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UK National Trails Walk the Cleveland Way

Walk the Cleveland Way

The Cleveland Way is a captivating 109-mile (175 km) National Trail in North Yorkshire, England, offering a blend of rugged moorland, dramatic coastal cliffs, and sweeping pastoral landscapes. It showcases some of the most scenic vistas in the Yorkshire Moors and along the North Sea coastline, making it a favorite among walkers for its diversity and beauty.

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Key Features of the Cleveland Way

  1. Length: Approximately 109 miles (175 kilometers).
  2. Start and End Points: The trail traditionally starts in Helmsley and finishes in Filey, encompassing a loop around the North York Moors and then following the coastline down to Filey.
  3. Terrain: The trail varies, starting with heather moorland, passing through wooded areas, and continuing along dramatic coastal cliffs and beaches. The path includes some steep ascents and descents, particularly along the coastal section.
  4. Typical Duration: Most walkers complete the trail in about 9 to 11 days.

Highlights of the Cleveland Way

  • Helmsley Castle: Starting point with ruins dating back over 900 years.
  • Rievaulx Abbey: Near the start, the impressive ruins of a 12th-century Cistercian abbey.
  • The Moors: Sweeping views of the North York Moors, known for their expansive heather moorland.
  • Roseberry Topping: A distinctive hill with panoramic views, often a favorite spot for photos.
  • Whitby: A historic seaside town known for its association with Bram Stoker’s Dracula and the beautiful Whitby Abbey.
  • Robin Hood’s Bay: A picturesque former fishing village, with narrow winding streets and charming cottages.
  • Scarborough Castle: Offers spectacular views over Scarborough and the coast.
  • Filey Brigg: The trail concludes at this prominent peninsula, with views across Filey Bay.

Planning Your Walk

  • Accommodation: There is a variety of accommodation along the route, including camping sites, youth hostels, bed and breakfasts, and hotels. Advance booking is essential, especially during the busy summer months.
  • Transportation: Access to public transportation is good at several points along the way, such as Helmsley, Whitby, and Scarborough, making it possible to tackle the trail in sections if preferred.
  • Supplies: There are numerous towns and villages along the route where you can resupply. However, portions of the moorland sections are quite remote, so carrying sufficient water and snacks for these parts is advisable.
  • Waymarking: The Cleveland Way is well-marked with the acorn symbol typical of National Trails. However, carrying a map or GPS device is recommended for safety and navigation.
  • Weather and Clothing: Weather can be highly variable, particularly along the coast. It’s important to have waterproof clothing and sturdy walking boots. The coastal wind can be strong, so extra layers are advisable.

Tips for Walking the Cleveland Way

  • Physical Preparation: The varied terrain requires a good level of fitness, especially for handling long distances and the steep coastal paths.
  • Respect the Environment: The route passes through sensitive environments, including Sites of Special Scientific Interest (SSSI). Stick to the path to avoid damaging flora and disturbing wildlife.
  • Safety: Notify someone of your plans and expected return times, particularly when walking remote sections.
  • Local Culture and History: Engage with the local culture by visiting museums, historical sites, and trying local foods, particularly seafood in the coastal towns.

Walking the Cleveland Way offers not just physical exercise but also a journey through some of the most historically rich and visually stunning landscapes in Yorkshire. Whether you are looking for the tranquility of the moors or the dramatic beauty of the coastline, this trail delivers an unforgettable experience.

Map of Cleveland Way
Map of Cleveland Way

Interactive Map of Cleveland Way

7 Day Walking Itinerary.

StageStart PointDistanceAscend / Descend
Day 1Helmsley to Osmotherley211420
Day 2 Osmotherley to Great Broughton 11
Day 3 Great Broughton to Guisborough 202499
Day 4 Guisborough to Runswick Bay 16
Day 5 Runswick Bay to Robin Hood’s Bay 14
Day 6 Robin Hood’s Bay to Scarborough 14
Day 7 Scarborough to Filey11
7 Day Walking – Cleveland Way

9 Day Walking Itinerary.

StageStart PointDistanceAscend / Descend
Day 1Helmsley to Sutton Bank 101420
Day 2 Sutton Bank to Osmotherley 11.5
Day 3 Osmotherley to Clay Bank 112499
Day 4 Clay Bank to Kildale 9.3
Day 5 Kildale to Saltburn 14.7
Day 6 Saltburn to Sandsend 17.5
Day 7 Sandsend to Robin Hoods Bay 10
Day 8 Robin Hoods Bay to Scarborough 12
Day 9 Scarborough to Filey 10.5
9 Day Walking – Cleveland Way

11 Day Walking Itinerary.

StageStart PointDistanceAscend / Descend
Day 1Helmsley to Kilburn111420
Day 2 Kilburn to Osmotherley13
Day 3 Osmotherley to Great Broughton112499
Day 4 Great Broughton to Great Ayton12
Day 5 Great Ayton to Guisborough9
Day 6 Guisborough to Saltburn-By-The-Sea6
Day 7 Saltburn-By-The-Sea to Runswick Bay12
Day 8 Runswicks Bay to Whitby8
Day 9 Whitby to Ravenscar10
Day 10Ravenscar to Scarborough10
Day 11Scarborough to Filey11
11 Day Walking – Cleveland Way

Maps Required for the trail.

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