6-Night North York Moors Guided Walking Holiday

Scenic view of Whitby city in autumn sunny day
Duration: 6 nights
Type: Guided Walking
Walking Grade: 1, 2 & 3
from £869pp

Brimming with coastal charm, Whitby welcomes you with its handsome harbour and medieval streets. Our Guided Walking holidays contrast the windswept headlands and smugglers’ haunts of the Yorkshire coast, with the magical North York Moors where the sweetly scented heather creates a carpet of colour.

Holiday Highlights

  • Explore windswept headlands and smugglers' haunts of the Yorkshire coast
  • Discover Whitby's 199 steps which lead to the ruins of Whitby Abbey
  • Enjoy a choice of 3 different length guided walks
  • Let your experienced leader bring classic routes and offbeat areas to life

Trip Notes

Trip notes are detailed, downloadable PDF’s for each holiday, please click the button below to find the right trip notes for your departure date.

On our Guided Walking holidays, we believe that choice is key. Our walks descriptions will help you choose according to your interests and fitness. The walks are grouped together with care by local experts to give the best experience. While every effort will be made to adhere to the described itinerary, we may occasionally vary the sequence shown here or substitute an alternative route to suit local conditions or for other operational reasons, potentially at short notice. Some of our breaks have more than one itinerary. To check which itinerary is running on your holiday date please refer to the Dates, Prices & Trip Notes tab.

You're welcome to check in from 4pm onwards.

Enjoy a complimentary Afternoon Tea on arrival.


Option 1 - Falling Foss to Whitby

Distance: 7½ miles (12km)

Ascent: 750 feet (240m)

In summary: From Falling Foss waterfall in its delightful woodland setting we walk along Little Beck to Ruswarp and join the River Esk which we follow back to Larpool Hall.

Highlight: Our walk ends by crossing the Larpool viaduct, a 13-arch brick structure built in 1884 to carry the now-closed Whitby to Scarborough railway over the River Esk.

Option 2 - May Beck to Whitby

Distance: 9 miles (14km)

Ascent: 1,000 feet (300m) 

In summary: After a short section on moorland we descend to follow May Beck & Little Beck past beautiful waterfalls and through woodland to the River Esk, then make our way to Larpool Hall.

Highlight: Look out for steam trains on the North York Moors Railway beside the River Esk.

Option 3 - Sneaton Corner to Whitby

Distance: 11 miles (17.5km) 

Ascent: 1,300 feet (400m)

In summary: We walk across heather moorland before descending through woodland & farmland to follow May Beck & Little Beck to the River Esk on our way back to Larpool Hall

Highlight: We pass Bronze Age relics on the moorland before looking and listening for wildlife in the coniferous and deciduous woodlands.


Option 1 - Captain Cook's Monument

Distance: 7 miles (11km) 

Total ascent: 1,000 feet (300m) 

In SummaryFollow the Cleveland Way to the magnificent viewpoint at Captain James Cook’s monument; we then descend to the foot of Roseberry Topping and on to the village of Great Ayton. 

Highlight: Walk in the footsteps of Captain James Cook who grew up in the village of Great Ayton. There may be time to visit the Captain Cook Schoolroom Museum at the end of the walk.

Option 2 - Roseberry Topping & Great Ayton

Distance: 8½ miles (14km) 

Ascent: 1,300 feet (400m) 

In SummaryWalk along the escarpment of the North York Moors. Our route ascends from near Guisborough to the summit of Roseberry Topping, then continues to the equally impressive viewpoint at Captain Cook's Monument and Great Ayton. 

HighlightThe distinctively shaped summit of Roseberry Topping - the Yorkshire Matterhorn - dominates the local skyline. 

Option 3 - Cleveland Way Circuit

Distance: 10 miles (16km)

Ascent: 1,700 feet (520m)

In Summary: From Great Ayton ascend past Cliff Rigg quarry through mixed woodland to reach the summit of Roseberry Topping, then continue along the Cleveland Way to visit Captain Cook’s Monument before returning to Great Ayton.

