We have improved our walking grade scale. Read more
30 Apr - 7 May 2027
7 nights. Trip notes
Non-members
£1,229
ppMembers
£1,199
ppWe have improved our walking grade scale. Read more
■ Location: North York Moors
■ Duration: 7 nights at an HF Country House
■ Board Basis: Full Board
■ Travel Dates: Apr-Sep 2027
■ Itineraries available: 2
■ Choice of Walking Grade: 8 details
■ Carbon Footprint: 165kg CO2 details
Non-members From
£1,229
ppMembers From
£1,199
ppMembers Save £30 on this booking and get a whole range of extra exclusive benefits. Add HF Membership to your booking online. details
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.
Challenging walking grade 8
Challenging walks for fit, experienced walkers. Expect rugged or mountainous terrain, or some longer distances than typical for this grade. Typically, 12-13 miles (19-21km) with around 2,300ft (700m) of ascent.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)
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
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.
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.
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: 11.5 miles (18.5km)
Ascent: 2,150 feet (660m)
We begin in the Victorian resort of Saltburn-by-the-Sea and follow woodland paths beneath the impressive Skelton Beck railway viaduct. An ascent brings us to the former ironstone-mining village of Skelton before we cross farmland and climb gently through more woodland to Highcliffe Nab. From here, enjoy views across Guisborough and towards the coast. We then follow the edge of the heather-clad moors before climbing Roseberry Topping and descending to Newton-under-Roseberry.
Distance: 15 miles (24km)
Ascent: 1,850 feet (560m)
From Newton-under-Roseberry, we climb around Roseberry Topping and continue across the moors to Captain Cook’s Monument on Easby Moor. From here, we can see the Cleveland Hills that await us later in the trail. A woodland descent leads to Kildale before we climb back onto the moors and follow an old packhorse route to remote Bloworth Crossing, where we join the Coast to Coast path. Good moorland tracks take us over Round Hill on Urra Moor, the highest point in the North York Moors National Park, before we descend to Clay Bank.
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: 2,550 feet (780m)
We begin with a brisk climb onto Hasty Bank before descending through the jumble of boulders at the Wainstones, a popular climbing spot. A series of short climbs and descents takes us over Cold Moor and Cringle Moor to Lordstones Country Park. We then climb Carlton Bank and descend into the quiet valley of Scugdale before crossing Scarth Nick Moor. Leaving the Coast to Coast path, we pass the peaceful Lady Chapel, which has links to Catherine of Aragon and nearby Mount Grace Priory, before finishing in the attractive village of Osmotherley.
Distance: 12 miles (19.5km)
Ascent: 1,550 feet (480m)
Our walk begins in woodland, passing two former reservoirs that are now havens for wildlife. A steady climb returns us to the moors, where we follow an old cattle-droving road past the site of a former inn and the remains of limestone quarries. After leaving the moorland, we pass High Paradise Farm and continue along the escarpment, enjoying wide views across the Vale of Mowbray towards the distant Pennines. We pass the panorama famously described by James Herriot as ‘England’s finest view’ before finishing at Sutton Bank National Park Centre.
Distance: 9.5 miles (15km)
Ascent: 500 feet (160m)
Our final walk follows the escarpment before turning east towards Helmsley. Woodland and farmland paths lead past the site of a former racecourse and into the village of Cold Kirby, with its collection of traditional farmhouses. We then descend into Flassen Dale, one of the area’s distinctive dry limestone valleys. Passing medieval fishponds once used by the monks of Rievaulx Abbey, we continue to the impressive abbey ruins. Depending on timings, there may be an opportunity to visit the English Heritage site (payable locally – English Heritage (EH) members free upon showing their EH membership card). A final woodland stretch brings us to the bustling market town of Helmsley where there’ll be time to toast to the end of our journey together.
Enjoy a leisurely breakfast before making your way home.
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.
Helping you enjoy the Great Outdoors - A natural focus on walks
Walks talks and Discovery Points
Our founder, country pastor turned social innovator, Thomas Arthur Leonard, was passionate about encouraging people to explore the countryside. His legacy continues in HF's continued focus on walking. Many guests choose to travel with us on guided or self-guided walking holidays, and as such, evenings at our houses are often busy with walk leaders hosting various briefings and talks. On guided walking holiday arrival days, there are walking information briefings before dinner, and for the duration of any guided walking holiday there will be a Walks Talk before (or on occasion after dinner), to go through the following day's walk options. Self-guided walking guests, and those on special interest holidays (where there is free time to explore independently), are of course welcome to also join in these Walks Talks - please talk to the team locally if you have any queries. Our Discovery Points are filled with handy maps and route notes, designed to ensure everyone, not just those booked on a guided walking holiday, can enjoy the beautiful countryside settings that our HF houses enjoy.
The walking day
Prior to setting off on guided walks, our HF Holidays Leaders run through a short safety briefing. There’s also an up-to-date weather forecast on display at the house to ensure walkers 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 | ![]() |
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
Larpool Hall
Larpool Drive
Whitby
North Yorkshire YO22 4ND
Tel: +44 (0)1947 602737
The nearest station is Whitby.
However, travelling to Scarborough station may be more convenient. Check National Rail for routes and journey times.
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.
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.
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.
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.
We try to create a relaxed atmosphere on the walk but please listen to safety instructions from your leader.
Keep members of the group in view especially when weather or visibility is poor. If you leave the group, then your leader will no longer have responsibility for you. Our leaders consider the safety of the group as a whole and are likely to be more cautious over potential risks such as bad weather.
Weather conditions in the UK can vary throughout the day, and conditions in the mountains may be cold and windy even in summer. Use the following list as a guide when preparing for your holiday.
Essentials
Suitable waterproof walking boots with ankle support and good grip
Waterproof, wind-resistant jacket with a hood, taped seams and a hydrostatic head rating of at least 10,000 mm
Waterproof overtrousers
Spare warm clothing, such as a synthetic insulated jacket
Comfortable walking clothing (jeans & waterproof capes are not suitable)
Warm mid-layers, such as fleeces
Gloves and a warm hat, even in summer
Rucksack with a waterproof liner
Water bottle with a capacity of at least 1 litre
Flask for hot drinks
Sunscreen
UV-protective sunglasses
Spare high-energy food
Head torch and spare batteries for holidays between October and March
Passport (if applicable)
Visa (if applicable)
Copy of your travel insurance policy
Recommended
Several base layers, with long or short sleeves
Cushioned walking socks to avoid blisters
First-aid kit, including plasters, insect repellent, a midge net and a tick-removal tool
Sit mat
Waterproof pouch for valuables
Rubbish bags
Wallet or purse
Camera
Walking poles
Sun hat
Gaiters
Mobile Phones
Swimwear (please see accommodation information for hotel facilities)
Membership cards for English Heritage, the National Trust or similar heritage organisations in Scotland and Wales, if you are a member. These may be useful when visiting attractions during your itinerary or on your free day.
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.
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.
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.
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
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 moreCode: WBY07-LCD01
Dates & availability
The Cleveland Way Guided Trail
7 nights. Trip notes
Non-members
£1,229
ppMembers
£1,199
pp7 nights. Trip notes
Non-members
£1,389
ppMembers
£1,359
pp£1,459
pp£1,429
pp7 nights. Trip notes
Non-members
£1,399
ppMembers
£1,369
pp£1,539
pp£1,509
pp7 nights. Trip notes
Non-members
£1,399
ppMembers
£1,369
pp
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.

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.

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 and self-guided bookings).

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

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

A British heritage brand with 111 years of experience
Offering a choice of over 260 itineraries in nearly 40 countries
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