Cleveland Way - Moors Section
Explore the North York Moors on the Cleveland Way on a half-trail self-guided walking holiday. Accommodation, luggage transfer and custom holiday pack included
Cleveland Way - Moors Section
https://www.contours.co.uk/cleveland-way-moors-section
A self-guided walk around the North York Moors National Park and the Cleveland Heritage Coast.
From £390 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 £735 per person
The North York Moors section of the Cleveland Way begins in Helmsley and takes in the UK’s largest expanse of heather moorland on route to Saltburn-by-the-Sea. The historic landmarks of Helmsley Castle and the ruins of Rievaulx Abbey are just some of the amazing sights nestled among beautiful surroundings here.
The breath-taking viewpoints of Sutton Bank and Roseberry Topping are worth pausing at to admire the views, while the many quaint settlements along the way offer warm welcomes and insightful history to explore at your leisure.
| Code | Tour | Duration | Price per person | |
|---|---|---|---|---|
| CLEVWM | From Helmsley to Saltburn-by-the-Sea | 5 days walking | £735 |
| Code | Tour | Duration | Price per person | |
|---|---|---|---|---|
| CLEVWSB | From Helmsley to Osmotherley | 2 days walking | £390 |
Travel to Helmsley where your first night's accommodation will be booked
Helmsley to Sutton Bank(T). 10.5 miles (17km) / 1421 ft (433 m) ascent
Sutton Bank(T) to Osmotherley. 12 miles (19km) / 1004 ft (306 m) ascent
Osmotherley to Clay Bank Top(T). 11 miles (18km) / 2500 ft (762 m) ascent
Clay Bank Top(T) to Captain Cook's Monument(T). 12 miles (19km) / 1421 ft (433 m) ascent
Captain Cook's Monument(T) to Saltburn-by-the-Sea. 12 miles (19.5km) / 1414 ft (431 m) ascent
Depart from Saltburn-by-the-Sea 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:
Spotting gliders from Sutton Bank, with outstanding views over the Vale of York.
Reaching the North York Moors’ highest point on Urra Moor with far reaching views across the Cleveland Way.
Arriving in the Victorian seaside resort of Saltburn-by-the-Sea and strolling along its pier, the most northerly surviving British pier.
You can add rest days at any of the overnight stops:
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To find out more about the weather forecast for your chosen holiday's general location, please see the following websites:
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“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
“For most of the walk I just had sheep and Grouse for company. It was isolated and beautiful.”Mrs Davies, UK
“5 similar distance walking days, with extensive views throughout, blessed for the most part by dry, sunny weather. Well organised, as always. We've been using Contours every year since 2010!”Mr Parkinson, UK
“I found the walk very interesting particularly the views across to the Pennines. I found the selection of B&B's very good and would certainly recommend your company to others.”Mr Wood, UK
“Beautiful scenery. Certainly an undulating walk, strenuous in parts. Very helpful to have roughly equal distances each day. A very interesting five-day walk in beautiful countryside.”Mr Donnelly, UK
“I appreciated the efforts made to cut down the daily mileage- my husband managed well and thoroughly enjoyed the holiday.”Ms Angus, UK
Dog friendly