4 Night North York Moors Guided Walking Holiday

Distance: 7 miles (11km) 

Total ascent: 1,000 feet (300m) 

In summary: Follow the Cleveland Way to the magnificent viewpoint at Captain James Cook’s monument; we then descend to the foot of Roseberry Topping and on to the village of Great Ayton. 

Highlight: Walk in the footsteps of Captain James Cook who grew up in the village of Great Ayton. There may be time to visit the Captain Cook Schoolroom Museum at the end of the walk.

Distance: 9.5 miles (15.5km) 

Ascent: 1,700 feet (520m) 

In summary: Walk along the escarpment of the North York Moors. Our route ascends from near Guisborough over the moors to the impressive viewpoint at Captain Cook's Monument before ascending to the summit of Roseberry Topping and ending in Great Ayton. 

Highlight: The distinctively shaped summit of Roseberry Topping - the Yorkshire Matterhorn - dominates the local skyline. 

Distance: 11.5 miles (18.5km)

Ascent: 2,000 feet (600m)

In summary: From Pinchinthorpe we ascend via Hutton Village onto the moors towards Captain Cook’s Monument, our return route takes in the summit of Roseberry Topping before descending into Great Ayton.

Highlight: Soak up the sweeping panorama over Teesside and the surrounding countryside; a great contrast of natural and man-made landscapes.

Distance: 7½ miles (11.5km) 

Ascent: 800 feet (240m)  

In summary: Traverse the hillsides of the green valley of Rosedale as we walk between the villages of Rosedale Abbey to Lastingham. We'll then continue for a further couple of miles to charming Hutton-le-Hole. 

Highlight: Our walk finishes in the picture-postcard village of Hutton-le-Hole. There's time to visit the Ryedale Folk Museum which tells the story of 4,000 years of rural life. 

Distance: 9 miles (14km) 

Ascent: 750 feet (240m) 

In summary: Starting from high up on Moors at Blakey Ridge, we'll descend through acres of purple heather into the valley of Farndale. Our route then follows the River Dove along this tranquil valley to Hutton-le-Hole. 

Highlight: Its hard to believe that this tranquil scene was once a thriving centre for mining high-grade iron ore. You'll see occasional remnants of this industrial heritage, and follow part of the old railway that carried the ore to Teesside. 

Distance: 13 miles (20.5km) 

Ascent: 1,200 feet (380m) 

In summary: Explore the beautiful moors in the heart of the national park. Our walk contours around the head of Rosedale and along the track-bed of the old mineral railway to Rosedale Abbey. After ascending Bank Top and Ana Cross we continue on the grouse moors to Lastingham and Hutton-le-Hole.  

Highlight: Look out for Ana Cross - one of 30 crosses dating to the Middle Ages that once guided travellers across the moors. 

Distance: 6½ miles (10.5km) 

Ascent: 1,150 feet (340m) 

In summary: Follow the spectacular coastal section of the Cleveland Way to Ravenscar. Following the sweep of the coastline, either along the seashore or along the cliff-top, we'll continue to the old fishing village of Robin Hood’s Bay. 

Highlight: Our walk ends at the quaint fishing village of Robin Hood's Bay where you can explore the narrrow cobbled streets, or relax in one of the pubs or teashops.

Distance: 9 miles (14km) 

Ascent: 1,000 feet (320m) 

In summary: Follow the coastal path from Hayburn Wyke through a nature reserve to Beast Cliff and Ravenscar, then on to Robin Hood’s Bay via seashore or cliff-top paths. 

Highlight: The fascinating historic remains of the old Alum works below Ravenscar.

Distance: 10 miles (15.5km) 

Ascent: 1,800 feet (500m)  

In summary: A fantastic longer coastal walk from Cloughton to Robin Hood’s Bay. Enjoy far-ranging sea views throughout the day as we make our way along this superb stretch of coastline.

