay and the Downs
                            [content] => Distance: 4¼ miles (6.5km) 
Ascent: 820 feet (250m) 
In summary: Explore Alum Bay and the Needles Old Battery and New Battery before a glorious walk atop the chalk cliffs of Tennyson Down, offering magnificent views over the western half of the island 
Highlights: Alum Bay with it's coloured sands. The sand was once used for sand painting pictures, a popular craft in Victorian times. 
                        )

                    [2] => Array
                        (
                            [title] => Tennyson Down and the Needles
                            [content] => Distance: 8 miles (13km)
Total ascent: 1,500 feet (460m)
In summary: Head to the coast at Totland Bay then soak up glorious sea view as you round the Needles headland and return over Tennyson Down. 
Highlight: The heather-clad headland of Headon Warren is a real delight, and offers the best views of the Needles.
                        )

                )

        )

)

Option 1 - Alum Bay and the Downs

Distance: 4¼ miles (6.5km)

Ascent: 820 feet (250m)

In summary: Explore Alum Bay and the Needles Old Battery and New Battery before a glorious walk atop the chalk cliffs of Tennyson Down, offering magnificent views over the western half of the island

Highlights: Alum Bay with it's coloured sands. The sand was once used for sand painting pictures, a popular craft in Victorian times.

Option 2 - Over Tennyson Down

Distance: 7 miles (11km)

Ascent: 1,200 feet (360m)

In summary: A fabulous walk over the chalk cliffs of Tennyson Down to the Needles and the Alum Bay; one of England's finest coastal walks.

Highlights: 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 3 - Tennyson Down and the Needles

Distance: 8 miles (13km)

Total ascent: 1,500 feet (460m)

In summary: Head to the coast at Totland Bay then soak up glorious sea view as you round the Needles headland and return over Tennyson Down.

Highlight: The heather-clad headland of Headon Warren is a real delight, and offers the best views of the Needles.

Day 3 Calbourne to Freshwater Bay

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    [title] => Calbourne to Freshwater Bay
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                            [title] => Mottistone Down via Downton
                            [content] => Distance: 8 miles (13km) 
Ascent: 900 feet (280m) 
In summary: From Winkle Street ascend over the Downs, descending Mottistone Down to the south coast. We then follow the coastal path back to Freshwater Bay.  
Highlights: The final section over Compton Down enjoys splendid views over Freshwater Bay, and back along the island's southwest coast. 
                        )

                    [1] => Array
                        (
                            [title] => The Long Stone & Brighstone
                            [content] => Distance: 3 miles (5km) 
Ascent: 310 feet (95m) 
In summary: Walk over Mottistone Down to the Long Stone, a neolithic long barrow and ancient meeting point, then on over Grammar Common to Brighstone village.  
Highlights: Legend has it that St Catherine and the Devil had a contest to see who should control the Isle of Wight. The Long Stone’s tall sandstone pillar was supposedly thrown by St Catherine.  
                        )

                    [2] => Array
                        (
                            [title] => Wooded Trails & Grassy Downs
                            [content] => Distance: 7¼ miles (13km)
Ascent: 750 feet (280m)
In summary: Starting from Calbourne, the prettiest village on the island, we follow the footpath passing Winkle Street, and then ascending on to Westover Down before crossing countryside following the Tennyson Trail back to Freshwater Bay.
Highlight: Visiting the postcard village of Calbourne and enjoying breathtaking views of land and sea while walking along the Downs.
                        )

                )

        )

)

Option 1 - The Long Stone & Brighstone

Distance: 3 miles (5km)

Ascent: 310 feet (95m)

In summary: Walk over Mottistone Down to the Long Stone, a neolithic long barrow and ancient meeting point, then on over Grammar Common to Brighstone village. 

Highlights: Legend has it that St Catherine and the Devil had a contest to see who should control the Isle of Wight. The Long Stone’s tall sandstone pillar was supposedly thrown by St Catherine. 

Option 2 - Wooded Trails & Grassy Downs

Distance: 7¼ miles (13km)

Ascent: 750 feet (280m)

In summary: Starting from Calbourne, the prettiest village on the island, we follow the footpath passing Winkle Street, and then ascending on to Westover Down before crossing countryside following the Tennyson Trail back to Freshwater Bay.

Highlight: Visiting the postcard village of Calbourne and enjoying breathtaking views of land and sea while walking along the Downs.

Option 3 - Mottistone Down via Downton

Distance: 8 miles (13km)

Ascent: 900 feet (280m)

In summary: From Winkle Street ascend over the Downs, descending Mottistone Down to the south coast. We then follow the coastal path back to Freshwater Bay.

Highlights: The final section over Compton Down enjoys splendid views over Freshwater Bay, and back along the island's southwest coast.

Day 4 Free Day - Isle of Wight

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    [title] => Free Day - Isle of Wight
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    [description] => Discover more about Freshwater Bay House and the local area for ideas on how to make the most of your free day.
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Discover more about Freshwater Bay House and the local area for ideas on how to make the most of your free day.

