Circular and Linear Walks

A coastal view from the Cleveland Way

Circular and Linear Walks

This is one of the North York Moors National Park's coastal ambles.

This coastal stretch of Cleveland Way is steeped in local folklore, fishing traditions and an industrial past that can be seen in the villages and natural surroundings. The linear route takes in the picturesque coastal villages of Runswick Bay and Staithes and offers breath-taking views.

  • Distance:  4 1/2 miles
  • Duration:  allow about 3 hours including breaks
  • Difficulty:  This walk is fairly easy,  as it descends gradually to Staithes

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This is one of the North York Moors National Park's Coastal Ambles. 

Become immersed in birdsong, observe nature and admire the stunning views from Ravenscar. This is the perfect place to escape to for peace and quiet. Ever wandered what mindfulness is about? Take a mindful meander to find out.

  • Distance:  just over 3 miles/ 4.8km
  • Duration:  allow 2 1/2 hours including breaks
  • Difficulty:  A moderate walk including hills and uneven ground

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This short walk is one of our coastal ambles.  Saltburn was once an important Victorian seaside town. Today it still retains that grandeur; with the North East’s only pleasure pier and the oldest working water-balanced inclined tramway in Britain. There are plenty of fascinating finds to discover here, including the Valley Gardens, a miniature railway and artisan cafes and shops. Peruse the town to get to know its history and sample its quirkier delights.

  • Distance: just under 2 miles/ 3.2 kilometres
  • Duration:  allow 2 1/2 hours with plenty of breaks
  • Difficulty: This is a generally easy ramble, with a bit of a climb out of the Valley Gardens to reach the top of Saltburn, then the option of the Cliff Lift to return to beach level

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This  circular walk takes in the majestic heights of Roseberry Topping.  An iconic feature, seen for miles from much of North Yorkshire and Cleveland, its distinct form gives it the nickname of the Yorkshire Matterhorn. It was also voted the 6th most Romantic place in the World to propose in the World Travel Awards!

This is the land where the famous explorer Captain Cook grew up and you will see reminders of him in many places, not least at Captain Cooks Monument on Easby Moor.  There are some real delights to this walk as it wanders through woodlands and across heather moorland.

  • Distance:  7.3 miles (11.7km)
  • Duration:  allow 5 hours including breaks
  • Difficulty:  This is a strenuous walk with some steep climbs

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This is one of the North York Moors National Park coastal ambles.  It is a better alternative route for the Cleveland Way along the beack when the tide is out

With picture postcard cottages, babbling becks and stunning seascapes, Sandsend’s romantic setting will get your heart racing. The extensive 3-mile beach stretches all the way to Whitby with views of the imposing Whitby Abbey perched high on the clifftops. Walk along the beach at low tide and head back through the pretty village of Sandsend in time for sunset. Check tide times.

  • Distance:  about 3 miles/ 5km
  • Duration: about 2 hours with a break
  • Difficulty:  an easy walk along the beach


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It might only be a shade under 3 miles, but this is a real adventure walk for all the family, with some awe-inspiring views into the bargain.  There's a striking panorama of Middlesbrough, the Cleveland plain, Roseberry Topping and Cook's Mounument, and you'll get amazing views both on the outward leg and then - after a stiff, stepped climb - on the return section that follows the Cleveland Way National Trail across Cringle Moor.  The start of the trail is in the privately owned Lord Stones Country Park, where there's access to the ancient stone that gives the walk its name - as well as parking, a cafe-restaurant and local produce shop.

* Distance:   2.75 miles (4.4km)

* Duration:   2 hours

* Difficulty:   Moderate - its a short walk but it does include a big up and down

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Part of the Try a Trail series, here is a perfect walk for a weekend.  It follows the northern escarpment of the Cleveland Way from Kildale through to the sea at Saltburn.  The recommended overnight stop is at Guisborough. There are many highlights to the route, including Captain Cooks Monument, Roseberry Topping, Gisborough Priory and the delightful seaside settlement of Saltburn by the Sea.  There are also great rail connections to both ends at Kildale and Saltburn via Middlesbrough.

  • Distance:  16.6 miles (26.7km)
  • Duration:  Two day walk - Day 1 about 5 hours and Day 2 also about 5 hours
  • Difficulty:  This is a moderate walk

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This is a fantastic two day walk taking in the jewels of the North Yorkshire Coast.  Take a weekend to explore this superb section of the Cleveland Way starting from Whitby and travelling  to Scarborough, with an overnight stop at the enchanting village of Robin Hood's Bay.  There are endless highlights to this route, the cliff scenery, Whitby Abbey, Ravenscar and the rocky cove of Hayburn Wyke to name but a few.

  • Distance:  20.8 miles (33.5km)
  • Duration:  Two days - Day 1 about 5 hours, Day 2 about 8 hours
  • Difficulty:  Moderate - there are plenty of ups and downs along this walk

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Explore handsome Osmotherley and its surroundings on a 3¼ -mile circular walk that touches every aspect of the village’s rich religious past. The village itself has both medieval church and 18th-century Methodist chapel, while following field and woodland paths to the northwest leads to the impressive ruins of Mount Grace Priory – the best-preserved Carthusian remains in the country. Returning to Osmotherley along a section of the Cleveland Way National Trail, there’s the option of calling in at The Lady Chapel, a place of Catholic pilgrimage for over 600 years – beautifully set on a hillside with sweeping views over Bilsdale, Teesside and the Pennines. Osmotherley is a noted walking centre – on the Cleveland Way and at the start of the Lyke Wake Walk – so there’s no shortage of places to rest up afterwards, including three pubs for a population of just a few hundred!

  • Distance:  3 1/4 miles
  • Duration:   3 hours
  • Difficulty:     a moderate walk, with a drop to reach Mount Grace Priory and the return climb back

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This short circular walk  is a great way to appreciate the moorland fringe of the North York Moors National Park. Starting from Square Corner it descends on an attractive stone slab path to reach the delightful village of Osmotherley. This picture postcard village has been welcoming holiday makers and day trippers for over a hundred years and has good facilities with several pubs and cafes.  Further on the walk climbs back onto the moors, taking in a length of the historic Hambleton Drove Road.

  • Distance: 4.8 miles (7.8km)
  • Duration: allow 3 to 3 1/2 hours including breaks
  • Difficulty:  Moderate

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