Category: Cleveland Way

Cleveland Way Accommodation Guide

The Cleveland Way is a true gem of England’s National Trails. Taking in some of the best walking in the North York Moors National Park, walkers will be treated to…

The Cleveland Way is a true gem of England’s National Trails. Taking in some of the best walking in the North York Moors National Park, walkers will be treated to heather covered mountainsides, charming villages, and stunning coastal views. Along the route there are plenty of accommodation options to suit every budget and preference.

Overnight options include everything from campgrounds, to bunkhouses, charming B&Bs, to luxury hotels. While certainly good to have options, it can be a bit overwhelming to decide where to stay on the Cleveland Way.

This Cleveland Way Accommodation Guide is designed to solve just that issue. We’ve put together a comprehensive list of your best options at each of the common stopping points along the route to help you get the most from your walk.

Keep reading to learn more.


Whitby on the Cleveland Way


In This Cleveland Way Accommodation Guide


Should I reserve my Cleveland Way accommodation in advance?

Simply put, yes, you should probably reserve your Cleveland Way accommodation in advance.

The North York Moors can be quite a popular destination during the summer months, attracting visitors from all over the UK. This is especially true along the coastal section of the walk where towns like Robin Hood’s Bay and Scarborough are busy holiday destinations.

While you might be able to get by without a reservation in some of the less visited towns along the route, having made an advance booking will give you peace of mind and assurances that you have a place to rest your head.

As such, we recommend booking your accommodation for the Cleveland Way as early as possible. For the popular coastal villages along the route we recommend making a booking 4-5 months in advance to ensure your first choice is available. Reservations for the non-coastal towns don’t need to be made as far in advance, but we still recommend booking at least a month in advance if possible.


English breakfast

Expect a filling breakfast at any of the B&Bs on the Cleveland Way.


Cleveland Way Accommodation Cost

The cost of accommodation along the Cleveland Way varies depending on a number of factors. Generally speaking, accommodation is more expensive along the cost, and a bit more affordable inland. Additionally, the time of year has a huge impact on what you can expect to pay, with the summer months of July and August being the most expensive.

Of course the length of time you plan to walk the Cleveland Way in also will influence how much you need to budget for accommodation. Some walkers will complete the route in 5-6 days, while other prefer to do it in 12 or more.

Given all of these factors it can be difficult to pin down average costs for the Cleveland Way, but we’ve taken a stab at it below:

  • B&B/Guesthouse/Hotel: £70+ (per person/per night)
  • Bunkhouse/Hostel: £40+ (per person/per night)
  • Camping: £10+ (per person/per night)

In our accommodation directory, we’ve provided our recommendations for high-end, mid-range, and budget options at all of the common stopping points along the Cleveland Way. We’ve defined those categories as follows:

  • High-End: £80+ (per person/per night)
  • Mid-Range: £40-80 (per person/per night)
  • Budget:<£40 (per person/per night)

Note that not every stop along the walk will feature accommodation that fits neatly into each of the categories above. In those cases we’ve included multiple options in a specific price point based on what is available.

Trail in the North York Moors

Looking for more Cleveland Way resources? Check out our Cleveland Way | Maps & Routes article here.


Cleveland Way Accommodation Directory & Map

Finding your accommodation for the Cleveland Way is not always an easy task. You’ll find a variety of options at each stopping point on the walk, and it can be difficult to decide which one is best for you. We’re here to simply your decision making process with our accommodation guide below!

We’ve distilled the best options into an easy to ready format with key details, as well as our recommendations for every budget.

We’ve organized our list to follow most variations of the classic Cleveland Way itinerary from Helmsley to Filey.

You can also view all of the accommodation providers in this directory on the interactive map below.

Need an easy way to access Cleveland Way maps and accommodation information on your phone? Check out the Hiiker app! It’s a valuable tool to have with you on the trail.

Read the directory in its entirety or jump to a specific stopping point from the list below:



High-End: Feversham Arms Hotel

The Feversham Arms is a classic boutique hotel in Helmsley and is perfect for those looking to start their Cleveland Way walk with a bit of luxury. The hotel features a stunning outdoor pool, beautiful rooms, and exceptional staff. This is our top option in Helmsley.

Mid-Range: Carlton Lodge

The Carlton Lodge is an excellent mid-range option in Helmsley. This quaint guest house is set in a beautiful stone building among lovely gardens. The breakfast is outstanding and gets great reviews from guests. This is a great option for those looking for a relaxing night without breaking the bank.

Budget: The Royal Oak Hotel

The Royal Oak Hotel is located right in the center of Helmsley and provides great access to all of the amenities of this market town. While certainly in a busier location than your other options, the rooms are quiet and well appointed. The on-site pub and restaurant have great dining options as well.


Church in Helmsley


Sutton Bank

Mid-Range: Church Farm B&B

The Church Farm B&B is located just south of Sutton Bank in the village of Kilburn. With only two guest rooms, you’ll get excellent service at a very reasonable rate. Breakfast is included and gets rave reviews from guests.

Mid-Range: The Forresters Arms Hotel

The Forresters Arms Hotel provides classic pub accommodation in the heart of Kilburn, just a short distance from the Cleveland Way. The cozy pub is the perfect place to enjoy a pint after the days walk, and the staff are warm and accommodating. Highly recommended.

Budget: High House Farm

The High House Farm offers simple farmhouse accommodation just north of the Cleveland Way. With just two simple rooms available, a night here offers a great opportunity to enjoy the pastoral North York Moors.



Mid-Range: Vane House

The Vane House is a lovely bed & breakfast located in the center of Osmotherley. You can expect very friendly service, clean rooms, and an excellent breakfast here. For those looking for B&B accommodation in Osmotherley, this is your best bet.

Mid-Range: The Queen Catherine Hotel

The Queen Catherine Hotel provides basic accommodation right on the Cleveland Way in Osmotherley. The front patio is a lovely place to relax on a warm day and breakfast gets great reviews. The rooms are a bit dated, but nothing that won’t suit a weary Cleveland Way walker!