Day 5 Shorwell and Carisbrooke Castle

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    [title] => Shorwell and Carisbrooke Castle
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                            [title] => Shorwell to Carisbrooke
                            [content] => Distance: 5 miles (8km) 
Ascent: 550 feet (160m)
In summary: Starting in the village of Shorwell the walk heads over the downs to Carisbrooke Castle and the town of Carisbrooke. 
Highlight: Snapping shots of picturesque Shorwell with its thatched cottages and historic church. 
                        )

                    [1] => Array
                        (
                            [title] => Around Carisbrooke
                            [content] => Distance: 3 miles (4.5km)
Ascent: 350ft (100m)
We’ll follow the Shepherd's Trail through the fields and along an ancient trackway to Carisbrooke Castle. If you’d like to visit the castle (payable locally), please check out the English Heritage website as they often run special events in the summer, some of which you will need to prebook. We haven’t included the cost of entrance as we know many of you are English Heritage members already and will benefit from free or reduced-price entry.
What your kids will love: The fairytale-feel of exploring mighty Carisbrooke Castle. Have fun dressing up as Norman soldiers, walk the battlements to discover how cannons are fired, and relive an age of knights, broadswords, and battles.
                        )

                    [2] => Array
                        (
                            [title] => Downs and lanes via Brighstone to Carisbrooke Castle
                            [content] => Distance: 9 miles (14km)
Ascent: 1100 feet (340m)
In summary: Starting the walk from the coast, we ascend through Brighstone and Shorwell before crossing more countryside until we arrive at Carisbrooke Castle.
Highlight: Enjoy views of the coast, and the south of the Isle of Wight before exploring the historic roots of the Carisbrooke Castle.
                        )

                )

        )

)

Option 1 - Around Carisbrooke

Distance: 3 miles (4.5km)

Ascent: 350ft (100m)

We’ll follow the Shepherd's Trail through the fields and along an ancient trackway to Carisbrooke Castle. If you’d like to visit the castle (payable locally), please check out the English Heritage website as they often run special events in the summer, some of which you will need to prebook. We haven’t included the cost of entrance as we know many of you are English Heritage members already and will benefit from free or reduced-price entry.

What your kids will love: The fairytale-feel of exploring mighty Carisbrooke Castle. Have fun dressing up as Norman soldiers, walk the battlements to discover how cannons are fired, and relive an age of knights, broadswords, and battles.

Option 2 - Shorwell to Carisbrooke

Distance: 5 miles (8km)

Ascent: 550 feet (160m)

In summary: Starting in the village of Shorwell the walk heads over the downs to Carisbrooke Castle and the town of Carisbrooke.

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

Option 3 - Downs and lanes via Brighstone to Carisbrooke Castle

Distance: 9 miles (14km)

Ascent: 1100 feet (340m)

In summary: Starting the walk from the coast, we ascend through Brighstone and Shorwell before crossing more countryside until we arrive at Carisbrooke Castle.

Highlight: Enjoy views of the coast, and the south of the Isle of Wight before exploring the historic roots of the Carisbrooke Castle.

Day 6 Walks through the Undercliff

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    [title] => Walks through the Undercliff
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                            [title] => Bonchurch To The Botanic Gardens
                            [content] => Distance: 3 miles (4.5km)
Ascent: 300 feet (80m)
In summary: Our walk starts by visiting the village of Bonchurch. We then walk the promenade before reaching the classic Victorian seaside resort of Ventnor. We then take the coastal path past Steephill Cove on our way
to complete our walk at the botanic gardens at Ventnor.
Highlights: Bonchurch is a very old village, known to be inhabited in prehistoric times. Many well-known literary figures have lived in Bonchurch, including Tennyson, Macauley, Dickens, Thackeray and Elizabeth Sewell.
                        )

                    [1] => Array
                        (
                            [title] => Through the Undercliff
                            [content] => Distance: 6 miles (10km)
Ascent: 600 feet (180m)
In summary: Follow the coast along the Undercliff from St Catherine's Point to Ventnor’s Botanic Gardens.
Highlight: Walking through the lush vegetation of this natural suntrap
                        )

                    [2] => Array
                        (
                            [title] => St Catherines Point to Ventnor Coast via Niton
                            [content] => Distance: 7½ miles (12km)
Ascent: 800ft (240m)
This walk also starts from above St Catherines point with fantastic views from cliffs over St Catherines lighthouse.  You then head inland to visit the delightful villages of Niton and Whitwell.  The walk rejoins the Coastal path at the Undercliff and continues along the coast to Ventnor Botanic Gardens.
                        )

                )

        )

)

Option 1 - Bonchurch To The Botanic Gardens

Distance: 3 miles (4.5km)

Ascent: 300 feet (80m)

In summary: Our walk starts by visiting the village of Bonchurch. We then walk the promenade before reaching the classic Victorian seaside resort of Ventnor. We then take the coastal path past Steephill Cove on our way
to complete our walk at the botanic gardens at Ventnor.

Highlights: Bonchurch is a very old village, known to be inhabited in prehistoric times. Many well-known literary figures have lived in Bonchurch, including Tennyson, Macauley, Dickens, Thackeray and Elizabeth Sewell.

