The Cleveland Way Complete Guided Trail

Larpool Hall

Location: North York Moors

Duration: 7 nights at an HF Country House

Itineraries available: 1

Board Type: Full Board

Walking grades: 3 details

Carbon Footprint: 165kg CO2 details

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For group booking of 10 or more please click here
Walking in the North York Moors National Park doesn’t get better than the Cleveland Way. This 109-mile-long trail winds its way through the ever-changing scenery of North Yorkshire from the charming market town of Helmsley to the lively seaside resort of Filey. We now offer the trail in two separate itineraries allowing you to take on this challenging trail over a longer period. The coastal itinerary (grade 7) starts in Filey and follows a route along dramatic clifftop paths, sandy bays, and coastal villages ending in the charming village of Saltburn. Meanwhile, our inland itinerary (grade 8) starts in Saltburn and heads into the North York Moors where we walk across wild heather-clad moorlands, tackle steep escarpment climbs and enjoy spectacular panoramic views before finishing in Helmsley. You can choose to walk half of the Cleveland Way in a week or book a two week stay and complete the full trail.

Accommodation

HF Country House
Given that the Yorkshire coast never loses its capacity to enchant, it’s easy to see the appeal of this Grade II-listed house overlooking the Esk Valley and the North Sea. The setting is perfect; in the former fishing town of Whitby that’s best known for its fish and chips, quaint harbour, and Dracula connections (Irish author Bram Stoker drew his inspiration for his Gothic novel when holidaying here in 1890). You’ll have all the sightseeing greats within walking or driving distance, including the 13th century Whitby Abbey, the wonderful Whitby Sands, and the 199 Steps leading up to the old St. Mary’s Church (it’s customary to count them as you climb). Not only are the North York Moors right on your doorstep, but the walk along Cleveland Way to Robin Hood’s Bay is rather special, too.
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Walking grades and options

This Guided Walking/Hiking Trail is graded 5 (challenging) which involves walks /hikes of long distances in remote countryside and over rough terrain at a brisk pace. This holiday is recommended for fit and experienced walkers only.
Fitness The Cleveland Way is a strenuous walk. There are several long days. The walking day is normally 7 - 9 hours and terrain is at times rough underfoot with many steep ascents and descents. A sustained effort is required - please be sure you can manage the daily mileage and ascent, detailed below. This holiday is recommended for fit and experienced walkers only. It is important for your own and your fellow guests’ enjoyment that you can also maintain the pace (around 3.5kmph/ 5.5kph) over a full day for 6 days.

Your fitness

This holiday has been designed for experienced walkers with a good level of fitness. Having a solid base of fitness before your holiday will ensure you’ve the best chance of completing the holiday and enjoying it to boot. Here’s a few simple tips to help you get fit and ready for your challenge:

  • Get out walking – whatever the weather, get out there, and start building your fitness months before your holiday
  • Build your distance gradually and get a number of 6-8hr hill days in
  • Ideally, try and do two consecutive days training if possible
  • Take the stairs every time
  • Train on different terrain
  • Train with your day pack and your walking boots too, to ensure they’re well worn in before your holiday
  • Other sports help improve your walking fitness too. The best ones are jogging, cycling, swimming, which will build your stamina, and yoga which will help strengthen your core and improve balance

Time training will help ensure you enjoy your holiday to the max.


What You’ll Love

  • The chance to walk all or a section of the Cleveland Way 

  • Exploring the best of the North York Moors National Park 

  • Walking over wild moorland or along dramatic coastline 

  • Discovering the region’s diverse flora, fauna and wildlife 

  • A more personalised experience thanks to small group sizes (maximum 15 people) 


What's Included

  • Comfortable en-suite accommodation in our country house

  • Cooked or continental breakfast every morning

  • Daily packed lunches

  • Three-course evening meals, plus tea & coffee

  • Guided walks with an experienced HF Holidays Leader

  • All transport to and from walks where necessary

  • Easy-to-follow routes, maps, and information available in our Discovery Point if you want to explore independently

 


Reviews


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.