Budget: Cote Ghyll Mill YHA

The Cote Ghyll Mill is a YHA run bunkhouse that features hostel style rooms as well as a campground. As with all YHA’s you’ll find a well-run establishment complete with a shared kitchen and lovely common spaces. You can’t go wrong here.


Great Broughton/Clay Bank Top

Mid-Range: Wainstones Hotel

The Wainstones Hotel is located in Great Broughton, north of the Cleveland Way. This lovely hotel offers a pick-up service at Clay Bank Top for Cleveland Way walkers, an incredible amenity! You’ll also find friendly staff, a good restaurant, and well-appointed rooms.

Mid-Range: The Buck Inn

The Buck Inn is located south of the Cleveland Way and the owners are more than happy to pick up weary walkers at Clay Bank Top. The rooms are quaint and the owners attentive. This is a great mid-range option in the area.

Budget: Beak Hills Farm

Located just half a mile off of the Cleveland Way prior to Clay Bank Top, Beak Hills Farm is a great place to stay. The two guest rooms are perfect for walkers and provide an outstanding value for the money. They also allow camping for anyone carrying their tent.



Mid-Range: The Old Rectory

The Old Rectory is a lovely B&B located in the village of Kildale, right on the Cleveland Way. This family run affair has exceptional service, breakfast, and rooms. The owners will even drive you to the nearest pub for dinner!



High-End: Brockley Hall Hotel

This boutique hotel is the place to stay if you’re looking for a bit of luxury near the halfway point of your Cleveland Way walk. Brockley Hall has stunning rooms and an excellent on-site restaurant. The location is also perfect, as the hotel sits right on the Cleveland Way.

Mid-Range: The Spa Hotel

The Spa Hotel is a great pick in Saltburn-by-the-Sea. The individually decorated rooms are well-appointed and the food gets rave reviews. You’re also only a short stroll from the beach here, making this a great stop on your walk.

Budget: The Victoria

The Victoria is located right in the center of Saltburn-by-the-Sea and provides great value for the money. It can get a bit noisy here at night, but the staff are incredibly friendly and you can’t beat the location!

The pier in Saltburn-by-the-Sea



High-End: Roraima House

The Roraima House is a charming bed and breakfast located just up from the waterfront in Staithes. Period feature architecture complements the friendly service. The food is excellent as well.

Mid-Range: Trig Point 49 and Keel Lodges

This five room lodge is a good mid-range option in Staithes for Cleveland Way walkers. The rooms are simple and clean and the staff very accommodating. One of our top picks in Staithes.

Budget: The Royal George

The Royal George B&B has one of the best locations in town, situated right on the Cleveland Way and just steps from the water. This excellent budget option features three rooms, two of which are en suite. Breakfast is included and the on-site pub is a great place to grab a pint after finishing the day’s walk.

View of Staithes from the Cleveland Way


Runswick Bay

Mid-Range: Cliffemount Hotel

The Cliffemount Hotel features stunning views of Runswick Bay from the bright and clean rooms. This small hotel is known for the friendly staff and we highly recommend splurging for a sea-view room with a balcony. You won’t regret it!

Mid-Range: The Runswick Bay Hotel

The Runswick Bay hotel is located right in the center of the village and features six guest rooms. You’ll find great value here with reasonable room prices and caring staff. Be sure to try the fish and chips from the on-site restaurant!

Budget: The Firs Guesthouse

The Firs Guesthouse is a small, family-run affair that comes with excellent reviews. A great breakfast, easy beach access to soak those weary feet, and friendly staff make this a solid option.

Runswick Bay



High-End: The Dolphin Hotel

With a stunning view overlooking the bay, the Dolphin Hotel is a great option in Whitby. Located right on the Cleveland Way, this well-reviewed hotel features classic rooms, a cozy pub, and a hearty breakfast.

Mid-Range: The Pier Inn

The Pier Inn is centrally located in Whitby right off the main trail and gets rave reviews for its excellent views. The staff is welcoming to walkers and be sure to enjoy a full English breakfast before setting out the next morning.

Budget: The George Hotel

The George Hotel is located just across from the main train station in Whitby, putting you right in the center of the action. The lively pub scene is perfect for walkers who enjoy a bit of revelry. You’ll also enjoy spotlessly clean rooms and very friendly staff.


Robin Hood’s Bay

High-End: Fernleigh B&B

The Fernleigh B&B is our top choice in Robin Hood’s Bay. The newly renovated Victorian home features top-notch amenities and beautiful décor on a quiet street near the center of town. The wonderful owners will make sure you feel welcome and well-fed.

Mid-Range: The Grosvenor Hotel

The Grosvenor is a favorite accommodation for many Cleveland Way walkers and for good reason. Guests at this charming hotel will enjoy spotless rooms, a delicious breakfast, and a location that’s just five minutes’ to the beach.

Budget: YHA Boggle Hole

Of all the fantastic YHA hostels throughout England, this is surely one of the best. Tucked away in a secluded cove, the main building is set in a recently-renovated historic mill. The entire place embraces a fun nautical theme and boasts excellent facilities and lots of fun activities. Dorms and private en suite rooms are available.

Robin Hood's Bay



Mid-Range: Raven Hall Hotel

The Raven Hall Hotel is perfectly located for Cleveland Way walkers right in the center of Ravenscar. The hotel is situated on a beautiful bluff overlooking the sea and the rooms don’t disappoint. This boutique option is a great place to spend the night.

Budget: Smuggler’s Rock Guest House

The Smuggler’s Rock Guest House provides simple B&B accommodation in Ravenscar, just up the road from the Cleveland Way. The rooms here are immaculately clean and well decorated. The charming garden is the perfect place to relax after a long day’s walk.



Mid-Range: The Crescent Hotel

The Crescent Hotel is located in a beautiful old building in the center of Scarborough. The location leaves nothing to be desired and the on-site restaurant serves up a delicious breakfast. A great option for what is likely your final night on the Cleveland Way.