Option 2 - Through the Undercliff

Distance: 6 miles (10km)

Ascent: 600 feet (180m)

In summary: Follow the coast along the Undercliff from St Catherine's Point to Ventnor’s Botanic Gardens.

Highlight: Walking through the lush vegetation of this natural suntrap

Option 3 - St Catherines Point to Ventnor Coast via Niton

Distance: 7½ miles (12km)

Ascent: 800ft (240m)

This walk also starts from above St Catherines point with fantastic views from cliffs over St Catherines lighthouse. You then head inland to visit the delightful villages of Niton and Whitwell. The walk rejoins the Coastal path at the Undercliff and continues along the coast to Ventnor Botanic Gardens.

Day 7 The Yar Valley

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    [title] => The Yar Valley
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                            [title] => Yarmouth
                            [content] => Distance: 3½ miles (5.5km) 
Ascent: 150 feet (60m) 
In summary: Walk beside the tidal River Yar to the historic town of Yarmouth. Take time to explore the cobbled streets and quaint shops and cafes, before catching the Breezer bus back to Freshwater Bay. 
Highlights: Opened in 1876, Yarmouth Pier is the UK's longest wooden pier and stretches 186 metres into the Solent.
                        )

                    [1] => Array
                        (
                            [title] => Yar Valley
                            [content] => Distance: 7 miles (11km) 
Ascent: 350 feet (120m) 
In summary: 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.
Highlights: The salt marsh, reedbeds and mud flats of the Yar Estuary are a great place to see wildfowl and waders.
                        )

                    [2] => Array
                        (
                            [title] => Yar Valley and The Three Forts
                            [content] => Distance: 8 miles (13km)
Ascent: 550 feet (180m)
In summary: Walk through Golden Hill Country Park to the coast at Fort Victoria with uninterrupted views across the Solent to Hurst Castle on the mainland. Continue on the Coastal Path into the old port of Yarmouth and return to Freshwater beside the River Yar.
Highlight: A walk full of history from the Victorian forts at Golden Hill & Fort Victoria to the remains of Henry Vlll’s castle at Yarmouth.
                        )

                )

        )

)

Option 1 - Yarmouth

Distance: 3½ miles (5.5km)

Ascent: 150 feet (60m)

In summary: Walk beside the tidal River Yar to the historic town of Yarmouth. Take time to explore the cobbled streets and quaint shops and cafes, before catching the Breezer bus back to Freshwater Bay.

Highlights: Opened in 1876, Yarmouth Pier is the UK's longest wooden pier and stretches 186 metres into the Solent.

Option 2 - Yar Valley

Distance: 7 miles (11km)

Ascent: 350 feet (120m)

In summary: 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.

Highlights: The salt marsh, reedbeds and mud flats of the Yar Estuary are a great place to see wildfowl and waders.

Option 3 - Yar Valley and The Three Forts

Distance: 8 miles (13km)

Ascent: 550 feet (180m)

In summary: Walk through Golden Hill Country Park to the coast at Fort Victoria with uninterrupted views across the Solent to Hurst Castle on the mainland. Continue on the Coastal Path into the old port of Yarmouth and return to Freshwater beside the River Yar.

Highlight: A walk full of history from the Victorian forts at Golden Hill & Fort Victoria to the remains of Henry Vlll’s castle at Yarmouth.

Day 8 Departure Day

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    [description] => Enjoy a leisurely breakfast before making your way home.
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Enjoy a leisurely breakfast before making your way home.

View all

Itinerary 2026

Day 1 Arrival Day

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    [title] => Arrival Day
    [introduction] => 
    [description] => Check-in at the hotel is available from 16:00. If you are a member you can arrive at the house from 14:00. Enjoy a complimentary cream tea at 16:30 and meet other guests.
    [S] => 1
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Check-in at the hotel is available from 16:00. If you are a member you can arrive at the house from 14:00. Enjoy a complimentary cream tea at 16:30 and meet other guests.

Day 2 Tennyson Down and Alum Bay

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    [title] => Tennyson Down and Alum Bay
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                            [title] => Alum Bay and the Downs
                            [content] => Distance: 4¼ miles (6.5km) 
Ascent: 820 feet (250m) 
In summary: Explore Alum Bay and the Needles Old Battery and New Battery before a glorious walk atop the chalk cliffs of Tennyson Down, offering magnificent views over the western half of the island 
Highlights: Alum Bay with it's coloured sands. The sand was once used for sand painting pictures, a popular craft in Victorian times. 
                        )

                    [1] => Array
                        (
                            [title] => Over Tennyson Down
                            [content] => Distance: 7 miles (11km)
Ascent: 1,200 feet (360m)
In summary: A fabulous walk over the chalk cliffs of Tennyson Down to the Needles and the Alum Bay; one of England's finest coastal walks.
Highlight: 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.
                        )

                    [2] => Array
                        (
                            [title] => New Battery and the Downs
                            [content] => Distance:  3 miles (5km)
Ascent:  390ft (120m)
In summary:  View the Needles from the viewpoint then enjoy extensive views while walking over West High Down and Tennyson Down back to Freshwater Bay house.
Highlights:  The Needles and lighthouse and glorious views of West Wight from Tennyson Down
                        )

                )

        )

)

Option 1 - New Battery and the Downs

Distance: 3 miles (5km)

Ascent: 390ft (120m)

In summary: View the Needles from the viewpoint then enjoy extensive views while walking over West High Down and Tennyson Down back to Freshwater Bay house.