Highlight: Discover the history of Ravenscar. Victorian developers bought this cliff-top site and laid out streets, aiming to build a grand seaside resort - alas only a few plots were bought and the company went bankrupt, thus preserving the tranquility of the headland.

Distance: 7 miles (11km) 

Ascent: 950 feet (280m)  

In summary: From Goathland station we cross moorland & farmland to reach Grosmont. Our return route follows the old railway trail between the two villages. 

Highlight: Today's walks centre on the village of Goathland - made famous as the setting for the TV series Heartbeat. You may also recognise Goathland station from its role in the Harry Potter films.

Distance: 8½ miles (13.5km) 

Ascent: 950 feet (280m) 

In summary: From Goathland, a gentle descent along the old railway track takes us to Beck Hole. Woodland and field paths will take us to Wheeldale Beck from where we make our way across a lovely moorland path via a secluded tarn to Goathland church. From there, feld paths & more of the old railway track bring us back to Goathland.   

Highlight: A stretch of walking along a moorland edge give views of the magnificent scenery in the heart of the National Park.  

Distance: 10½ miles (17km)

Ascent: 1,160 feet (350m)

In summary: We make our way to the quiet hamlet of Beck Hole before climbing through woodland.  A first stretch of moorland walking leads us to Wheeldale Road, an old Roman Road.  A delightful walk along the Wheeldale Beck takes us to Hunt House from where we climb to Simon Howe on part of the Lyke Wake Walk.  We then follow a high moorland path across Howl Moor back down to Goathland.

Highlight: Walk in the footsteps of Romans & Bronze Age residents of the moors with superb views in all directions.

Distance: 6 miles (9.5km)

Total ascent: 1,000 feet (300m)

In summary: Enjoy a glorious section of the Yorkshire coast between Runswick Bay and Sandsend. We start along the beach, then ascend onto the cliff-top path which takes us around the headland at Kettleness and on to Sandsend.

Highlight: There's time to explore Staithes before rejoining the coach to start our walk at Runswick Bay. Staithes is a timeless fishing village with cobbled streets and historic buildings.

Distance: 9½ miles (15.5km)

Ascent: 1,750 feet (540m)

In summary: Starting from Staithes we follow the impressive cliff top section of the coast to Runswick Bay. Our walk continues along the Cleveland Way to Kettleness and Sandsend.

Highlight: Look out for the once-thriving harbour at Port Mulgrave, built in the 1850s to transport iron ore. You can see the remains of the 1 mile tunnel that connected the mine to the harbour.

Distance: 12 miles (19.5km)

Ascent: 1,900 feet (580m)

In summary: From Boulby we follow the coastal path all the way to Sandsend, taking in the quaint fishing village of Staithes, the sweeping arc of Runswick Bay, and the remote headland of Kettleness. 

Highlight: As you approach Sandsend there's a glorious view along the 2½ mile long beach towards Whitby, with the ruins of Whitby Abbey prominent in the distance.

Distance: 6½ miles (10.5km)

Ascent: 800 feet (240m)

In Summary: We walk alongside the Hole of Horcum before descending towards Newton Dale. We make our way along Levisham Moor to Skelton Tower before continuing through Levisham to finish in Lockton

Highlight: The ruined Skelton Tower has commanding views along Newton Dale valley along which the North York Moors railway steam trains run.

Distance: 9 miles (14.5km)

Ascent: 1300 feet (400m)

In summary: We walk on the higher ground round the Hole of Horcum to Levisham before crossing the North York Moors Railway and following the Tabular Hills walk to Lockton

Highlight: Newton Dale is a dramatic, steep narrow valley cut into the Tabular Hills. 

Distance: 11 miles (18km)

Ascent: 1250 feet (380m)

In summary: We visit the isolated Bridestones rocks before making our way along the quiet Stain Dale up onto the Tabular Hills before joining the Tabular Hills walk for the final stretch to Lockton

Highlight: The Bridestones are made of sandstone and have been sculpted into shapes, some of which, like the Pepperpot, have names.  