Highlight: Soak up the sweeping panorama over Teesside and the surrounding countryside; a great contrast of natural and man-made landscapes.


Discover more about Larpool Hall and the local area for ideas on how to make the most of your free day.


Option 1 - Beast Cliff to Robin Hood's Bay

Distance: 6½ miles (10.5km) 

Ascent: 1,150 feet (340m) 

In SummaryFollow the spectacular coastal section of the Cleveland Way to Ravenscar. Following the sweep of the coastline, either along the seashore or along the cliff-top, we'll continue to the old fishing village of Robin Hood’s Bay. 

HighlightOur walk ends at the quaint fishing village of Robin Hood's Bay where you can explore the narrrow cobbled streets, or relax in one of the pubs or teashops.

Option 2 - Hayburn Wyke to Robin Hood's Bay

Distance: 9 miles (14km) 

Ascent: 1,000 feet (320m) 

In Summary: Follow the coastal path from Hayburn Wyke through a nature reserve to Beast Cliff and Ravenscar, then on to Robin Hood’s Bay via seashore or cliff-top paths.                                           

Highlight: The fascinating historic remains of the old Alum works below Ravenscar.

Option 3 - Cloughton to Robin Hood's Bay

Distance: 10 miles (15.5km) 

Ascent: 1,800 feet (500m)  

In SummaryA fantastic longer coastal walk from Cloughton to Robin Hood’s Bay. Enjoy far-ranging sea views throughout the day as we make our way along this superb stretch of coastline.                       

HighlightDiscover the history of Ravenscar. Victorian developers bought this cliff-top site and laid out streets, aiming to build a grand seaside resort - alas only a few plots were bought and the company went bankrupt, thus preserving the tranquility of the headland.


Option 1 - Newholm and Raithwaite Hall

Distance: 7½ miles (12km)

Ascent: 600 feet (180m)

In Summary: We walk through the outskirts of Whitby to the attractive village of Newholm before walking through the grounds of the secluded Raithwaite Hall. We then make our way to the sea front & return via Pannett Park.

Highlight: Raithwaite Hall & its grounds provide spectacular views along the coast.

Option 2 - To Sandsend And Back

Distance: 10 miles (16km)

Ascent: 950 feet (280m)

In Summary: We make our way through quiet countryside to the hamlet of Dunsley then head to the coast at Sandsend with its old alum workers’ cottages. We then return along the beach & cliff tops to Whitby.

Highlight: Step back in time and learn about the coast’s past on a Jurassic Trail.

*due to a stretch of beach walking, this walk may be reversed to avoid doing so at/near high tide

Option 3 - Newholm, Dunsley & Sandsend

Distance: 12½ miles (19.5km)

Ascent: 1.150 feet (360m)

In Summary: We walk to Sandsend via the quiet hamlets of Newholm & Dunsley. A longer stretch of beach walking brings us back to Whitby West Cliff with stunning views both ways along the coast.

Highlight: The walk along the beach provides a chance to see Whitby Abbey brooding on its clifftop perch high above the harbour.

*due to a stretch of beach walking, this walk may be reversed to avoid doing so at/near high tide


Enjoy a leisurely breakfast before making your way home.


You're welcome to check in from 4pm onwards.

Enjoy a complimentary Afternoon Tea on arrival.


Option 1 - Falling Foss to Whitby

Distance: 7½ miles (12km)

Ascent: 750 feet (240m)

In summary: From Falling Foss waterfall in its delightful woodland setting we walk along Little Beck to Ruswarp and join the River Esk which we follow back to Larpool Hall.

Highlight: Our walk ends by crossing the Larpool viaduct, a 13-arch brick structure built in 1884 to carry the now-closed Whitby to Scarborough railway over the River Esk.

Option 2 - May Beck to Whitby

Distance: 9 miles (14km)

Ascent: 1,000 feet (300m) 

In summary: After a short section on moorland we descend to follow May Beck & Little Beck past beautiful waterfalls and through woodland to the River Esk, then make our way to Larpool Hall.