Highlights: The Needles and lighthouse and glorious views of West Wight from Tennyson Down

Option 2 - Alum Bay and the Downs

Distance: 4¼ miles (6.5km)

Ascent: 820 feet (250m)

Highlights: Alum Bay with it's coloured sands. The sand was once used for sand painting pictures, a popular craft in Victorian times.

Option 3 - Over Tennyson Down

Distance: 7 miles (11km)

Ascent: 1,200 feet (360m)

In summary: A fabulous walk over the chalk cliffs of Tennyson Down to the Needles and the Alum Bay; one of England's finest coastal walks.

Highlight: 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.

Day 3 Calbourne to Freshwater Bay

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    [title] => Calbourne to Freshwater Bay
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                            [title] => Wooded Trails & Grassy Downs
                            [content] => Distance: 7¼ miles (13km)
Ascent: 750 feet (280m)
In summary: Starting from Calbourne, the prettiest village on the island, we follow the footpath passing Winkle Street, and then ascending on to Westover Down before crossing countryside following the Tennyson Trail back to Freshwater Bay.
Highlight: Visiting the postcard village of Calbourne and enjoying breathtaking views of land and sea while walking along the Downs.
                        )

                    [1] => Array
                        (
                            [title] => Shippards Chine to Brighstone
                            [content] => Distance: 4½ miles (7¼ km)
Ascent: 300 feet (90m)
In summary: Starting from Compton Bay we follow the Coastal path round Hanover point to Brook bay.   We then continue inland to the pretty village of Brighstone passing Brighstone mill.
Highlights: The fossilised pine raft off Hanover point visible at low tide and the picturesque village of Brighstone and its Dragon tree.
                        )

                    [2] => Array
                        (
                            [title] => The Long Stone & Brighstone
                            [content] => Distance: 3 miles (5km) 
Ascent: 310 feet (95m) 
In summary: Walk over Mottistone Down to the Long Stone, a neolithic long barrow and ancient meeting point, then on over Grammar Common to Brighstone village.  
Highlights: Legend has it that St Catherine and the Devil had a contest to see who should control the Isle of Wight. The Long Stone’s tall sandstone pillar was supposedly thrown by St Catherine.  
                        )

                )

        )

)

Option 1 - The Long Stone & Brighstone

Distance: 3 miles (5km)

Ascent: 310 feet (95m)

In summary: Walk over Mottistone Down to the Long Stone, a neolithic long barrow and ancient meeting point, then on over Grammar Common to Brighstone village. 

Option 2 - Shippards Chine to Brighstone

Distance: 4½ miles (7¼ km)

Ascent: 300 feet (90m)

In summary: Starting from Compton Bay we follow the Coastal path round Hanover point to Brook bay. We then continue inland to the pretty village of Brighstone passing Brighstone mill.

Highlights: The fossilised pine raft off Hanover point visible at low tide and the picturesque village of Brighstone and its Dragon tree.

Option 3 - Wooded Trails & Grassy Downs

Distance: 7¼ miles (13km)

Ascent: 750 feet (280m)

Highlight: Visiting the postcard village of Calbourne and enjoying breathtaking views of land and sea while walking along the Downs.

Day 4 Free Day - Isle of Wight

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    [description] => Discover more about Freshwater Bay House and the local area for ideas on how to make the most of your free day.
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Discover more about Freshwater Bay House and the local area for ideas on how to make the most of your free day.

Day 5 Shorwell and Carisbrooke Castle

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    [title] => Shorwell and Carisbrooke Castle
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                            [title] => Shorwell to Carisbrooke
                            [content] => Distance: 5 miles (8km) 
Ascent: 550 feet (160m)
In summary: Starting in the village of Shorwell the walk heads over the downs to Carisbrooke Castle and the town of Carisbrooke. 
Highlight: Snapping shots of picturesque Shorwell with its thatched cottages and historic church. 
                        )

                    [1] => Array
                        (
                            [title] => Brighstone to Carisbrooke
                            [content] => Distance: 7½ miles (11.5km) 
Ascent: 1100 feet (340m) 
In summary: Starting from Brighstone we pass through Shorwell before crossing open countryside until we arrive at Carisbrooke Castle. 
Highlight: Enjoy the pretty villages of Brighstone and Shorwell and panoramic views from the Downs as far as the mainland. 
                        )

                    [2] => Array
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                            [title] => Chillerton to Carisbrooke
                            [content] => Distance: 3 miles (5km) 
Ascent: 350 feet (100m) 
In summary: Follow the Shepherd's Trail through the fields and along an ancient trackway to Carisbrooke Castle. We haven’t included the cost of entrance to the castle as we know many of you are English Heritage members already and will benefit from free or reduced-price entry if you show your membership card. 
Highlights: Take time to explore this well-preserved castle. Don't forget to walk around the walls and see the donkey powered well. 
                        )

                )

        )

)

Option 1 - Chillerton to Carisbrooke

Distance: 3 miles (5km)

Ascent: 350 feet (100m)

In summary: Follow the Shepherd's Trail through the fields and along an ancient trackway to Carisbrooke Castle. We haven’t included the cost of entrance to the castle as we know many of you are English Heritage members already and will benefit from free or reduced-price entry if you show your membership card.