Mid-Range: The Dickens Bar & Inn

The Dickens Bar & Inn provides excellent pub accommodation in the heart of Scarborough. Enjoy a pint in the pub before retiring to your quiet and clean room for the evening. Breakfast is included in the room rate and gets great reviews from guests.

Budget: Argo Hotel

The Argo is your best budget option in Scarborough. Although it is not the most luxurious accommodation available in town, the host Lynn more than makes up for it with friendly service. Breakfast is included and you’re just a short walk from the beach.


Mid-Range: The White Lodge Hotel

Upon finishing your walk in Filey we highly recommend a stay at the White Lodge Hotel. Set in a stunning building, the White Lodge is known for its incredibly comfortable beds – the perfect place to rest your head after a 100+ mile walk!

Mid-Range: Abbots Leigh Guesthouse

Centrally located in Filey, Abbots Leigh Guest House provides cozy accommodation at very reasonable prices. The rooms are stylishly outfitted and the hosts go above and beyond to make you feel at home. Highly recommended!

Filey, UK


What’s Next?

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Cleveland Way Packing List

If we could choose just one word to describe the Cleveland Way it would be this: variety. Over the course of its 110 glorious miles, the Cleveland Way crosses forests,…

If we could choose just one word to describe the Cleveland Way it would be this: variety.

Over the course of its 110 glorious miles, the Cleveland Way crosses forests, hills, moorland, coastal cliffs, historical landmarks, and charming villages. While the diversity of sights and landscapes certainly adds to the richness of the experience, it can make packing pretty challenging!

You’ll need to be prepared for all sorts of weather, and well as some challenging hills and tough underfoot conditions on the Cleveland Way. At the same time, carrying too big a rucksack will undoubtedly take away from the enjoyment of your trek.

So how does one strike that elusive balance between having all of the necessities without feeling like they have a baby elephant on their back? Read on for our best advice and detailed kit lists to learn everything you need (and what you don’t need) to have your best possible Cleveland Way Walk!

In this post:

Hiker on Urra Moor, Cleveland Way
Approaching Round Hill on Urra Moor, the high point on the Cleveland Way.

Packing Basics for the Cleveland Way

There are so many variables when it comes to packing for the Cleveland Way, such as your accommodation type, hiking style, trip length, baggage transfers, time of year, and many more. Every hiker will have a unique kit to best serve their individual needs. Despite all of those factors, there are some universal rules that all hikers should follow when putting together their kit for the Cleveland Way.

How Much Should My Pack Weigh?

This isn’t easy to answer, since there are a ton of factors that influence how much is too much for any individual hiker. Some things to think about…

  • How fast are you hoping to hike? Generally speaking, lighter=faster
  • Have you completed a multi-day through hike with this specific backpack and this amount of weight before? 
  • Are you injury-prone or do you have any chronic knee, hip, or back issues? 

As a very general rule, campers should keep their pack weight below 13kg, including food and water. Those staying indoors should carry no more than 9kg. If having your luggage transferred along the trail, most transfer services will limit you to 20kg, and your daypack shouldn’t exceed 4kg. If you are backpacking for the first time or have a chronic injury, the weight of your pack should be significantly less than these guidelines.

Generally speaking, less is more. Here’s a few tips for lightening your load:

  1. You only need a couple of shirts. Same goes for underwear and socks. Bring quick-dry items that you can rinse out in the sink or shower.
  2. Plan out when/where you’ll restock food provisions and don’t carry more food than you need.
  3. Consider leaving your bulky camera equipment at home. Unless photography is your passion, most smartphones take great photos and save a ton of space and weight.
Backpacking backpack
The type of pack you’ll need for the Cleveland Way will depend on your individual itinerary.

Choosing a backpack for the Cleveland Way

Just like with footwear, a properly fitting backpack is crucial on the Cleveland Way. Also similar to your boots, your pack needs to be broken in for optimal comfort. We recommend carrying a weighted pack on your training walks to get used to the extra weight and ensure it fits well.

If you plan on staying in B&B’s along the route, you won’t need a very large rucksack. A 25-liter pack should be enough to hold a few clothing items, food, water, and toiletries.

Those staying in dorms and bunkhouses will most likely need to carry a sleeping bag and towel. A 30-40L pack will be more than enough space for everything you need.

If you plan on camping, you’ll need a larger pack to fit your tent, sleeping bag, sleeping pad, and cooking equipment in addition to your basic supplies. A 45-60L pack will be suitable for most campers.

Last but not least, don’t forget to bring a pack cover to protect against rain! Many newer packs come with one built-in.

Read More: Cleveland Way Maps and Routes

Coast to Coast Walk hiking boots
Footwear on the Cleveland Way comes down to personal preference and fit, but always break in new boots ahead of time!

Footwear on the Cleveland Way

One of the most challenging aspects of the Cleveland Way is the strain it puts on your feet. The many miles on rocky tracks and over undulating terrain will leave your feet feeling sore and tired. Add in some moisture, and you’ve got a real recipe for trouble. While some soreness is inevitable with longs days of walking, blisters, bruising, and extreme discomfort don’t have to be. Therefore, it is imperative that you test out your footwear ahead of time and make sure you break it in!

Hiking boots, hiking shoes, and trail running shoes will all work for the Cleveland Way, provided that they will work for your unique needs. The most important thing is that they’re adequately broken in and that you’ve tested them on multiple walks to ensure they are comfortable. You’ll likely need to go up half a size to account for thicker socks and/or swollen feet. Some people may prefer the ankle support of traditional hiking boots, while others may seek out the cushion and breathability of trail shoes. Again, it’s all about trying a variety of options and finding the best one for you.

In terms of waterproofing, there are two opposing schools of thought about this. It is inevitable that your feet will get wet at multiple points along your walk, from driving rains, flooded paths, and so on. Many hikers prefer to use sturdy boots with a thick layer of waterproofing to keep the moisture out as much as possible. This is a good strategy, but keep in mind that when these heavier shoes get wet they can take a long time to dry.