Highlight: Look out for steam trains on the North York Moors Railway beside the River Esk.

Option 3 - Sneaton Corner to Whitby

Distance: 11 miles (17.5km) 

Ascent: 1,300 feet (400m)

In summary: We walk across heather moorland before descending through woodland & farmland to follow May Beck & Little Beck to the River Esk on our way back to Larpool Hall

Highlight: We pass Bronze Age relics on the moorland before looking and listening for wildlife in the coniferous and deciduous woodlands.


Discover more about Larpool Hall and the local area for ideas on how to make the most of your free day.


Option 1 - Captain Cook's Monument

Distance: 7 miles (11km) 

Total ascent: 1,000 feet (300m) 

In SummaryFollow the Cleveland Way to the magnificent viewpoint at Captain James Cook’s monument; we then descend to the foot of Roseberry Topping and on to the village of Great Ayton. 

Highlight: Walk in the footsteps of Captain James Cook who grew up in the village of Great Ayton. There may be time to visit the Captain Cook Schoolroom Museum at the end of the walk.

Option 2 - Roseberry Topping & Great Ayton

Distance: 8½ miles (14km) 

Ascent: 1,300 feet (400m) 

In SummaryWalk along the escarpment of the North York Moors. Our route ascends from near Guisborough to the summit of Roseberry Topping, then continues to the equally impressive viewpoint at Captain Cook's Monument and Great Ayton. 

HighlightThe distinctively shaped summit of Roseberry Topping - the Yorkshire Matterhorn - dominates the local skyline. 

Option 3 - Cleveland Way Circuit

Distance: 10 miles (16km)

Ascent: 1,700 feet (520m)

In Summary: From Great Ayton ascend past Cliff Rigg quarry through mixed woodland to reach the summit of Roseberry Topping, then continue along the Cleveland Way to visit Captain Cook’s Monument before returning to Great Ayton.

Highlight: Soak up the sweeping panorama over Teesside and the surrounding countryside; a great contrast of natural and man-made landscapes.


Option 1 - Beast Cliff to Robin Hood's Bay

Distance: 6½ miles (10.5km) 

Ascent: 1,150 feet (340m) 

In SummaryFollow the spectacular coastal section of the Cleveland Way to Ravenscar. Following the sweep of the coastline, either along the seashore or along the cliff-top, we'll continue to the old fishing village of Robin Hood’s Bay. 

HighlightOur walk ends at the quaint fishing village of Robin Hood's Bay where you can explore the narrrow cobbled streets, or relax in one of the pubs or teashops.

Option 2 - Hayburn Wyke to Robin Hood's Bay

Distance: 9 miles (14km) 

Ascent: 1,000 feet (320m) 

In Summary: Follow the coastal path from Hayburn Wyke through a nature reserve to Beast Cliff and Ravenscar, then on to Robin Hood’s Bay via seashore or cliff-top paths.                                           

Highlight: The fascinating historic remains of the old Alum works below Ravenscar.

Option 3 - Cloughton to Robin Hood's Bay

Distance: 10 miles (15.5km) 

Ascent: 1,800 feet (500m)  

In SummaryA fantastic longer coastal walk from Cloughton to Robin Hood’s Bay. Enjoy far-ranging sea views throughout the day as we make our way along this superb stretch of coastline.                       

HighlightDiscover the history of Ravenscar. Victorian developers bought this cliff-top site and laid out streets, aiming to build a grand seaside resort - alas only a few plots were bought and the company went bankrupt, thus preserving the tranquility of the headland.


Option 1 - Newholm and Raithwaite Hall

Distance: 7½ miles (12km)

Ascent: 600 feet (180m)

In Summary: We walk through the outskirts of Whitby to the attractive village of Newholm before walking through the grounds of the secluded Raithwaite Hall. We then make our way to the sea front & return via Pannett Park.

Highlight: Raithwaite Hall & its grounds provide spectacular views along the coast.