Highlights: Take time to explore this well-preserved castle. Don't forget to walk around the walls and see the donkey powered well. 

Option 2 - Shorwell to Carisbrooke

Distance: 5 miles (8km)

Ascent: 550 feet (160m)

In summary: Starting in the village of Shorwell the walk heads over the downs to Carisbrooke Castle and the town of Carisbrooke.

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

Option 3 - Brighstone to Carisbrooke

Distance: 7½ miles (11.5km)

Ascent: 1100 feet (340m)

In summary: Starting from Brighstone we pass through Shorwell before crossing open countryside until we arrive at Carisbrooke Castle.

Highlight: Enjoy the pretty villages of Brighstone and Shorwell and panoramic views from the Downs as far as the mainland.

Day 6 Walks through the Undercliff

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                            [title] => Niton to Steephill Cove
                            [content] => Distance: 5 miles (8km) 
Ascent: 600 feet (150m) 
In summary: We visit the delightful villages of Niton and Whitwell, before returning to the coast and the Undercliff from St Lawrence to Steephill cove.   We then ascend from the cove to  Ventnor’s Botanic Gardens. 
Highlight: Steephill Cove with its beach and rock pools – often claimed to be the prettiest cove on the Island.   
                        )

                    [1] => Array
                        (
                            [title] => St Catherines Point to Ventnor Coast via Niton
                            [content] => Distance: 7½ miles (12km)
Ascent: 800ft (240m)
This walk also starts from above St Catherines point with fantastic views from cliffs over St Catherines lighthouse.  You then head inland to visit the delightful villages of Niton and Whitwell.  The walk rejoins the Coastal path at the Undercliff and continues along the coast to Ventnor Botanic Gardens.
                        )

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                            [title] => Bonchurch To The Botanic Gardens
                            [content] => Distance: 3 miles (4.5km)
Ascent: 300 feet (80m)
In summary: Our walk starts by visiting the village of Bonchurch. We then walk the promenade before reaching the classic Victorian seaside resort of Ventnor. We then take the coastal path past Steephill Cove on our way
to complete our walk at the botanic gardens at Ventnor.
Highlights: Bonchurch is a very old village, known to be inhabited in prehistoric times. Many well-known literary figures have lived in Bonchurch, including Tennyson, Macauley, Dickens, Thackeray and Elizabeth Sewell.
                        )

                )

        )

)

Option 1 - Bonchurch To The Botanic Gardens

Distance: 3 miles (4.5km)

Ascent: 300 feet (80m)

Option 2 - Niton to Steephill Cove

Distance: 5 miles (8km)

Ascent: 600 feet (150m)

In summary: We visit the delightful villages of Niton and Whitwell, before returning to the coast and the Undercliff from St Lawrence to Steephill cove. We then ascend from the cove to Ventnor’s Botanic Gardens.

Highlight: Steephill Cove with its beach and rock pools – often claimed to be the prettiest cove on the Island.

Option 3 - St Catherines Point to Ventnor Coast via Niton

Distance: 7½ miles (12km)

Ascent: 800ft (240m)

Day 7 The Yar Valley

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    [title] => The Yar Valley
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                            [title] => Yar Valley
                            [content] => Distance: 7 miles (11km)
Ascent: 350 feet (120m)
In summary: 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.
Highlight: The salt marsh, reedbeds and mud flats of the Yar Estuary are a great place to see wildfowl and waders.
                        )

                    [1] => Array
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                            [title] => Yar Valley to Golden Hill
                            [content] => Distance: 4¾ miles (7.5km)
Ascent:   360ft (110m)
In summary:  Walk through Golden hill Country park with its extensive views to All Saints church by the River Yar.   Then continue by crossing the river and following the Freshwater Way back to Freshwater Bay.
Highlights: A walk full of history from the Victorian fort at Golden Hill to the beautiful church of All Saints with its Tennyson associations.
                        )

                    [2] => Array
                        (
                            [title] => Yarmouth via Afton Nature Reserve
                            [content] => Distance: 3½ miles (5.5km)  
Ascent: 150 feet (60m)  
In summary: Walk beside the tidal River Yar to the historic town of Yarmouth. Take time to explore the cobbled streets and quaint shops and cafes, before catching the Breezer bus back to Freshwater Bay.  
Highlights: Opened in 1876, Yarmouth Pier is the UK's longest wooden pier and stretches 186 metres into the Solent. 
                        )

                )

        )

)

Option 1 - Yarmouth via Afton Nature Reserve

Distance: 3½ miles (5.5km) 

Ascent: 150 feet (60m) 

In summary: Walk beside the tidal River Yar to the historic town of Yarmouth. Take time to explore the cobbled streets and quaint shops and cafes, before catching the Breezer bus back to Freshwater Bay. 