Others prefer to use breathable trail shoes. These will get wet right away, but they’ll also be dry again within a couple of hours and allow your feet to get some air in the meantime. It’s totally a matter of personal preference, but it’s a good idea to try a few options out prior to setting off on your Cleveland Way journey.

Good socks are also a game-changer on the Cleveland Way. We love merino wool socks like these for their comfort, breathability, and anti-stink qualities.

If you’re blister-prone, consider trying toe sockssock liners, and/or body glide.

If you need more underfoot padding, try using socks with extra cushioning or even some custom insoles.

A view of Whitby from the water
The trail passes through many lovely seaside villages, including Whitby.

Good Waterproofs

There’s no such thing as bad weather, just bad rain gear! No matter what time of year you choose to walk, it is nearly gaurunteed that you’ll experience some wet weather at some point along your journey. Having the appropriate gear will make all the difference when it comes to enjoying your trip to the fullest. Bonus: waterproof outer layers will also serve as great protection against the infamous winds that can blow on sections of the Cleveland Way.

At the very minimum, make sure you have a lightweight rain jacketrain pants, and a pack cover. Some hikers pack their clothing and other items inside trash bags or waterproof packing cubes as an extra precaution. A hat can be nice to keep the rain out of your face. And a waterproof carrying case for your map and/or phone isn’t a bad idea either.

Man standing in red rain jacket on the South Downs Way
Good waterproofs will keep you smiling throughout your walk!

Personal Gear

Whether you’re camping or staying indoors, these items are must-haves for your Cleveland Way packing list. While we’ve included some toiletries that are absolutely essential for this trek, we’ve left it up to you to determine your own list of additional self-care items (comb, toothbrush, prescription medication, etc). 

Most Valuable Personal Item: Black Diamond Alpine Flz Trekking Poles

The Cleveland Way has quite a few hills and all that up and down can really wreak havoc on knees and hips after awhile. Trekking poles make a huge difference in relieving the impact on your joints, not to mention they also make climbing hills feel much easier. They’re also great for saving ankles and helping with stability on loose, rocky trails (which there are plenty of on the Cleveland Way). We love this Black Diamond pair because they are sturdy, lightweight, easily packable, and the cork handles fend off sweat and blisters much better than the other styles.

ItemOur RecommendationWhy We Love It
Multi-ToolBibury 21-in-1 Multi-ToolPerfect for cutting cheese or opening cans when you need some trail-side snacks!
First Aid KitSurviveware Small First Aid KitA good backpacking first aid kit is essential. You hope to never have to use it, but will be glad you have it when you need it. We like the labeled compartments and waterproof case on this one.
Hydration BladderPlatypus Big ZipWay easier than a water bottle! We suggest carrying a 3-liter version.
Small DaypackDeuter Speed Light 20An optional item that is great for walking around town. Deuter makes one that is versatile and good quality.
Pack CoverSea to Summit Ultra-Sil Rain CoverThis is a truly essential piece of gear given how hard it can rain on the Cleveland Way! This one has an extra strap that keeps it in place on windy days.
Men’s BackpackOsprey Atmos AG 50While backpacks are a very personal item, we find Osprey to make by far the most comfortable packs on the market. This 50L model will work for minimalist campers or those staying indoors.
Women’s BackpackOsprey Aura AG 50One of our favorite features of Osprey packs is the ‘anti-gravity’ mesh. So comfortable!
Trekking PolesBlack Diamond Alpine FlzThese can help take the load off your knees and they’re great on steep sections.
Travel TowelEono Microfiber TowelGreat to have in hostels and campsite showers.
Headlamp/ Head torchBlack Diamond StormGreat headtorch with long battery life and adjustable brightness.
Dry BagsEarth Pak 10L or 20LKeeps your clothes and other items dry in a downpour! These are also great for keeping your kit organized and packed efficiently.
Hiking GaitersPeter Storm Ankle GaitersOptional. These will help keep your boots dry when walking on muddy or boggy trails and they’ll keep out stones, dirt, and gravel.
SunscreenWe recommend a waterproof sport version with SPF 30 or higher.
Bug SprayBen’s Insect RepellentYou’ll be glad you brought this when the mozzies or midges come out.
Toilet Paper and TrowelThe TentLab Ultralight TrowelAs any hiker will tell you, it’s always better to be prepared and Leave No Trace!
Purple heather alongside a dirt trail on the Cleveland Way
Hike in late August or September to experience breathtaking seas of purple heather in full bloom!

Miscellaneous Gear

These odds and ends are the unsung heroes of any Cleveland Way packing list. From getting your stinky shirt clean to keeping your phone charged, these items help your trek run smoothly. Make sure to use this list in addition to the other categories to complete your Cleveland Way kit. 

Most valuable miscellaneous gear: Anker Powercore 10000.

Chances are, you’re getting out on the trail to get a break from the constant demands of screens and technology and that’s wonderful. However, don’t underestimate the importance of having a charged cell phone on the Cleveland Way Walk. Your phone can be your navigational device, your camera, your guidebook, and your notepad all in one. The route can be a bit unclear at times, and charging opportunities are inconsistent, so a battery backup can be an absolute lifesaver. This one is dependable, relatively small, and can fully charge your phone 1.5-2 times between charges. Check it out here:

ItemOur ReccommendationWhy We Love It
Guide BookTrailblazer: The Cleveland WayThis comprehensive and up-to-date guide has tons of useful information about lodging, food, logistics, and sites of interest along the route. Plus, the detailed area maps are very handy.
Ear PlugsMack’s Ear PlugsEssential for a good night’s sleep! We find the silicone ones to stay in place and block out noise best.
Sleeping MaskAlaska BearPerfect to block out light while sleeping in hostels or campgrounds on the Cleveland Way.
Travel AdapterLYSEDa All in One USB Travel AdapterIf you’re coming from abroad, this is going to be necessary. This one is super compact and the two USB ports are very handy!
Digital WatchCasio Classic Sport WatchWe recommend a simple digital watch to keep track of hiking times. This one is a great value and nearly indestructible.
CameraSony Alpha 6000Optional, but this compact camera takes beautiful photos and is easy to use.
Battery BackupAnker Powercore 10,000Great for charging electronics when you don’t have access to an outlet.
Biodegradable SoapCoghlan’s Camp SoapPerfect for doing the dishes or washing a few clothing items.
Plastic Bags- quart, gallon, and garbage bags.We used these constantly for everything from storing trail mix to keeping our sleeping bags dry. A must-have for backpacking. They can be repurposed many times to minimize plastic waste.
Coast to Coast Walk women's packing list