Coastal Itinerary - Grade 7

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.

Distance: 10 miles (16km)

Ascent: 1,050 feet (320m)

Our trail begins at Filey Brigg, where a sculpture marks the start of the Cleveland Way’s coastal section and the beginning or end of the Yorkshire Wolds Way. Gentle walking along low cliffs leads to Cayton Bay, the first of several fine beaches along our route. We then follow an undulating path through woodland and over clifftops to Scarborough, Britain’s first seaside resort. After strolling along South Bay promenade, we climb onto the headland beneath Scarborough Castle and visit Anne Brontë’s grave before descending to North Bay. 

Disctance: 10 miles (16km)

Ascent: 1,400 feet (430m)

Leaving Scarborough along North Bay promenade, we pass its colourful beach huts before climbing onto the cliffs at Scalby Mills. Enjoy far-reaching coastal views as we continue to the wooded valley of Hayburn Wyke, where a waterfall tumbles directly onto the beach. A steep climb leads to a gently rising path towards Ravenscar, known as ‘the town that never was’. Along the way, we pass a former wartime radar station and may spot Highland cattle grazing beneath Beast Cliff.

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

 

Distance: 11.5 miles (18.5km)

Ascent: 1,400 feet (430m)

From Ravenscar, perched high above the sea, we descend to the remains of a former alum works before continuing to the old fishing and smuggling village of Robin Hood’s Bay. After exploring its winding passageways, we climb back onto the cliffs. The first few miles share the route of Alfred Wainwright’s Coast to Coast path before we continue along the Cleveland Way. Passing Whitby Lighthouse, we soon catch sight of Whitby Abbey and descend the 199 Steps into the town’s characterful cobbled streets.

Distance: 12 miles (19.5km)

Ascent: 1,200 feet (360m)

Leaving Whitby, we pass the Whalebone Arch and Captain Cook Memorial before following the promenade towards Sandsend. A disused railway line leads to a steep, stepped climb onto the clifftops. Beyond the hamlet of Kettleness, we descend to the mysterious Hob Holes and cross the beach to picturesque Runswick Bay. One final climb returns us to the cliffs for the walk to Port Mulgrave, a former ironstone port.

Distance: 11.5 miles (18.5km)

Ascent: 1,300 feet (400m)

Our final walk begins along the clifftops to Staithes, a picturesque fishing village tucked into a narrow valley. From sea level, we climb to Boulby Cliff, the highest point on England’s east coast at 666 feet (203m), for panoramic views. We then descend to the former ironstone-mining village of Skinningrove before climbing past the striking Charm Bracelet sculpture. A final descent brings us to the elegant Victorian resort of Saltburn-by-the-Sea and the only surviving pleasure pier on the Yorkshire coast for a fitting finale to our journey.

Enjoy a leisurely breakfast before making your way home.

Daily Walk Options

Grade 3

Medium Walks

Walks follow well-defined paths, though often in hilly or upland areas, or along rugged coastal footpaths. These may be rough or steep in sections and will require reasonable fitness.

Accommodation

Larpool Hall

Given that the Yorkshire coast never loses its capacity to enchant, it’s easy to see the appeal of this Grade II-listed house overlooking the Esk Valley and the North Sea. The setting is perfect; in the former fishing town of Whitby that’s best known for its fish and chips, quaint harbour, and Dracula connections (Irish author Bram Stoker drew his inspiration for his Gothic novel when holidaying here in 1890). You’ll have all the sightseeing greats within walking or driving distance, including the 13th century Whitby Abbey, the wonderful Whitby Sands, and the 199 Steps leading up to the old St. Mary’s Church (it’s customary to count them as you climb). Not only are the North York Moors right on your doorstep, but the walk along Cleveland Way to Robin Hood’s Bay is rather special, too.

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.

