Cleveland Way - Coast Section
Walk the coastal half of the Cleveland Way on a reduced-length self-guided walking holiday. Accommodation, luggage transfer and custom holiday pack included.
Cleveland Way - Coast Section
https://www.contours.co.uk/cleveland-way-coast-section
A self-guided walk around the North York Moors National Park and the Cleveland Heritage Coast.
From £380 per person
Take a self-guided walking holiday along the Cleveland Way, a walk of stunning contrasts. 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.
From £500 per person
The Heritage Coast Section of the Cleveland Way begins in the Victorian seaside town of Saltburn-by-the-Sea and follows the rugged cliffs to Filey. While the scenery throughout is beautiful, some of the best views can be seen from Boulby, the highest cliffs in England.
Locations of particular interest include Whitby, boasting amazing history, heritage and folklore, and the seaside resort of Scarborough, with its ancient castle providing panoramic views over the Yorkshire coastline. This walk, marked by picturesque fishing villages and with a wealth of maritime and literary history, is a fantastic way to experience the Cleveland Way.
| Code | Tour | Duration | Price per person | |
|---|---|---|---|---|
| CLEVWC1 | From Saltburn-by-the-Sea to Filey | 3 days walking | £500 | |
| CLEVWC2 | From Saltburn-by-the-Sea to Filey | 4 days walking | £620 | |
| CLEVWC3 | From Saltburn-by-the-Sea to Filey | 5 days walking | £735 | |
| CLEVWC4 | From Saltburn-by-the-Sea to Filey | 6 days walking | £855 |
| Code | Tour | Duration | Price per person | |
|---|---|---|---|---|
| CLEVWSB | From Helmsley to Osmotherley | 2 days walking | £380 |
Please note that the Filey overnight stop is currently proving difficult to book. If you are looking to book this tour, a transfer to a nearby town, or an upgrade fee to expand the accommodation options available to more expensive properties may be necessary. Please note your preference in the additional info field at the end of the booking form, or contact us directly if you wish to go ahead.
Travel to Saltburn-by-the-Sea where your first night's accommodation will be booked
Saltburn-by-the-Sea to Whitby. 20.5 miles (33km) / 2805 ft (855 m) ascent
Whitby to Hayburn Wyke(L). 15 miles (24km) / 1913 ft (583 m) ascent
Hayburn Wyke(L) to Filey. 17.5 miles (28km) / 2073 ft (632 m) ascent
Depart from Filey after breakfast
This itinerary lists our preferred overnight stops for this tour. Sometimes there may be a shortage of available accommodation in a preferred location, in which case we will transfer you from the trail to your accommodation and back again at no extra charge. Overnight stops marked with a (T) will always require transfers as standard.
Overnight stops marked with an (L) have very limited accommodation, and therefore more often than not will also require a transfer, particularly on bank holidays and weekends. We will use non-transfer accommodation wherever possible.
The daily mileages quoted are average trail miles only and do not include the distance from the trail to your accommodation. We do not expect you to have to travel more than a mile from the trail to your accommodation in most cases; should your accommodation be further than this, transfers will be provided as standard if practical. A very limited number of stops will require you to travel on foot up to two miles off the trail, however these instances will be clearly communicated to you if applicable.
Further transfers may also be required due to some accommodations having a two-night minimum booking policy, especially at weekends.
Below are the additional costs that may apply depending on your requirements. Dog-friendly tours are subject to a Daily Dog Charge, which will be listed below if applicable. Our standard prices per person are based upon two people sharing a room; if you are on your own, or are part of a group but require a room of your own, then the Solo Traveller or Single Supplements apply respectively:
You can add rest days at any of the overnight stops:
Admiring the extensive views from Boulby, the highest cliffs in England.
Wandering through the fascinating features of Whitby, including the whalebone arch, Whitby Abbey and St Mary’s Church.
Experiencing the many quaint fishing villages and lively coastal towns along this spectacular piece of Yorkshire coastline.
You can add rest days at any of the overnight stops:
To find out more about the weather forecast for your chosen holiday's general location, please see the following websites:
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“One of the best holidays we have had. Accommodation, owners, directions and locations all perfect. Many thanks. We will be using Contours again.”Mr Pickup, UK
“Thoroughly enjoyed walking the Cleveland coast and lots of beautiful towns/villages.”Mr Baker, UK
“A good time was had by all the group. Spectacular scenery and the arrangements were first class. A good route of moderate difficulty. Would suit experienced walkers. Arrangements worked well.”Mr McCloskey, UK
“In an itinerary that is complex and involving the schedule we experienced, it was very satisfying to see the whole experience well organised and your pack and information worked extremely well... I would use your services again. Overall, every accommodation provider... had a great welcome and their staff were all very good, friendly, attentive and very personable. Covid procedures were in all cases well documented and executed. Some places were more rigorous than others but we were very pleased to comply and conform, it gave us a feeling of confidence in the accommodation.”Mr Perry, UK
“Superb stretch of coastline and all the arrangements worked out well.”Mr Simmons, UK
“The holiday arrangements worked very smoothly with the baggage transfer, route details and selected accommodations. I would highly recommend this company for your dog friendly walking holidays.”Miss Wilkinson, UK
“The scenery was beautiful at every turn and the weather a huge bonus (t-shirt and shorts weather late September) Having our baggage transferred each day was great and the variety of B & Bs we stayed in was interesting. Each day's walking featured different highlights.”Mrs Simpson, UK
“Staithes, Robin Hood's Bay, Scarborough and Filey all delightful, and Contours served us typically well with accommodation, seemless luggage transfers, and flexibility when needed.”Mr Jarvie, UK
“Stunningly beautiful walk, very enjoyable, would do it again.”Ms Unwin, UK
Dog friendly