Women’s Clothing

When you’re wearing the same clothes for over a week in various weather conditions and while doing some serious walking, it is imperative that those clothes are comfortable and high quality.  Although your individual preferences may look a little different, this list is an excellent starting point to ensure you’ve got all the essentials for your Cleveland Way Walk. Plus, if you’re anything like us, you have no idea how many pairs of socks to bring.

Emily’s most valuable clothing item: Berghaus Deluge Rain Trousers 

English weather is temperamental. While walking the Cleveland Way, you’ll get to experience a wide range of elements (rain, sun, wind, etc), often all in the same day! For the times when the weather turns, you’ll want to be able to quickly and effortlessly adapt your clothing to stay dry and comfortable. These Berghaus rain pants are simple, effective, comfortable, and easy to get on and off over boots. Check them out here:

ItemOur RecommendationWhy We Love It
Underwear (2-3 pairs)ExOfficio Give-N-Go SportThese are worth every penny when it comes to staying comfortable on the trail. They are quick-drying and antimicrobial meaning you can just bring a few pairs and wash them in the sink as you go.
Socks (2-3 pairs)Darn Tough Micro Crew SocksIn our opinion, these are the best hiking socks available. Your feet will thank you!
Sports Bra (1)Under Armour Mid Crossback This is a good example of something breathable and comfortable that you can wear all day.
Long Sleeve Base Layer (1)Smartwool NTS 250 Base LayerA great merino wool base layer for chilly mornings.

Short Sleeve Hiking Shirts (1-2)Icebreaker Tech Lite T-ShirtMerino wool is perfect for backpacking. Lightweight, quick-drying, and odor resistant.
Leggings or hiking pants (1)Berghaus Amlia Walking TrousersStylish, lightweight, and great to hike in.
Shorts (1)The North Face Aphrodite 2.0These shorts are super versatile and durable! The soft, wide waistband works great underneath a rucksack’s hip belt.
Down JacketRab Microlight AlpineLightweight, super warm, and packs down small. This jacket was perfect for this kind of trip!
Rain JacketMarmot PreCip Eco JacketA high-quality all-weather jacket that packs up small.
Rain PantsBerghaus DelugeFor those heavy English downpours!
Hiking BootsKeen Targhee Mid Height Hiking BootEmily has had these boots for five years and hundreds of muddy, snowy hikes, and they are still going strong!
SunglassesSinner Polarised SunglassesGood quality sunglasses are essential when you’re outside all day. And these are stylish too!
Underwire/Standard BraAfter a long day of hiking in a sweaty sports bra this can be a welcome relief to change into.
GlovesSmartwool liner glovesOptional in the summertime, but can be nice to have in tempermental weather.
HatColumbia Bora Bora Booney HatHelps keep both the sun and rain off your face.

Sandals/Camp ShoesCrocs Classic ClogGreat to change into after a long day of walking!
BandanaRobelli BandanaI used this for everything from a towel to extra sun protection.
Coast to Coast Walk Men's Clothing
Another perk of hiking socks-really cool tan lines!

Men’s Clothing

When you’re wearing the same clothes for eight days in various weather conditions and while doing some serious trekking, it is imperative that those clothes are comfortable and high quality.  Although your individual preferences may look a little different, this list is an excellent starting point to ensure you’ve got all the essentials for your Cleveland Way adventure.

Ian’s most valuable clothing item: Darn Tough Merino Wool Socks

The conditions on the Cleveland Way are such that hikers are at a particularly high risk of getting blisters at some point on their walk. The wet environments, long mileage, and stony paths conspire to create the perfect environment for blisters to sabotage your walk. Fortunately, a good pair of socks can greatly reduce your chance of foot issues. This is one of those times where you really do get what you pay for. We love Darn Tough socks because they keep our feet dry and comfortable in a variety of conditions. They have just the right amount of cushion without being too bulky in boots. Plus, the Merino wool keeps them smelling fresh for days. Check them out here:

ItemOur ReccommendationWhy We Love It
Underwear (2-3 pairs)ExOfficio Give-N-Go Sport Boxer BriefHighly recommended! You can bring just 2-3 pairs and wash them easily in sinks or showers. A must!
Socks (2-3 pairs)Darn Tough Boot Socks In our opinion, these are the best hiking socks available. Your feet will thank you!
Long Sleeve Base Layer (1)Icebreaker 200 OasisThis is a very versatile baselayer that works great under an outer layer or on its own.

Short Sleeve Hiking Shirts (1-2)Icebreaker Tech Lite T-ShirtMerino wool is perfect for backpacking. Lightweight, quick-drying, and odor resistant.
Hiking Pants (1 pair)The North Face Exploration Convertible TrousersThese are great for hiking and also look great walking around town!
Hiking Shorts (1 pair)Columbia Silver Ridge Cargo ShortsYou can skip these if you’re using our recommended convertible trousers, but it can be nice to have an extra set of bottoms. These are so packable that you really can’t go wrong!
Down JacketRab Cirrus Flex HoodyLightweight, super warm, and packs down small. This jacket was perfect for this kind of trip!
Rain JacketMarmot Precip Eco JacketUnlike many lightweight rain jackets. this one will actually keep you dry during long days on the trail.
Rain PantsThe North Face Venture 2 Waterproof Overtrousers Essential for those heavy English downpours!
HatColumbia Bora Bora Booney HatHelps keep both the sun and rain off your face.
Sandals/Camp ShoesCrocs Classic ClogSuper nice to change into after walking in boots all day!
Hiking BootsSalomon X Ultra 3 Mid GTXVery comfortable and super waterproof!
SunglassesSinner Thunder Crystal Revo SunglassesGood quality sunglasses are essential when you’re in outdoors all day. And these are stylish too!
BandanaRobelli BandanaThis can be used for everything from a towel to extra sun protection.
Camping on the Cleveland Way

Camping Gear

Camping on the Cleveland Way is definitely worth carrying the bigger backpack. For the most part, campgrounds along the trail are convenient, and generally quite comfortable. Camping allows you to keep a more flexible schedule, save money, and fully immerse yourself in the great outdoors. With the right gear and a manageable pack size, you are guaranteed to have an amazing experience conquering the Cleveland Way with your own tent.

