Cleveland Way Trail Holidays
Be inspired with our inspirational short walks and breaks or longer walking itineraries. Use our itinerary planner to create a customised trip, based on your preferences.
Starting in the beautiful market town of Helmsley the Cleveland way takes you across the heather-clad North York Moors to reach the sea. The coastal section offers some of the best coastal walking in the UK. Explore the Cleveland Way for three days, a week or even longer. Find inspiration for your walking adventure using our suggested itineraries, or select one of our bookable itineraries which are highlighted with a star.
Short Walks & Breaks
Three-to five-day adventures based along sections of the trails that pack in a bit of everything: great hikes plus hands-on experiences, impressive sites, fabulous food and drink and amazing places to stay.
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You will now be redirected to our booking partner where you can find out more information about the itinerary that you are interested in and make an enquiry or a booking.
Our booking partners are UK operators and so their websites will be in English; however, they may be able to speak with you in another language, should you require it. Please enquire with them directly about this.
From this point in your enquiry any personal data that you give to our booking partner will be their responsibility to keep safe and use properly.
We hope this website has helped bring you closer to the National Trails. You can also keep updated by visiting our Facebook page.
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Continue
You will now be redirected to our booking partner where you can find out more information about the itinerary that you are interested in and make an enquiry or a booking.
Our booking partners are UK operators and so their websites will be in English; however, they may be able to speak with you in another language, should you require it. Please enquire with them directly about this.
From this point in your enquiry any personal data that you give to our booking partner will be their responsibility to keep safe and use properly.
We hope this website has helped bring you closer to the National Trails. You can also keep updated by visiting our Facebook page.
Longer Walks & Escapes
Discover the length and breadth of these impressive trails with walks for all abilities, always accompanied by stunning views and a comfortable place to stay.
×
Continue
You will now be redirected to our booking partner where you can find out more information about the itinerary that you are interested in and make an enquiry or a booking.
Our booking partners are UK operators and so their websites will be in English; however, they may be able to speak with you in another language, should you require it. Please enquire with them directly about this.
From this point in your enquiry any personal data that you give to our booking partner will be their responsibility to keep safe and use properly.
We hope this website has helped bring you closer to the National Trails. You can also keep updated by visiting our Facebook page.
×
Continue
You will now be redirected to our booking partner where you can find out more information about the itinerary that you are interested in and make an enquiry or a booking.
Our booking partners are UK operators and so their websites will be in English; however, they may be able to speak with you in another language, should you require it. Please enquire with them directly about this.
From this point in your enquiry any personal data that you give to our booking partner will be their responsibility to keep safe and use properly.
We hope this website has helped bring you closer to the National Trails. You can also keep updated by visiting our Facebook page.
Create Your Own Trip
Use the map below to help plan your visit. Turn layers of data on and off by ticking or unticking the boxes in the Map Filter. Drag the map and use the Zoom tool to navigate. Select 'Add to Itinerary Planner' to save your chosen points, then scroll down to build your bespoke trip.
Added to your Itinerary Planner below
Distance calculator
Map Filters
Customise your trip with our filters.
Map Filters
Toggle between the options below to show available markers.
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Points of interest
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Routes
Accommodation
Points of interest
Transport
Accommodation
Points of interest
Transport
The custom route elevation is created when you use the distance calculator (above) to draw a line.
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The custom route elevation is created when you use the distance calculator to draw a line.
Using the GPX downloads
Please be aware that the “full” GPX file available to download above, may contain multiple tracks and some apps and websites may not be able to display this correctly.
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Save your plan
Save this plan to make sure you can edit it again!
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