Cleveland Way
Discover the Scenic Beauty of Cleveland Way: An Epic Coastal and Countryside Hike in Great Britain
Embark on an unforgettable journey along the Cleveland Way, a distinguished national trail in Great Britain that winds through 175 kilometers of stunning landscapes. This trail takes you from the rugged charm of the Yorkshire Moors to the breathtaking vistas of the North Sea coastline. As you traverse this point-to-point path, you'll experience a diverse tapestry of scenery, from verdant forests and expansive grasslands to dramatic coastal cliffs. Highlights include the historic ruins of Whitby Abbey, perched majestically above the traditional fishing town, and the picturesque village of Robin Hood's Bay, with its quaint cottages and winding streets. Along the way, immerse yourself in the captivating history and culture of each stop, all while savoring the invigorating sea breeze. Whether you're an avid hiker or a nature enthusiast, the Cleveland Way promises an exhilarating adventure steeped in natural beauty and cultural richness.
Route Overview
The Cleveland Way is a long-distance National Trail in England, extending for approximately 175 kilometers (109 miles). The trail begins in Helmsley, a picturesque market town situated on the edge of the North York Moors, and concludes in the seaside town of Filey on the Yorkshire coast. The route traverses a diverse range of landscapes, heading eastward from Helmsley through the rolling hills and heather moorlands of the North York Moors National Park, before curving south along dramatic coastal cliffs after reaching the coast at Saltburn-by-the-Sea.
Hikers following the Cleveland Way will pass through notable locations such as Osmotherley, Clay Bank, Kildale, and Guisborough in the inland section, and after reaching the coast, continue through scenic spots like Staithes, Runswick Bay, Whitby, Robin Hood's Bay, Ravenscar, Scarborough, and ultimately Filey. The path offers a mix of remote moorland, woodland tracks, and rugged clifftop trails, with some sections passing near historical ruins and charming seaside villages.
The estimated duration to complete the entire Cleveland Way is typically 7 to 11 days, depending on individual pace and chosen itineraries. Trail conditions generally consist of well-marked footpaths, bridleways, and public rights of way. While the path is maintained, hikers can expect exposed moorland stretches, potentially muddy or waterlogged sections after rain, and steep ascents and descents along the coast. Weather conditions can change rapidly, especially on the exposed moors and cliffs, so appropriate clothing and gear are essential.
Accommodation, food supplies, and transport options are available in many of the towns and villages along the route, allowing for flexible planning. The trail is suitable for most seasoned walkers, but the full distance and remote segments require good fitness and preparation.
A Journey Through History
The Cleveland Way is more than just a scenic walk; it is a passage through time, revealing layers of history that shape the region. This trail follows ancient paths once traversed by Romans, Vikings, and Anglo-Saxons, each leaving indelible marks on the landscape's cultural tapestry. On the Yorkshire Moors, you can encounter centuries-old burial mounds and relics of past civilizations. As you move towards the coast, the area tells tales of maritime history with its storied fishing villages and bustling ports that thrived during the 19th century. Notably, Whitby, a focal point of the trail, is famous for its connection to Captain Cook, who lodged here during his training days before embarking on his renowned voyages. The coastal sections, once the haunt of pirates and smugglers, further enrich the trail's narrative, offering a vivid glimpse into the adventurous and sometimes perilous life by the sea. The Cleveland Way is not just a hike—it is an exploration of the enduring legacy of human endeavor and nature's majesty.
Notable highlights
Whitby Abbey: Perched high on the East Cliff above the town of Whitby, the dramatic ruins of this Benedictine abbey are a sight to behold. With its stunning Gothic architecture and sweeping views of the North Sea, this site has inspired writers and artists, most famously serving as a setting in Bram Stoker's "Dracula."
Roseberry Topping: Offering panoramic views that stretch across the Vale of Mowbray and the Cleveland Hills, this unique hill is beloved for its distinctive shape and geological intrigue. A short climb to the summit rewards hikers with breathtaking vistas and a sense of accomplishment.
Ravenscar: Known as "the town that never was," Ravenscar offers an intriguing story of Victorian ambition juxtaposed with splendid sea views. Here, visitors can explore the remains of a once hoped-for resort and discover rich coastal wildlife, including seals basking on the shoreline.
Captain Cook's Monument: A homage to the famed British explorer, this monument stands proudly on Easby Moor. From its high vantage point, hikers can enjoy expansive views across the surrounding countryside, contemplating the adventurous spirit of exploration that Cook embodied.