Most valuable camping gear: MSR 2-Person Mess Kit

Many people choose to camp along the Cleveland Way because of the tremendous money they can save on their accommodation. The budgetary benefits go beyond your sleeping arrangements, though. Camping allows you to self-cater your meals, saving you from spending tons on overpriced pub food every day. This MSR Kit is super lightweight, easy to pack, and convenient for all of those al fresco dinners and trailside coffee breaks.

ItemOur RecommendationWhy We Love It
TentMSR Hubba Hubba NX Backpacking TentThis is the best designed tent on the market. The genius freestanding rain cover allows you to pack up all of your gear and tent while still being sheltered- perfect for rainy mornings!
Sleeping BagVango Treklite Lightweight Sleeping BagSuper compact, light, and cozy, this bag is a great value. If you’re walking in the summer months, you should only need the Ultra 600 version.
Sleeping PadTherm-a-Rest Ultralight Camping PadIf you are a side sleeper this is a must! Even if you’re not, this is one of the most lightweight and comfortable sleeping pads out there. The pump sack makes inflating it a breeze, too!
PillowTherm-a-Rest Compressible PillowIf you’re camping more than a few nights you will be glad you packed this!
Stove+FuelMSR Pocket Rocket 2Ian has used this stove for nearly a decade and highly recommends it!
Backpacking PotGSI Outdoors Halulite BoilerThis versatile and high-quality pot is the perfect size for anything from boiling water to making porridge.
Plate/Bowl/MugMSR 2-Person Mess KitWe find this bowl and mug combo to be light, durable, and perfect for camp dinners.
UtensilHumangear SporkThe only utensil you’ll need!
Person outside a stone cottage

Hostel/Bunkhouse Gear

If you are sticking strictly to hotels, B&B’s, and guesthouses, you shouldn’t need to worry about the items on this list. However, for those staying in communal/dorm-style accommodations, there are some essential items you need to pack. Keep in mind that most hostels provide bedding, but you should check with individual places in advance to be sure. On the other hand, you will be responsible for providing your own towel (although some places will rent you one for an additional fee).

Most valuable item for bunkhouses & hostels: Mac’s Earplugs

Hiking is infinitely less fun when you haven’t had a good night’s sleep. There are many wonderful hostels along the Cleveland Way, but Olympic-level snorers and other noisy neighbors seem to hang out in all of them. These earplugs do an excellent job of blocking out sleep-sabotaging sounds. We find that they work better, stay in longer, and are more comfortable than those cheap foam earplugs.

ItemOur RecommendationWhy We Love It
EarplusMack’s Silicone EarplugsThe best defense for that snorer next door!
Eye MaskAlaska Bear Silk Sleep MaskPerfect to block out light while sleeping in dormitories.
Sleep SheetScottish Silkworm Sleeping Bag LinerA nice item to have for nights in bunkhouses and hostels.
Travel TowelSea to Summit Drylite TowelNot all of the bunkhouses along the Cleveland Way provide towels, so it’s nice to have a backup.
Sandals/SlippersCrocs Classic ClogLightweight and super comfortable!
A quiet street in Robin Hood's Bay, along the Cleveland Way


The Cleveland Way, with its colorful moors, magnificent coastal vistas, and quaint seaside villages is one of the UK’s most memorable walks. While it’s definitely managable for walkers of all ability levels, it’s not without its challenges. By putting together a smart kit, you’ll get to focus your energy on the good kinds of challenges (like climbing a steep hill or covering vast distances), and avoid the less fun types of challenges (getting soaked in a downpour or dealing with blisters). The gear choose to pack (and leave behind) will be essential in ensuring that you have everything you need to stay comfortable, prepared, and injury-free without carrying a bigger rucksack than needed. Happy trails!

Also be sure to check out our Cleveland Way Maps & Routes post!

Check out our Cleveland Way Accommodation Guide here for a list of where to stay.

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Cleveland Way | Maps & Routes

The Cleveland Way is one of England’s oldest National Trails, having been first established in 1969 as a designated walking route. The walk takes in a diversity of landscapes from…

The Cleveland Way is one of England’s oldest National Trails, having been first established in 1969 as a designated walking route. The walk takes in a diversity of landscapes from the heather covered hills of the North York Moors National Park to the stunning coastline between Whitby and Scarborough. The Cleveland Way is typically walked in between 6 – 11 days, and we’ve described it here in nine stages. 

Starting in Helmsley and finishing in Filey on the North Sea you’ll enjoy the stunning views, quaint villages, and the unique history that the Cleveland Way has to offer. Along the route you’ll find a plethora of accommodation options to suit all budgets and sensibilities.

This post is designed to provide an introduction to the Cleveland Way route though in-depth maps, elevation profiles, stage-by-stage maps, and more!

Let’s get started.

White cottages in Whitby, England.

The quaint streets of Whitby are a highlight of the Cleveland Way.


In this Post


Where is the Cleveland Way?

The Cleveland Way carves a horseshoe shaped path around the North York Moors and surrounding coastline in north-central England. Connecting Helmsley in the west to Filey in the east, the route is most commonly walked in a anti-clockwise direction. While there is nothing to stop you from walking in reverse, we think saving the coastal sections for the end makes for a wonderful finish.