Distance: 7 miles (11km) 

Ascent: 950 feet (280m)  

In summary: From Goathland station we cross moorland & farmland to reach Grosmont. Our return route follows the old railway trail between the two villages. 

Highlight: Today's walks centre on the village of Goathland - made famous as the setting for the TV series Heartbeat. You may also recognise Goathland station from its role in the Harry Potter films.

Distance: 8½ miles (13.5km) 

Ascent: 950 feet (280m) 

In summary: From Goathland, a gentle descent along the old railway track takes us to Beck Hole. Woodland and field paths will take us to Wheeldale Beck from where we make our way across a lovely moorland path via a secluded tarn to Goathland church. From there, feld paths & more of the old railway track bring us back to Goathland.   

Highlight: A stretch of walking along a moorland edge give views of the magnificent scenery in the heart of the National Park.  

Distance: 10½ miles (17km)

Ascent: 1,160 feet (350m)

In summary: We make our way to the quiet hamlet of Beck Hole before climbing through woodland.  A first stretch of moorland walking leads us to Wheeldale Road, an old Roman Road.  A delightful walk along the Wheeldale Beck takes us to Hunt House from where we climb to Simon Howe on part of the Lyke Wake Walk.  We then follow a high moorland path across Howl Moor back down to Goathland.

Highlight: Walk in the footsteps of Romans & Bronze Age residents of the moors with superb views in all directions.

Distance: 6 miles (9.5km)

Total ascent: 1,000 feet (300m)

In summary: Enjoy a glorious section of the Yorkshire coast between Runswick Bay and Sandsend. We start along the beach, then ascend onto the cliff-top path which takes us around the headland at Kettleness and on to Sandsend.

Highlight: There's time to explore Staithes before rejoining the coach to start our walk at Runswick Bay. Staithes is a timeless fishing village with cobbled streets and historic buildings.

Distance: 9½ miles (15.5km)

Ascent: 1,750 feet (540m)

In summary: Starting from Staithes we follow the impressive cliff top section of the coast to Runswick Bay. Our walk continues along the Cleveland Way to Kettleness and Sandsend.

Highlight: Look out for the once-thriving harbour at Port Mulgrave, built in the 1850s to transport iron ore. You can see the remains of the 1 mile tunnel that connected the mine to the harbour.

Distance: 12 miles (19.5km)

Ascent: 1,900 feet (580m)

In summary: From Boulby we follow the coastal path all the way to Sandsend, taking in the quaint fishing village of Staithes, the sweeping arc of Runswick Bay, and the remote headland of Kettleness. 

Highlight: As you approach Sandsend there's a glorious view along the 2½ mile long beach towards Whitby, with the ruins of Whitby Abbey prominent in the distance.

Distance: 6½ miles (10.5km)

Ascent: 800 feet (240m)

In Summary: We walk alongside the Hole of Horcum before descending towards Newton Dale. We make our way along Levisham Moor to Skelton Tower before continuing through Levisham to finish in Lockton

Highlight: The ruined Skelton Tower has commanding views along Newton Dale valley along which the North York Moors railway steam trains run.

Distance: 9 miles (14.5km)

Ascent: 1300 feet (400m)

In summary: We walk on the higher ground round the Hole of Horcum to Levisham before crossing the North York Moors Railway and following the Tabular Hills walk to Lockton

Highlight: Newton Dale is a dramatic, steep narrow valley cut into the Tabular Hills. 

Distance: 11 miles (18km)

Ascent: 1250 feet (380m)

In summary: We visit the isolated Bridestones rocks before making our way along the quiet Stain Dale up onto the Tabular Hills before joining the Tabular Hills walk for the final stretch to Lockton

Highlight: The Bridestones are made of sandstone and have been sculpted into shapes, some of which, like the Pepperpot, have names.  