Sutton Bank: Touted as one of the finest viewpoints in England, Sutton Bank provides unrivaled views over the Vale of York and the distant Pennines. Visitors can also uncover the geological marvel of the former glacial lake, Gormire, nestled at the foot of this imposing escarpment.
Challenges to expect
Hiking the Cleveland Way presents a series of challenges that can test even seasoned hikers. The trail features varied terrain, with sections that are notably steep and rocky, particularly along the coastal cliffs and the inclines of the North Yorkshire Moors. Weather conditions can shift quickly, with sudden downpours, strong coastal winds, and the occasional fog obscuring scenic views and complicating navigation. While the path is generally well-marked, sections through moorland can be exposed, and losing track in poor visibility is a potential risk. Water sources are not always reliable, particularly during the summer months, making it essential to carry sufficient supplies. In some areas, encounters with livestock are common, and caution is advised to avoid trails where, despite their docile nature, cattle can be unpredictable. These elements, combined, render the Cleveland Way a rewarding but demanding venture, requiring thorough preparation and respect for the natural environment.
United Kingdom 
England - Coastal
- Grassland
- Forest
- Gravel
- Dirt
- Rocky
- Hotels
- Guesthouses
- Campsites
- Hostels
- Wild camping spots
- Family Friendly
- Dog Friendly On Leash
- Restrooms
- Potable Water Sources
- Established Campsites
- Picnic Areas
- Public Transport Access Points
The Cleveland Way begins in the historic town of Helmsley, heading out through patchwork farmland and woodland before ascending gradually to the escarpment of the North York Moors. The route takes you past Rievaulx Abbey's remains and climbs toward Sutton Bank, offering spectacular views over the Vale of Mowbray. Expect gentle ascents, well-maintained paths, and the first dramatic moorland vistas of the hike.
Leaving Sutton Bank, the trail continues along the escarpment, enjoying open skies and sweeping panoramas. The path passes the famous White Horse of Kilburn and drops briefly into woodland before a series of climb-and-descent sections along the edge of the moors, arriving in the picturesque village of Osmotherley. This stretch features both open moor and woodland tracks, with several scenic highlights.
From Osmotherley, the route ventures deeper onto the North York Moors. Expect wild and open terrain as you tackle moorland ridges like Live Moor, Carlton Bank, and Cringle Moor. The day features several steep ascents and descents, big open views, and sections of exposed ridge walking. The landscape is remote and dramatic, ending at Clay Bank Top.
Continuing along the high moors, the trail undulates over Urra Moor—the highest point on the Cleveland Way—offering vast views over the moorland expanse. The route descends gradually, passing Bloworth Crossing and following easy tracks towards Kildale. Expect remote walking and minimal amenities, with landscape dominated by heather and expansive skies.
This section transitions from moorland to coast. The path meanders through woodland and open farmland before heading through the lively market town of Guisborough. After Skelton, the route finally meets the North Sea, descending into Saltburn, a Victorian seaside town. The terrain softens as you leave the moors, with easier gradients and the first taste of coastal views.
The Cleveland Way now tracks the dramatic coastal cliffs southward. This stretch boasts rugged headlands, wooded denes, and panoramic North Sea vistas. Pass through quaint fishing villages such as Skinningrove and Loftus before the trail drops down into the charming harbor village of Staithes. Expect frequent ups and downs with a mix of clifftop walking and occasional inland diversions.
A classic coastal leg, this section passes through Runswick Bay and on to the bustling port town of Whitby, famed for its abbey ruins and whalebone arch. The route continues along high cliffs before descending to Robin Hood's Bay, a historic smuggler’s haunt with steep, winding lanes. Beach walks, headland scenery, and photogenic villages dominate the day. This is one of the longer and more varied sections.
This stretch features a dramatic, undulating clifftop journey with several ravines and open sea vistas. Pass through the quiet village of Ravenscar and follow the trail along rugged cliffs and pretty woodlands before emerging into the lively resort town of Scarborough. The path here is exposed and can be windy, but offers some of the best sea views on the trail.
The final day takes you along the coast from Scarborough, crossing rolling clifftops and beaches, passing through Cayton Bay, and finishing at Filey Brigg. The gradients are gentler as the route skirts the sea before arriving at the official end point in the seaside town of Filey. This stage is more relaxed but still provides beautiful ocean panoramas and a fitting conclusion.