Generally speaking you shouldn’t have trouble accessing the Cleveland Way from other parts of England and the UK. The route is well-served by public transportation with most walkers likely to take the train to York before transfering to a local bus to reach either Helmsley or Filey. Other major transportation hubs along the route include Thirsk, Middlesbrough, Scarborough, and Whitby.

Check out the map below to get a general sense of where the Cleveland Way is located.

Overview map of the Cleveland Way

The Cleveland Way is located in north-east England. (Click to enlarge).


Highlights of the Cleveland Way include the famous heathered hills of the North York Moors, the Whitby Abbey, Robin Hood’s Bay, and the Scarborough Castle.

The walk is commonly completed in nine days walking, although many will prefer to cover the Cleveland Way in 7 or 8 days. We think 9 days provides a nice pace that allows walkers to savor their time in the part of England while still having some excellent days out walking.

Below is the standard 9-day itinerary for the Cleveland Way:

  • Stage 1: Helmsley to Sutton Bank
  • Stage 2: Sutton Bank to Osmotherley
  • Stage 3: Osmotherley to Clay Bank Top
  • Stage 4: Clay Bank Top to Kildale
  • Stage 5: Kildale to Saltburn-by-the-Sea
  • Stage 6: Saltburn-by-the-Sea to Runswick Bay
  • Stage 7: Runswick Bay to Robin Hood’s Bay
  • Stage 8: Robin Hood’s Bay to Scarborough
  • Stage 9: Scarborough to Filey

Check out the Cleveland Way map below for a detailed overview of the walk. 

Cleveland Way Map

Map of the Cleveland Way. Click to enlarge.


In addition to the standard route described above there are a few popular side trips that we recommend for anyone walking the Cleveland Way. These include the following:

  • Stage 1: Detour to the Kilburn White Horse
    • Near the top of Sutton Bank, walkers can take a short detour past the Yorkshire Gliding Club grounds to reach this interesting monument in the hillside. Created in 1857, it is reportedly the largest hillside figure in England.
  • Stage 5: Trip to the top of Roseberry Topping
    • A short, 2-km return trip from the main Cleveland Way will bring walkers to the top of Roseberry Topping, with its tremendous view of the countryside beyond. Thought by many to be the highest point of the walk, you’ll actually have already reached that at the top of Urra Moor!

You can see detailed maps of these side trips in the stage-by-stage map section below.


The Cleveland Way winds through the North York Moors National Park

Read more: Cleveland Way Packing List

Interactive Cleveland Way map

The interactive Cleveland Way map below will allow you to zoom in on the various stages as well as view the traditional stops along the route.


How long is the Cleveland Way?

Look around at the various guidebooks, websites, and other sources and you’ll typically see the length of the Cleveland Way given as somewhere around 175-km long. While this is an accurate estimate, we measure (via GPS) the Cleveland Way to be 168.5 kilometers (104.7 miles) from Helmsley to Filey. 

While this exact measurement provides little practical value to anyone planning a walk on the Cleveland Way, it is important to have a general understanding the distances involved. The maps below give the approximate distances for each of the nine-stages of the Cleveland Way in both kilometers and miles.

Use these to help understand the challenge each stages poses so you can be sure to plan your own itinerary accordingly.

Do keep in mind that the distances provided here assume no stops, detours, or other wandering off the main path. You will certainly end up walking further than the distances provided in this article as many of the accommodation options are located off the main route.

Add in a few side trips, a stop at the local pub, and a detour to a beautiful beach and you should plan on walking well over the 105 miles we’ve estimated for the Cleveland Way here!

Note that the distances displayed below do not include alternates or variants, and should only be used to get a general sense of the stage lengths.

Map of the Cleveland Way with stage distances

Stage distances of the Cleveland Way in kilometers. Click to enlarge.


Map of the Cleveland Way with stage distances in miles.

Stage distances for the Cleveland Way in miles. Click to enlarge.


Cleveland Way Elevation Profile

While not overly challenging, the Cleveland Way still has a significant amount of elevation gain. The entire walk has approximately 2,800 meters or 9,200 feet of elevation gain of the course of its 169 kilometers. Certainly nothing to underestimate!

Most of this elevation gain occurs during the walks first five stages, before the trail reaches the coast. The Cleveland Way’s major climbs include the walk to the top of Sutton Bank on stage 1, Carlton Bank near the top of the Carlton Moor, and of course the Cleveland Way’s high point at Round Hill on Urra Moor.

However, don’t be deceived by the coastal sections of the walk, as there is still significant elevation to be gained/lost here! Be especially prepared for the climb encountered between Robin Hood’s Bay and Scarborough.

Hiker on Urra Moor

Approaching Round Hill on Urra Moor, the high point on the Cleveland Way.


The elevation profiles below, displayed in both imperial and metric units, will give you an overview of what each stage of the Cleveland Way entails in terms of total elevation change and distance. Elevation is shown on the left side while distance is shown on the bottom. Each blue dot represents a stop along the traditional 9-stage walk, with the stop name shown at the top.

The steepness of the line between any two points reflects the steepness of the trail for that particular stage. The distance between the two points shows the length of the stage. For instance, you can see that the stage from Runswick Bay to Robin Hood’s Bay is rather long in distance, while the stage from Osmotherley to Clay Bank Top has a lot of elevation gain.

When thinking about how many days or stages you’ll take to complete the Cleveland Way be sure to reference these elevation profiles. They’ll give you a sense of how hard each day is and will let you see which stages may make sense to combine or split up on your walk.


Elevation profile of the Cleveland Way

Elevation profile of the Cleveland Way. Click to enlarge.


Elevation profile of the Cleveland Way in miles and feet.

Elevation profile for the Cleveland Way in miles. Click to enlarge.


Which maps should I carry on the Cleveland Way?

The Cleveland Way is a well-marked trail, with the iconic acorn symbol used by England’s National Trail system found at major intersections along the route. This helps identify the Cleveland Way from other popular trails in the area, of which there are many.