Distance: 9½ miles (15.5km)

Ascent: 1700 feet (515m)

In summary: Visit the Captain Cook's monument and the unique Roseberry topping

Highlight: Fantastic views changing from rugged Easby Moor to the softer banks of the River Leven in Great Ayton

Option 1 - Falling Foss to Whitby

Distance: 5½ miles (9km)

Ascent: 660 feet (200m)

In summary: Starting from the Visitor Centre at Pinchinthorpe, we ascend through woodland to the base of Roseberry Topping then onward to the village of Great Ayton.

Highlight: Walk in the footsteps of Captain James Cook who grew up in the village of Great Ayton.  There may be time to visit the Captain Cook Schoolroom Museum at the end of the walk.

Distance: 11 1/4 miles (18km)

Ascent: 1980 feet (600m)

In summary: :  From Pinchinthorpe we ascend via Hutton Village onto the moors and summit the local 3 peaks of Highcliffe Nab, Captain Cook’s Monument and finally Roseberry Topping before descending into Great Ayton.  

Highlight: On clear days enjoy vistas over the North Sea, Cleveland Hills and even the Pennines

Distance: 7 miles (11km) 

Ascent: 950 feet (280m)  

In summary: Walk from Goathland past the Mallyan Spout waterfall, heading down the valley to the neighbouring village of Grosmont. Our return route follows the old railway trail between the two villages. 

Highlight: Today's walks centre on the village of Goathland - made famous as the setting for the TV series Heartbeat. You may also recognise Goathland station from its role in the Harry Potter films.

Distance: 8½ miles (13.5km) 

Ascent: 950 feet (280m) 

In summary: From Goathland, a gentle descent along the old railway track takes us to Beck Hole. Woodland and field paths will take us to Wheeldale Beck from where we make our way across a lovely moorland path via a secluded tarn to Goathland church. From there, feld paths & more of the old railway track bring us back to Goathland.   

Highlight: A stretch of walking along a moorland edge give views of the magnificent scenery in the heart of the National Park.  

Distance: 10½ miles (17km)

Ascent: 1,160 feet (350m)

In summary: We make our way to the quiet hamlet of Beck Hole before climbing through woodland.  A first stretch of moorland walking leads us to Wheeldale Road, an old Roman Road.  A delightful walk along the Wheeldale Beck takes us to Hunt House from where we climb to Simon Howe on part of the Lyke Wake Walk.  We then follow a high moorland path across Howl Moor back down to Goathland.

Highlight: Walk in the footsteps of Romans & Bronze Age residents of the moors with superb views in all directions.

Distance: 7 miles (11km) 

Ascent: 1,100 feet (360m) 

In summary: After time exploring Robin Hood’s Bay, our coach takes us to the village of Hawsker. A track from here joins the coastal path which we follow to Whitby. We'll pass the iconic ruins of the Abbey, before descending the steps to the harbour. 

Highlight: The ruins of Whitby Abbey stand prominently on the headland above the harbour. Discover how this dramatic setting inspired Bram Stoker's gothic novel Dracula.

Distance: 8½ miles (14km) 

Ascent: 1,800 feet (560m)

In summary: Follow the glorious coast path from Robin Hood's Bay back to Whitby. We'll round the first headland then head towards the landmark of Whitby Abbey. 

Highlight: The beach below Whitby's East Cliff is a good spot to look for fossils, and jet. In the nearby shops you can see how craftsmen have carved this into jewellery and ornaments.

Distance: 11½ miles (18.5km) 

Ascent: 2,000 feet (620m) 

In summary: A glorious coastal walk starting high on the headland at Ravenscar. We'll initially head to Boggle Hole and the quaint fishing village of Robin Hood's Bay, before rounding the headland and continuing along the coast to Whitby. 

Highlight: We'll descend the famous 199 steps from Whitby Abbey and enjoy the classic view over the bustling harbour.