Highlights: Opened in 1876, Yarmouth Pier is the UK's longest wooden pier and stretches 186 metres into the Solent.

Option 2 - Yar Valley to Golden Hill

Distance: 4¾ miles (7.5km)

Ascent: 360ft (110m)

In summary: Walk through Golden hill Country park with its extensive views to All Saints church by the River Yar. Then continue by crossing the river and following the Freshwater Way back to Freshwater Bay.

Highlights: A walk full of history from the Victorian fort at Golden Hill to the beautiful church of All Saints with its Tennyson associations.

Option 3 - Yar Valley

Distance: 7 miles (11km)

Ascent: 350 feet (120m)

In summary: 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.

Highlight: The salt marsh, reedbeds and mud flats of the Yar Estuary are a great place to see wildfowl and waders.

Day 8 Departure Day

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    [introduction] => 
    [description] => Enjoy a leisurely breakfast before making your way home.
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Enjoy a leisurely breakfast before making your way home.

View all

Accommodation

Freshwater Bay House

A warm welcome
We want you to feel comfortable from the moment you arrive. You’ll find a welcome pack in your room with guest registration forms, menus, order forms for dinners and picnic lunches, the Wi-Fi password, and the front door code. Our houses are locked at night, so we recommend noting the Duty Manager’s number on arrival in case of an emergency (or getting locked out).

Evening entertainment

While evening entertainment varies from house to house, HF Holidays Inter-House Quiz night held after dinner on Wednesdays is a weekly staple. Your HF Holidays leader may be around for tips on guided and self-guided waking routes as well as visit-worthy local attractions.

Walks talks
Our HF Holidays walk leaders host guided walking information briefings before dinner on guided walking holiday arrival days. This is followed by a group Walks Talk for information on the following day’s guided walks (held before dinner every evening). Self-guided walking guests are, of course, welcome.

The walking day
Prior to setting off on guided walks, your HF Holidays Leader will run you through a short safety briefing. There’s also an up-to-date weather forecast on display at the house to ensure you have appropriate clothing and footwear. If you choose to do your own walks or are on a self-guided walking holiday, we ask that you please complete an Independent Walker Card each day. These can be found near the Discovery Point in the house.

You are welcome to check in from 4pm at the earliest. HF Members can check in earlier, from 2pm. On arrival, you’ll enjoy a complimentary cream tea and get to meet your fellow guests, our HF Holidays Leaders, and the rest of the friendly team. Check out 10am.

• 43 well-appointed guest rooms • Exclusive occupancy: 61 guests minimum • Check in from 4:00pm • For members check in from 2:00pm • Full-board (including cream tea on arrival) • Free Wi-Fi • Free on-site parking • Boot room and drying room • 2 travel cots & 4 high chairs • Discovery Point offering a wide range of local area maps, route guides, and information for self-guided walks • Books and games to borrow • Licensed bar • Three lounges • Garden • Electric vehicle charging point - Please note, you will need to bring your own cables to use this EV charging point

Seasonal dining, tailored for you

Our team of skilled chefs design our dinner menus to showcase the best of each season, from warming winter comfort food to vibrant summer dishes, including vegetarian, vegan and high-protein options. We also source fruit and vegetables within a 40-mile radius of each house, open every break with a Chef’s Special menu inspired by dishes and flavours of the local area, and are able to adapt dishes to suit special dietary requirements.

Welcome Cream Tea

What better way to start your stay than with a cream tea, served fresh on arrival to make you feel instantly at home. A quintessentially English tradition, our scones are baked in-house and served with preserves and clotted cream, providing the perfect opportunity to meet fellow walkers.

A hearty breakfast to start the day

Start the day with a freshly-prepared cooked breakfast and a wide choice from our continental buffet, including hot drinks, juices and fresh fruit. Our team offer a quick and friendly service, leaving you fuelled and ready for your day’s adventures.

Our famous picnic lunch

Our personalised picnic lunches are perfect for a day out walking, ready to enjoy when hunger strikes. Choose from a large selection of fresh sandwiches and salads, freshly baked cakes and snacks, including the ever-popular Freddos chocolate bar! Everything is designed to fit neatly into your rucksack, and all of the packaging we provide is recyclable or compostable.

3-course evening meals

Our à la carte evening menus feature a wide choice of starters, mains, and desserts, made with seasonal ingredients and, wherever possible, herbs and vegetables from our own gardens. Shared around sociable tables, dinners are relaxed occasions, with drinks available to order at the table or from the bar, and a traditional Sunday roast to round off the week.

Designed with your comfort in mind, Freshwater Bay House has 43 well-appointed guest rooms available in three categories: Classic, Premium, and Superior.

Classic Rooms are comfortable en-suite guest rooms, ideal for a peaceful night's sleep. Amenities include free Wi-Fi, tea and coffee-making facilities, toiletries (hand wash, shampoo, and shower gel), and a TV.

