Guide to walking the Cleveland Way: places to stay, things to do

Gorgeous coast, pretty fishing harbours, rugged hills and ancient monuments – all in one spectacular route. Welcome to the wonders of North Yorkshire’s Cleveland Way with our expert guide on how to walk this epic route, plus places to stay and useful travel advice

27th November 2017
Dixe Wills Cleveland Way

Essential information for a ramble along the Cleveland Way

map

108 miles: The trail is a lengthy walk but can be split into 30 smaller interconnected circuits.

1969: It opened after nearly 16 years’ work, becoming England’s second long distance path. 454m: Its highest point is on Urra Moor, which boasts prehistoric remains, including barrows and a rock marker carved into a face.

Hasty Bank Cleveland Way
Hasty Bank on Urra Moor offers stunning and expansive views of the Tees Valley from its 398m summit/Credit: Alamy

203m: The route also passes the highest spot on the east coast, the Rock Cliff at Bouldry. 5,562m: The ascents along the way equate to climbing Ben Nevis four times from sea level. 

Points of interest

Staithes

Staithes
The small fishing villages of Staithes/Credit: Getty

Roughly nine miles south of Saltburn, Staithes is a fishing village almost too attractive to be real. Sheltering under towering cliffs and apparently tumbling down the banks of Roxby Beck into the sea, this jumble of fishermen’s cottages gained its curious name because it was blessed with two seaward landing places, or ‘staithes’. From 1880 until the start of the First World War it was home to a little cluster of impressionists called the Staithes Group. Artists are still lured here by its beauty, which remains largely untouched by the modern world, although most of its cottages are now holiday lets. Oh, and if you arrive in Staithes for the first time and are plagued with the feeling that you’ve been here before, it may be because you’re a parent: the popular CBeebies series Old Jack’s Boat is set here. 

Bloworth Crossing

Bloworth Crossing North Yorkshire
See the moorland wonder of Bloworth Crossing/Credit: Geograph

This was once the spot where the Rosedale Ironstone Railway – carrying ironstone across the moor bound for the blast furnaces on Teesside – met a road conveying travellers from Fadmoor, away to the south-east. Today the crossing, redundant since 1929, has a vaguely absurd feel to it: two all but abandoned trails touching momentarily in a high wilderness of heather, seemingly oblivious to the fact that one is no longer a railway and the other is no longer a road.  Completely alone in that landscape, where what is not heather is sky, you realise that you don’t need vast tracts of sand to enjoy a desert experience. When the wind dies completely, only the occasional startled ‘Get back! Get back!’ of a grouse or the lyrical trilling of a skylark interrupts the silence.

Short walks on the Cleveland Way

Walk: Robin Hood's Bay, North Yorkshire

The tide ebbs at Robin Hood’s Bay in the North York Moors National Park to reveal a series of wave-cut platforms – Landing Scar, High Scar, Billet Scar – beyond which lies the snow-dusted headland of Old Peak ©Alamy
The tide ebbs at Robin Hood’s Bay in the North York Moors National Park to reveal a series of wave-cut platforms – Landing Scar, High Scar, Billet Scar – beyond which lies the snow-dusted headland of Old Peak ©Alamy

Steep stairwells, pitched roofs, an intriguing past and windy clifftop walks make this Yorkshire village the perfect winter getaway.

Walk: Gisborough Moor, North Yorkshire - Starfish to the Rescue

An isolated building on the North York Moors masqueraded as an entire city in order to save Middlesbrough from burning.

Places to eat

8. Cobbles, Staithes (formerly Cleveland Corner)

The recently opened Cobbles in Staithes is a friendly café during the day and then a cocktail bar and upmarket pizzeria during the evenings. 01947 841117

9. Rusty Shears, Whitby

Rusty Shears

Choose from sharing boards, sandwiches, a wide range of dishes including several vegetarian choices, and an overwhelming selection of freshly baked cakes. There are also 120 gins behind the bar, making it just the tonic whatever mood you’re in. 01947 605383

10. Eat Me Café, Scarborough

Eat me Cafe

This eatery has its own blend of coffee, uses locally sourced and free-range ingredients, and offers many veggie or vegan options. The secret recipe for their seasoned chips is one of the wonders of Scarborough. 07445 475328

Places to stay along the Cleveland Way

Endeavour kitchen

8. The Endeavour Restaurant with Rooms, Staithes

A delightful little home from home in the heart of Staithes, one of the most picturesque fishing villages on England’s east coast.
The restaurant (pictured below) runs on a ‘pop up’ basis and has featured local celebrity chef Lisa Chapman in the kitchen. endeavour-restaurant.co.uk

9. Dillons of Whitby, Whitby

Opposite the town’s Pannett Park, Dillons is a beautiful boutique bed-and-breakfast with rooms whose chic interior design really has that ‘wow’ factor. The breakfast ingredients are hand-picked from local suppliers, including bread from the renowned Botham’s of Whitby, and there’s even a massage room, should you care to indulge yourself. dillonsofwhitby.co.uk

11. Gisborough Hall Hotel, Guisborough

A Victorian country house set right on the edge of the North York Moors, Gisborough Hall now serves as a very swish hotel. It boasts a restaurant, bistro and spa – just the thing if all those miles have taken their toll. gisborough-hall.com

12. High Paradise Farm, Boltby

An absolute must: a remote farmhouse where the former dairy has been converted into charming cosy suites complete with wood-burning stoves. It also sports a funky tearoom, a very friendly welcome, and is slap bang on the Cleveland Way, so you can walk right in. highparadise.co.uk

13. Lord Stones Country Park, Carlton Bank

The Cleveland Way runs right through Lord Stones, where yurts, bell tents and posh pods are ready to accommodate weary walkers. As well as the campsite for those carrying their homes on their back, there is a café by day and a restaurant – The Belted Bull – serving food by night. lordstones.com

How to get there

Going to Helmsley:  Single from London to York from £12.80; 03457 225333; virgintrainseastcoast.com. From York station, take the X31 bus operated by Stephenson’s of Easingwold direct to Helmsley. £5.30 single; 01347 838990; stephensonsofeasingwold.co.uk

Coming back from Filey: Single from Filey to Doncaster, via Hull; £33.50; 0800 2006060; northernrailway.co.uk. Virgin East Coast runs trains north and south from Doncaster. Doncaster to London, single from £14.

Read a walker's experience as author and green travel writer Dixe Wills tackles the Cleveland Way

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