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 £255 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.
“Extremely beautiful walk.”Dr Hicks, UK
“Stunningly beautiful walk, very enjoyable, would do it again.”Ms Unwin, UK
“Thanks for the excellent arrangements. Wonderful walk - lucky with weather - no rain! Hope to be fit enough for another trail!”Mrs Gambier, UK
“Loved the contrast of moorland and coast.”Mrs Burrell, UK
“Brilliant holiday in every way.”Mr Clipson, UK
“I appreciated the efforts made to cut down the daily mileage- my husband managed well and thoroughly enjoyed the holiday.”Ms Angus, UK
“Wonderful contrasts of landscapes, and similar to our previous trips, luggage transfers worked well, variety of accommodations appreciated, and a good time had by us.”Ms Miller, USA
“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
“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