Premium Rooms are more spacious en-suite guest rooms*. Amenities include free Wi-Fi, tea and coffee-making facilities, toiletries (hand wash, shampoo, body lotion, shower gel), and a 32-inch TV. Extras include bathrobes, slippers.

Superior Rooms are even more spacious en-suite guest rooms offering upgraded views of the surroundings*. Amenities include free Wi-Fi, tea and coffee-making facilities, toiletries (hand wash, shampoo, body lotion, shower gel), and a 32-inch TV. Extras include bathrobes, slippers.

We love: Rooms 19 and 20 on the first floor for their lovely sea views. Rooms 18 and 22 are both corner rooms overlooking the bay and Tennyson Downs. The more spacious Room 24 has five large windows overlooking the gardens and bay as well as a private sitting room. Room 39 on the second floor is a corner room with a bathtub.

The Choose Your Room service is available at our UK country houses, allowing you the option of choosing and confirming a specific room for an extra charge of £30 per room. This is subject to availability. Upgrade supplements apply.

Check in & check out
You are welcome to check in from 4:00pm at the earliest. For members check in is available from 2:00pm (2026). On arrival, you’ll enjoy a complimentary cream tea and get to meet your fellow guests, our HF Holidays Leaders, and the rest of the friendly team.

On the day of departure, we kindly ask all guests to check out by 10:00am. You’ll be asked to settle your bill prior to leaving. You may, of course, make a charitable donation to our HF Holidays Pathways Fund if you wish. Please note that we only accept card payments.

Room supplements

Superior	Premium single	Premium double/twin	Choose your room
£25 pppn	£20 pppn	£20 pppn	£30 per room

*Views and layout reflect each properties unique character and location

*Please note, pool opening hours are: 07:00am – 09:00am and 16:00pm – 18:30pm

For accessibility and assistance information, please contact our expert team on 020 3974 8865 or view the accessibility information online for Freshwater Bay House

Getting here

Address

Freshwater Bay House
Freshwater Bay
Isle of Wight PO40 9RB

Tel: +44 (0)1983 753854

By taxi

From Yarmouth ferry port it’s a five-mile taxi journey that takes approximately 15 minutes. We recommend booking your taxi at least seven days in advance as availability may be limited.

For pricing, please contact the taxi company directly.

Taxi companies in the area include:

Bay Taxi
Tel: +44 (0)7475 662350

Rayner’s Taxis
Tel: +44 (0)1983 752784

I Cabs
Tel: +44 (0)7553 567567

A return journey can be arranged on your behalf by the HF Holidays House Manager at Freshwater Bay.

*HF Holidays does not own or manage any of the above taxi companies.

By Bus

From Yarmouth there are public buses - please check timetables https://www.islandbuses.info/

By train

The nearest station is Lymington Pier on the mainland which is adjacent to the ferry terminal.

Check National Rail for train times and routes.

By ferry

You have two ferry options. The Wightlink Lymington to Yarmouth ferry is the most convenient for Freshwater Bay. Should you wish to take the bus from Yarmouth, rather than taxi, the Needles Breezer bus stop is a 2min walk from the ferry terminal, and buses run hourly to Freshwater Bay, a 5min walk to Freshwater Bay House. 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.

HF Holidays member discount
If you’re a member, you can get  15% off car travel and 20% off foot travel with Wightlink Ferry. For full details visit www.wightlink.co.uk/HFHolidays.

By car

From Yarmouth
Turn right out of the ferry terminal onto the A3054 and cross the bridge. After one mile, turn left down Pixley Hill, signposted Freshwater Bay. Turn left at Freshwater Garage and continue along Afton Road. At the lifeboat station turn right and follow the road round. Freshwater Bay House is on your left.

From East Cowes
Follow signs for Newport, taking the A3021 and then A3054. Continue through Newport and Carisbrooke. Turn left onto the B3401 through Calbourne. At the junction with Afton Road (A3055), turn left and then right by the lifeboat station, and follow the road round to Freshwater Bay House.

Or you can leave your car on the mainland (there’s a pay and display car park at Lymington Pier) and travel on the ferry as a foot passenger.

By air

The nearest airport is Southampton Airport.

From Southampton Airport Parkway station (adjacent to the airport terminal) there are regular trains to Lymington Pier, taking about 40 minutes. From here, you’ll need to catch the ferry over to the Isle of Wight.

Otherwise, the best options are London Heathrow or London Gatwick airports for connecting trains to Lymington Pier.

Check National Rail for the best routes and train times.

More Information

The UK has a famously unpredictable climate so it's best to be prepared for weather that’s sunny one minute and raining the next.  To make it easier, here’s a list of items you should consider packing.  

