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.
“Loved the contrast of moorland and coast.”Mrs Burrell, 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
“For most of the walk I just had sheep and Grouse for company. It was isolated and beautiful.”Mrs Davies, UK
“This was the best long distance trail to date that I have had the pleasure of walking. The scenery was amazing – countryside, moorland and coast all in one package. Challenging in places but doable.”Mr Wilson, UK
“Great walking. Good scenery. Met many friendly people along the way.”Mr Calvert, UK
“As usual, the staging of the walk and the choice of accommodation were excellent.”Mr Calderisi, Canada
“Extremely beautiful walk.”Dr Hicks, UK
“The walk was the best we have done so far with Contours. The walk itself was varied, challenging in places, and it obviously helped that the weather was nearly perfect. The instructions from Contours were excellent as always and the accommodation was mostly good or better. The baggage transfers worked without a hitch.”Mr Gill, 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