Contours Walking Holidays
A self-guided walking holiday exploring the North York Moors and the Cleveland Heritage Coast's cliffs and beaches, accommodation and luggage transfer included.
Contours Walking Holidays
https://www.contours.co.uk/cleveland-way-trail
A self-guided walk around the North York Moors National Park and the Cleveland Heritage Coast.
From £250 per person
Beginning in the old market town of Helmsley, the Cleveland Way traverses the western escarpment of the North York Moors to the coast at Saltburn-by-the-Sea, before following the Cleveland Heritage Coast to the Victorian town of Filey.
While walking through the Moors, the trail traverses woodland, green dales and heather moorland. This section is packed with historic interest, including the iconic White Horse of Kilburn. The coastal section then follows high cliffs, sandy bays and wooded ‘wykes'. Picturesque fishing villages pepper the trail, as well as the famous port of Whitby. Overall, the Cleveland Way is an incredible walking trail filled with intrigue and beauty.
Dogs are welcome on select routes along this trail. Look for the pawprint icon when choosing your holiday.
We also organise trail running holidays along this trail. Visit Contours Trail Running Holidays.
“Great walking. Good scenery. Met many friendly people along the way.”Mr Calvert, UK
“This was one of the most enjoyable long distance walking holidays yet! We barely needed the handbook and maps, it was so clearly signed. We have always found the Contours service reliable.”Mrs Burke, UK
“Stunningly beautiful walk, very enjoyable, would do it again.”Ms Unwin, UK
“Loved the contrast of moorland and coast.”Mrs Burrell, UK
“A brilliant walk arranged by yourselves of course and helped by perfect walking weather, all the accommodations were good. Once again thanks for a great holiday and let us know when we need to book for next April.”Mr Bottomley, UK
“Easy cliff top walking along the beautiful Yorkshire Coast, blessed by glorious weather. Very well signposted throughout. One of our best Contours walks to date.”Mr Parkinson, UK
“As usual, the staging of the walk and the choice of accommodation were excellent.”Mr Calderisi, Canada
“The combination of the moors and the sea coast is stunningly beautiful and provides great variety in the terrain and views. I am amazed at the amount of work that has gone into creating and maintaining the trail. This was my fourth holiday with Contours; I expect to book more in the future.”Ms Matthews, USA
“Brilliant holiday in every way.”Mr Clipson, UK