Option 2 - To Sandsend And Back

Distance: 10 miles (16km)

Ascent: 950 feet (280m)

In Summary: We make our way through quiet countryside to the hamlet of Dunsley then head to the coast at Sandsend with its old alum workers’ cottages. We then return along the beach & cliff tops to Whitby.

Highlight: Step back in time and learn about the coast’s past on a Jurassic Trail.

*due to a stretch of beach walking, this walk may be reversed to avoid doing so at/near high tide

Option 3 - Newholm, Dunsley & Sandsend

Distance: 12½ miles (19.5km)

Ascent: 1.150 feet (360m)

In Summary: We walk to Sandsend via the quiet hamlets of Newholm & Dunsley. A longer stretch of beach walking brings us back to Whitby West Cliff with stunning views both ways along the coast.

Highlight: The walk along the beach provides a chance to see Whitby Abbey brooding on its clifftop perch high above the harbour.

*due to a stretch of beach walking, this walk may be reversed to avoid doing so at/near high tide


Enjoy a leisurely breakfast before making your way home.


Larpool Hall

Escape to Whitby, whose handsome harbour and medieval streets are famously the setting for Bram Stoker’s Dracula and home to the world’s best fish and chips, for a stay in Larpool Hall. This imposing Grade II listed Georgian mansion has been part of the town for hundreds of years and has evolved to offer an updated take on traditional hospitality. The Hall retains its original grandeur and styling, while offering guests the perfect mix of contemporary comforts to deliver a large amount of atmosphere and character. Sweep up the magnificent staircase, marvel at the impressive fireplaces, watch through the large picture windows and feel yourself transported. With 29 rooms, 14 acres of attractive grounds and views over the Esk Valley, you couldn’t be better placed. Step out to explore the coast, Captain Cook country or walk on the Cleveland Way. Discover Robin Hood’s Bay and hunt for fossils or head deep into the North York Moors for a contrasting landscape carpeted in sweetly scented heather.

 

Rooms

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

Stay in one of the Hall’s smartly presented rooms, where contemporary design touches complement the original architecture and features. With 29 bedrooms, Larpool Hall has plenty of space and there’s a range of Classic, Premium and Superior Rooms to choose from. Choose the very spacious Room 15 on the ground floor for its lemon and grey styling, super-comfy sofa in front of a large fireplace and views across the Esk Valley. Climb to Room 2 on the first floor for similarly expansive vistas from the front of the house, or settle in under the eaves and exposed beams of beautiful Room 30 on the second floor of the house.

All ‘Classic’ rooms are ensuite and furnished to a high standard. There are also several ‘Premium’ and ‘Superior' Rooms that are either larger or have a desirable view, a more luxurious mattress and larger television – 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, multi-purpose activity room, three lounges, library and board games to borrow

After a day exploring the tight and twisty streets of Whitby or the windswept headlands and smugglers’ haunts of the Yorkshire coast, come back to the house and its specially tailored walkers’ facilities. Relax outside in the pretty courtyard or stroll the 14 acres of grounds and gardens with their manicured lawns and mature trees. Grab a well-thumbed copy of Dracula and hole up in the lounge, or join fellow guests in the large ballroom with its comfy seating and central dance floor to discuss your own adventures. The small, sociable bar provides another great space in which to relax.

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. Food at Larpool Hall is varied with a strong emphasis on the use of seasonal British produce. Our experienced chefs create each dish using only the freshest ingredients and, when in season, use home grown herbs and vegetables taken from our own gardens to give a true taste of the local area.

Accessibility

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

10674_0050 - Larpool Hall - Exterior

Getting to Larpool Hall

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

More Information

Essential Information

“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: £30 per person.

Holiday Prices

Date (Start - End) Nights Itinerary Price Status Trip Notes Book
2022
25 Jun - 01 Jul 2022
6 Version 1 £869 Trip Notes Book Now
01 Oct - 07 Oct 2022
6 Version 2 £869 Trip Notes Book Now
Duration:
6 nights
Type:
Guided Walking
Walking Grade:
1 & 2

6 nights from £869pp

...or call 020 3974 8865

For group bookings of 10+ people click here

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