  •  29 well-appointed guest rooms  •  Exclusive occupancy: 42 guests minimum  •  Check in from 4:00pm • For members check in from 2:00pm • Free Wi-Fi  •  Free on-site parking  •  Local launderette available in town • Boot room and drying room  •  Travel cot & 2 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  •  Lounge  •  Garden  •  Electric vehicle charging point - Please note, you will need to bring your own cables to use this EV charging point Visit England - Guest Accommodation

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, Larpool Hall has 29 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: The spacious Room 15 on the ground floor for its lovely décor, comfy sofa, large fireplace, and views across the Esk Valley. Room 2 on the first floor offers fabulous views while Room 30 on the second floor has eaves and exposed beams. 

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. 

 

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 

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

Getting here

Address

Larpool Hall
Larpool Drive
Whitby
North Yorkshire YO22 4ND

Tel: +44 (0)1947 602737

By train

The nearest station is Whitby. 

However, travelling to Scarborough station may be more convenient. Check National Rail for routes and journey times. 

By taxi

The two-mile journey from Whitby station takes approximately 10 minutes.  

From Scarborough train station, it’s a 21-mile journey, taking 40 minutes.  

For pricing, please contact Whitby Taxis directly.

Whitby Taxis
You can pre-book a taxi from our recommended company, Abbey Taxis*. We recommend booking your taxi at least seven days in advance by contacting:

Tel: +44 (0)1947 601212
Email: abbeytaxiswhitby@gmail.com

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

*Whitby Taxis is not owned or managed by HF Holidays.

By bus

The 93 and 94 buses run regularly between Scarborough station and Whitby taking around an hour. As you approach Whitby, alight by the Larpool Lane Industrial Estate. From here it’s an 800m walk up Larpool Lane to Larpool Hall. Please note that Larpool Hall's driveway is not lit. 

Check Traveline for up-to-date bus information. 

By car

There’s a free car park at Larpool Hall if you decide to drive. 

The A171 from Teesside and the A169 from Pickering converge at a roundabout about two miles outside Whitby.  

After this roundabout and as you approach Whitby, cross another roundabout then turn right at the traffic lights signposted Scarborough. Cross over the River Esk, then immediately turn right into Larpool Lane. Towards the top of the hill, turn into Larpool Drive – you'll see Larpool Hall at the end of this road.  

By air

The nearest airport is Leeds Bradford Airport. 

Catch the airport bus to Leeds where there are connecting trains to Scarborough taking about 90 minutes.

There’s also Manchester Airport, which is served by a range of long-haul flights. From here, there are trains every hour to Scarborough with one change at Manchester Piccadilly or York. Allow around three hours to reach Scarborough. 

Flying to London Heathrow airport is another option but it’ll take you around 4.5 hours to reach Scarborough. From Heathrow first take the Piccadilly line to London Kings Cross station, then connect to Scarborough (with one change at York). 

Check National Rail for train information. 

More Information

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    ["content"]=>
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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
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Packing list

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
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Ticks

Ticks are tiny creatures that live in vegetation and can attach themselves to passing animals or walkers and may carry a risk of Lyme Disease. Please refer to NHS advice and guidelines for information prior to your holiday.

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Our experienced and knowledgeable volunteer leaders undergo a thorough assessment to lead you on your holiday and are delighted to share their knowledge and enthusiasm with you.

Please ensure you complete and hand in your registration form on arrival and let the leader know about any medical problems you may have. This may be useful in the event of a problem on the walk and will be treated confidentially by the leader.

In the event of a problem

If you become separated from your group, please stay where you are. Your leader will retrace their steps to find you.

All our leaders carry a mobile phone, group shelter, spare maps and a compass. In the unlikely event your leader is incapacitated, please use any emergency kit in their rucksack and call the emergency services (call 999 in the UK, or 112 overseas).

Please then try to call the hotel where you are staying to let them know there is a problem.

If you have any cause for complaints regarding accommodation, you should notify your leader who can then attempt to rectify the problem.

