Cleveland Way
A self-guided walking holiday around the North York Moors National Park and the Cleveland Heritage Coast.
The Cleveland Way is a horseshoe-shaped route around the edge of the North York Moors National Park. Beginning in the old market town of Helmsley, the trail follows the western escarpment of the North York Moors to meet the coast at Saltburn-by-the-Sea, and then takes in the whole of the North Yorkshire and Cleveland Heritage Coast to finish at the Victorian seaside town of Filey.
The first half of the Cleveland Way through the North York Moors from Helmsley to Saltburn-by-the-Sea passes through woodland, lush green dales and spectacular heather moorland. Around every corner lies something of interest; a ruined castle, an ancient abbey, the White Horse of Kilburn, an old drove ‘road', a priory, ancient stone markers and crosses, rocky escarpments with far-reaching views, traces of alum, jet and ironstone mining, prehistoric burial mounds, or a grouse flying across the path.
The second half of the Cleveland Way from Saltburn-by-the-Sea to Filey, follows a rugged coast of high cliffs, wide sandy bays and wooded ‘wykes'. Picturesque fishing villages with steep, winding streets and tightly packed cottages; the old whaling port of Whitby, with its imposing abbey, Captain Cook Museum and St Mary's Church whose interior was altered in 1612 to resemble the lower deck of a wooden sailing ship, add to the charm of this delightful walk.
Holiday Highlights
- Visiting locations rich in history and heritage, from Rievaulx Abbey, Scarborough Castle and Mount Grace Priory to the inspiration for Dracula in Whitby.
- Spotting the variety of wildlife, from grouse in the heather moors to the sea birds along the coastline.
- Being rewarded by dramatic coastal views as you reach the North Yorkshire coastline on the approach to Filey.
Cleveland Way
A walk from Helmsley to Filey around the North York Moors and the Heritage Coast.
| Total Distance | 110.5 miles (176 km) |
| Start and Finish | Helmsley to Filey |
| Availability | 27th March to 11th October |
click on a photo to enlarge
| Tour Code | Itinerary | Tour Price | |||
|---|---|---|---|---|---|
| CLEVW1 | 8 nights, 7 days walking | £500 per person | More Information | Book Online | |
| CLEVW2 | 10 nights, 9 days walking | £615 per person | More Information | Book Online | |
| CLEVW3 | 11 nights, 10 days walking | £670 per person | More Information | Book Online | |
| Our prices are based upon two people sharing a room. If you are walking on your own, or are part of a group, but require a room of your own, the following charges apply: | |||||
| Solo Walker Supplement: | £25 per person / per night | ||||
| Single Supplement: | £12 per person / per night | ||||
| You can add rest days at any of the overnight stops. For each extra night add £48 per person. All of our prices are in British pounds (£). Use our currency converter to convert British pounds (£) to your country’s currency. | |||||
| The price that you pay includes accommodation on a bed and breakfast basis, door to door luggage transfers for every day of your tour, maps, guidebooks and a tour pack detailing specific information about your holiday. | |||||
Don’t have the time for the complete walk?
We also offer The Cleveland Way in two sections, each of which is an excellent walk in its own right, giving those with less time the opportunity to complete the trail in stages.
- North York Moors Section, from Helmsley to Saltburn-by-the-Sea
- Heritage Coast Section, from Saltburn-by-the-Sea to Filey
Cleveland Way - North York Moors Section
Helmsley to Saltburn-by-the-Sea along the western escarpment of the North York Moors.
| Total Distance | 57 miles (91 km) |
| Start and Finish | Helmsley to Saltburn-by-the-Sea |
| Availability | 27th March to 11th October |
The North York Moors Section of the Cleveland Way begins in Helmsley and takes in the largest expanse of heather moorland in the United Kingdom on its route to Saltburn-by-the-Sea. From the medieval castle of Helmsley, the trail visits a series of interesting locations, including the ruins of Rievaulx Abbey and the White Horse of Kilburn. The trail then passes high through Sutton Bank on the edge of the Hambleton Hills, where there are spectacular views of the surrounding countryside.
From Sutton Bank, the trail passes to Osmotherley, high above Gormire Lake, on its route to Claybank Top, Ingleby Cross and Kildale, typical northern towns and villages set in stunning surroundings. The distinctive landmark of Roseberry Topping comes into view on the final stretch to Saltburn-by-the-Sea where, after a short descent, the North Sea offers its greeting as you complete your walk.
Holiday Highlights
- 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.
| Tour Code | Itinerary | Tour Price | |||
|---|---|---|---|---|---|
| CLEVWM | 6 nights, 5 days walking | £370 per person | More Information | Book Online | |
| Our prices are based upon two people sharing a room. If you are walking on your own, or are part of a group, but require a room of your own, the following charges apply: | |||||
| Solo Walker Supplement: | £25 per person / per night | ||||
| Single Supplement: | £12 per person / per night | ||||
| You can add rest days at any of the overnight stops. For each extra night add £48 per person. All of our prices are in British pounds (£). Use our currency converter to convert British pounds (£) to your country’s currency. | |||||
| The price that you pay includes accommodation on a bed and breakfast basis, door to door luggage transfers for every day of your tour, maps, guidebooks and a tour pack detailing specific information about your holiday. | |||||
Cleveland Way - Heritage Coast Section
Saltburn-by-the-Sea to Filey along the Heritage Coast of North Yorkshire and Cleveland.
| Total Distance | 53.5 miles (85.5 km) |
| Start and Finish | Saltburn-by-the-Sea to Filey |
| Availability | 27th March to 11th October |
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.
From Saltburn, the trail visits Boulby where a backdrop of wildflowers opens out to far reaching views from the highest cliffs in England.
Soon, the trail enters Whitby along a sandy beach and with Whitby Abbey and St Mary's Church dominating the view, the old whaling port offers a fascinating cultural heritage to explore.
From here, the trail joins the route of the Coast to Coast in Robin Hood's Bay, before continuing on to the bustling seaside town of Scarborough, where its ancient castle provides wonderful panoramic views over the Yorkshire coastline. From here, a day of wonderful coastal walking leads to Filey, where the rocky peninsular of Filey Brigg marks the end of the Cleveland Way.
This section, marked by picturesque fishing villages and with a wealth of maritime and literary history, is a fantastic way to experience the Cleveland Way.
Holiday Highlights
- Admiring the extensive views from Boulby, the highest cliffs in England.
- Wandering through the fascinating features of Whitby, including the whalebone arch, 199 steps, Whitby Abbey and St Mary’s Church.
- Experiencing the many quaint fishing villages and lively coastal towns along this spectacular piece of Yorkshire coastline.
| Tour Code | Itinerary | Tour Price | |||
|---|---|---|---|---|---|
| CLEVWC | 6 nights, 5 days walking | £375 per person | More Information | Book Online | |
| Our prices are based upon two people sharing a room. If you are walking on your own, or are part of a group, but require a room of your own, the following charges apply: | |||||
| Solo Walker Supplement: | £25 per person / per night | ||||
| Single Supplement: | £12 per person / per night | ||||
| You can add rest days at any of the overnight stops. For each extra night add £48 per person. All of our prices are in British pounds (£). Use our currency converter to convert British pounds (£) to your country’s currency. | |||||
| The price that you pay includes accommodation on a bed and breakfast basis, door to door luggage transfers for every day of your tour, maps, guidebooks and a tour pack detailing specific information about your holiday. | |||||