However, it is still quite easy to get turned around or otherwise off-track on the Cleveland Way due largely to the number of trail junctions encountered. For this reason, we recommend all walkers carry a few Cleveland Way maps to ensure they don’t spend an afternoon walking the wrong direction!

Our preference is generally to rely on GPS maps on our smartphones when out on a multi-day walk, and we can highly recommend this method for most walkers. All you’ll need is a GPX file for the route (available on the National Trails website here) and a GPS app. We like Gaia GPS, although there are many great options available.

In addition to digital navigation methods, we also recommend you bring a paper map or map booklet of the Cleveland Way along on your walk. There is simply no replacement for a physical map, afterall you never know when you may find yourself with a dead battery rendering your GPS app useless!

There are several excellent physical maps available for the Cleveland Way, outlined below:

The Cleveland Way Map Booklet – Cicerone Guides
In our opinion, your best bet will be to pack this excellent resource from Cicerone Guides. Their Cleveland Way map booklet contains Ordnance Survey maps for the entire route, neatly organized into a small and portable booklet.


Cleveland Way Adventure Atlas
Another convenient and highly recommended option is the Cleveland Way Adventure Atlas. This map consists of OS Explorer maps for the entire Cleveland Way route, but saves you the hassle of assembling all of the Ordnance Survey maps yourself. It is also a bit larger and easier to read when compared to the Cicerone Map Booklet, which many walkers will prefer.


Ordnance Survey Explorer Maps
Finally, no article on maps for the Cleveland Way would be complete without referencing Ordnance Survey maps. These detailed maps provide an excellent resource for the walk, although you’ll need to carry three OS maps to cover the entire route:

In addition, a weatherproof carrying case like this one wouldn’t hurt to have either.

Hiiker App Map

In addition to the paper map(s) you choose to carry, we recommend using the Hiiker app to navigate on the trail. The app features downloadable, printable, and interactive maps with tons of helpful information, such as elevation profiles, accommodation, and amenities. This is a great tool to have on your trek.


Stage-by-stage maps for the Cleveland Way

The Cleveland Way is most commonly walked in nine stages, with a wide variety of accommodation options available at each point along the walk. The stage maps below provide a general outline for each of these nine stages and we’ve also included the distance and elevation change for each day below.

Stage 1: Helmsley to Sutton Bank

Distance: 11.89 km
Elevation Gain/Loss: +442 m / -217 m

Map of Stage 1 of the Cleveland Way

Stage 1 – Helmsley to Sutton Bank


Stage 2: Sutton Bank to Osmotherley

Distance: 18.9 km
Elevation Gain/Loss: +500 m / -621 m

Map of Stage 2 of the Cleveland Way

Stage 2 – Sutton Bank to Osmotherley


Stage 3: Osmotherley to Clay Bank Top

Distance: 17.6 km
Elevation Gain/Loss: +821 m / -720 m

Map of Stage 3 of the Cleveland Way

Stage 3 – Osmotherley to Clay Bank Top


Stage 4: Clay Bank Top to Kildale

Distance: 14.99 km
Elevation Gain/Loss: +290 m / -382 m

Map of Stage 4 of the Cleveland Way

Stage 4 – Clay Bank Top to Kildale


Stage 5: Kildale to Saltburn-by-the-Sea

Distance: 22.23 km
Elevation Gain/Loss: +606 m / -739 m

Map of Stage 5 of the Cleveland Way

Stage 5 – Kildale to Saltburn by the Sea


Stage 6: Saltburn-by-the-Sea to Runswick Bay

Distance: 19.54 km
Elevation Gain/Loss: +793 m / -757 m

Map of Stage 6 of the Cleveland Way

Stage 6 – Saltburn by the Sea to Runswick Bay


Stage 7: Runswick Bay to Robin Hood’s Bay

Distance: 25.37 km
Elevation Gain/Loss: +983 m / -1,052 m

Map of Stage 7 of the Cleveland Way

Stage 7 – Runswick Bay to Robin Hood’s Bay


Stage 8: Robin Hood’s Bay to Scarborough

Distance: 24.19 km
Elevation Gain/Loss: +846 m / -853 m

Map of Stage 8 of the Cleveland Way

Stage 8 – Robin Hoods Bay to Scarborough


Stage 9: Scarborough to Filey

Distance: 13.78 km
Elevation Gain/Loss: +597 m / -556 m

Map of Stage 9 of the Cleveland Way

Stage 9 – Scarborough to Filey


Cleveland Way GPS/GPX

If you are interested in getting access to the GPS data for the Cleveland Way it really couldn’t be easier, as the National Trails website provides a free GPX file. This data includes the short side-trips that we described above, and they also have an excellent interactive map. Check it out below.

Click here to access the free GPS data for the Cleveland Way

You’ll be able to load the GPX file into the mapping software or GPS phone app of your choice!

Apps and offline mapping

As mentioned above we highly recommend utilizing offline downloadable GPS maps on your smartphone to navigate while walking the Cleveland Way. This is a great way to navigate on the trail as it allows you to see your progress for the day and also doesn’t require a cell phone signal (which you may not have) to display the map.

Our How to Navigate on the Tour du Mont Blanc post has all the information you need to get set up using an app for your map. Although written for a different hike, this step-by-step article will teach you how to quickly and easily turn your phone into a GPS device for the Cleveland Way.

Alternatively, if you’re looking for a simpler way to utilize offline GPS/GPX data, the Hiiker App does all of the work for you. The app allows you to download maps and trail information to your phone so that you can use it without the need for a cell signal or data.

Check out the Cleveland Way on the Hiiker App!

Hiker with a map on their phone


Have a great Cleveland Way adventure!

We hope this post has given you all the information you need to get a basic overview of the Cleveland Way. Let us know your questions or comments below. Happy trails!

And don’t forget to check out our handy Cleveland Way Packing List!

Looking for where to stay on the Cleveland Way? Check out our Accommodation Guide here.

Beach in Scarborough, England.

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