Essentials 

Suitable footwear such as waterproof walking boots that provide ankle support and good grip 
Waterproof and windproof jacket
Comfortable clothing (jeans & waterproof capes are not suitable) 
Mid-layer(s) to keep you warm. Fleeces make a good choice
Waterproof overtrousers 
Gloves and a warm hat
Rucksack with waterproof liner
Flask for hot drinks  
Water bottle (at least 1 litre capacity) 
Sunscreen 
UV sunglasses

For holidays operating October through to the end of March, please also bring the following on your walks:

spare warm clothing
spare high energy food
head torch and spare batteries
please note for the October to March season your waterproof jacket needs to offer a high level of waterproofing and wind resistance, and a hood. Look for a waterproof jacket with sealed/taped seams and a minimum HH (hyrodstatic head - this is the rating given on waterproof jackets) of 10,000mm+

Recommended 

Several base layers (long-sleeve or short-sleeve) 
Cushioned walking socks to avoid blisters 
First aid kit, including plasters and insect repellent and tick remover tool
Sit mat  
Waterproof pouch for valuables 
Rubbish bag (remember to always leave no trace) 
Wallet/purse 
Camera
Walking poles

Walks may be changed for safety reasons and are subject to a maximum and minimum number of guests.

Leaders always consider the safety of the group as a whole, and may need to alter or curtail the walk if the conditions dictate. Your leader may refuse to accept a guest where clothing, equipment or behaviour is unsuitable. In the event of a problem all leaders carry a mobile phone, first aid kit, group shelter, spare maps and a compass.

Please note: If you choose to leave the group your leader is no longer responsible for you.

If you have a particular health condition or disability please put this on your guest registration form. This information will be confidential to your leaders and the house manager, but leaders do need to take account of any issues when planning walks. Please carry a copy of these trip notes with you, or note down the contact phone number for your accommodation (details in the travel section) should you need them in case of emergency.

Carbon Footprint - 159kg CO2

We see it as our responsibility to minimise our emissions, not just for this year but every year to come. Our work with sustainability experts, ecollective, has enabled us to measure our carbon footprint and create a strategy to reduce the carbon intensity of our product by 5% each year. Our ambition is to be net zero by 2040 – earlier if we can.

Learn more

Code: FRW07-BEW01

Dates & availability

7 Night Isle of Wight Gentle Guided Walking Holiday

2026

17 Oct - 24 Oct 2026

7 nights. Trip notes

Twin & double rooms

Non-members

£1,179

Members

£1,149

Single rooms

£1,249

£1,219

Book Now

2027

Early Booking Offer Save £100 Per Person

19 Mar - 26 Mar 2027

7 nights. Trip notes

Twin & double rooms

Non-members

~~£1,059~~ £959

Members

~~£1,029~~ £929

Single rooms

~~£1,129~~ £1,029

~~£1,099~~ £999

Book Now

7 May - 14 May 2027

7 nights. Trip notes

Twin & double rooms

Non-members

£1,329

Members

£1,299

Single rooms

£1,399

£1,369

Book Now

18 Jun - 25 Jun 2027

7 nights. Trip notes

Twin & double rooms

Non-members

£1,329

Members

£1,299

Single rooms

£1,399

£1,369

Book Now

Early Booking Offer Save £100 Per Person

15 Oct - 22 Oct 2027

7 nights. Trip notes

Twin & double rooms

Non-members

~~£1,169~~ £1,069

Members

~~£1,139~~ £1,039

Single rooms

~~£1,239~~ £1,139

~~£1,209~~ £1,109

Book Now

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More Information

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About HF Holidays

Our Trips

Booking Information

Sustainable Travel

7 Night Isle of Wight Gentle Guided Walking Holiday

Accommodation

HF Country House

Walking grades

What You’ll Love

What's Included

Itinerary

Itinerary 2027

Option 1 - Alum Bay and the Downs

Option 2 - Over Tennyson Down

Option 3 - Tennyson Down and the Needles

Option 1 - The Long Stone & Brighstone

Option 2 - Wooded Trails & Grassy Downs

Option 3 - Mottistone Down via Downton

Option 1 - Around Carisbrooke

Option 2 - Shorwell to Carisbrooke

Option 3 - Downs and lanes via Brighstone to Carisbrooke Castle

Option 1 - Bonchurch To The Botanic Gardens

Option 2 - Through the Undercliff

Option 3 - St Catherines Point to Ventnor Coast via Niton

Option 1 - Yarmouth

Option 2 - Yar Valley

Option 3 - Yar Valley and The Three Forts

Itinerary 2026

Option 1 - New Battery and the Downs

Option 2 - Alum Bay and the Downs

Option 3 - Over Tennyson Down

Option 1 - The Long Stone & Brighstone

Option 2 - Shippards Chine to Brighstone

Option 3 - Wooded Trails & Grassy Downs

Option 1 - Chillerton to Carisbrooke

Option 2 - Shorwell to Carisbrooke

Option 3 - Brighstone to Carisbrooke

Option 1 - Bonchurch To The Botanic Gardens

Option 2 - Niton to Steephill Cove

Option 3 - St Catherines Point to Ventnor Coast via Niton

Option 1 - Yarmouth via Afton Nature Reserve

Option 2 - Yar Valley to Golden Hill

Option 3 - Yar Valley

Accommodation

Freshwater Bay House

Check-In & Check-Out

About

Food & drink

Rooms

Accessibility

Getting here

Address

By taxi

By Bus

By train

By ferry

By car

By air

More Information

Packing list

Walking safety

Carbon Footprint - 159kg CO2

2026

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