" ["category"]=> array(4) { ["id"]=> string(26) "01jz2mm57nsr6ya7rha4swbehk" ["name"]=> string(18) "Useful Information" ["slug"]=> string(18) "useful-information" ["parent"]=> array(2) { ["id"]=> string(26) "01jz2mm0fhq0ycna6d9smf80p6" ["name"]=> string(19) "Holiday information" } } } [2]=> array(4) { ["id"]=> string(26) "01kwy50ckqk92dx9syr1mxqprr" ["title"]=> string(33) "Maps and Guides for Cleveland Way" ["content"]=> string(371) "

Your trail leader will carry all the necessary maps and guides. For you own interest you may consider buying or looking at the following:
www.nationaltrail.co.uk/ClevelandWay
National Trail Guide – Cleveland Way by Ian Sampson
Cleveland Way A-Z Adventure Atlas
The Cleveland Way (Cicerone guide) by Paddy Dillon
Explorer Maps: OL26, OL27

" ["category"]=> array(4) { ["id"]=> string(26) "01jz2mm57nsr6ya7rha4swbehk" ["name"]=> string(18) "Useful Information" ["slug"]=> string(18) "useful-information" ["parent"]=> array(2) { ["id"]=> string(26) "01jz2mm0fhq0ycna6d9smf80p6" ["name"]=> string(19) "Holiday information" } } } }

Ticks

Ticks

Ticks are tiny creatures that live in vegetation and can attach themselves to passing animals or walkers and may carry a risk of Lyme Disease. Please refer to NHS advice and guidelines for information prior to your holiday.

Your Island Hopping Leader

Our experienced and knowledgeable volunteer leaders undergo a thorough assessment to lead you on your holiday and are delighted to share their knowledge and enthusiasm with you.

Please ensure you complete and hand in your registration form on arrival and let the leader know about any medical problems you may have. This may be useful in the event of a problem on the walk and will be treated confidentially by the leader.

In the event of a problem

If you become separated from your group, please stay where you are. Your leader will retrace their steps to find you.

All our leaders carry a mobile phone, group shelter, spare maps and a compass. In the unlikely event your leader is incapacitated, please use any emergency kit in their rucksack and call the emergency services (call 999 in the UK, or 112 overseas).

Please then try to call the hotel where you are staying to let them know there is a problem.

If you have any cause for complaints regarding accommodation, you should notify your leader who can then attempt to rectify the problem.

Maps and Guides for Cleveland Way

Your trail leader will carry all the necessary maps and guides. For you own interest you may consider buying or looking at the following:
www.nationaltrail.co.uk/ClevelandWay
National Trail Guide – Cleveland Way by Ian Sampson
Cleveland Way A-Z Adventure Atlas
The Cleveland Way (Cicerone guide) by Paddy Dillon
Explorer Maps: OL26, OL27

Carbon Footprint - 165kg 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: WBY07-LCD01

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The Cleveland Way Complete Guided Trail

Members save an additional £30 on this booking and get a range of other exclusive benefits. You can join during booking process. Read more about membership
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Trusted British co-operative

We are proud to be Britain’s only walking holiday co-operative. Led by almost 40,000 members, offering hundreds of holidays across the UK and overseas, with all surplus being reinvested back into our Society.

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Flexible choice of guided walks

Experienced volunteer HF Leaders guide every walk at our UK country houses, offering up to three daily options. Making it easy to find a holiday to suit your ability, and with the flexibility to switch grades each walking day.

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Become an HF Member to benefit from our Price Pledge. Secure your first choice of holiday early, and if the cost drops after you book, we will automatically refund the difference (exc. travel agent & group bookings).

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Book with confidence

If the flights we have organised are cancelled or changed, we’ll do everything we can to find alternative transport, with minimal disruption to your holiday

If we cancel your holiday, we honour all refund requests 

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Travel with confidence

We know that peace of mind is priceless, so we’ll always go above and beyond to meet – and exceed – expectations

If the flights we have organised are cancelled or changed, we’ll do everything we can to find alternative transport, with minimal disruption to your holiday

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HF Holidays

A British heritage brand with 111 years of experience

Offering a choice of over 260 itineraries in nearly 40 countries

Run as a co-operative with 40,000-plus members

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