The 109 mile horseshoe-shaped Cleveland Way starts in the wonderful market town of Helmsley before stretching across the breathtaking heather moorland of the North York Moors National Park then returning south along the coast from Saltburn-by-the-Sea.
The Route
GPX Route Map
Walk Description
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The 109 mile horseshoe-shaped Cleveland Way starts in the wonderful market town of Helmsley before stretching across the breathtaking heather moorland of the North York Moors National Park then returning south along the coast from Saltburn-by-the-Sea. The route progresses along the North Yorkshire coastline to Filey, passing old fishing villages and bustling coastal towns.
The National Trail runs through the smuggler’s village of Robin Hood’s Bay and the fantastic seaside resorts of Scarborough and Whitby
You can walk the Cleveland Way at any time of year but if you want to see the moorland heather in bloom, the best time to visit is late August and early September. It is better to walk it in a clockwise direction from Helmsley to Filey with the wind behind you. It can be challenging in places, especially along the coastal areas. There are plenty of shorter circular walks that incorporate stretches of the path that can be completed in a day.
On the Route
Up Above
stay near the finish
The Sutcliffe Gallery
on route attraction
Henrietta cottage
stay near the finish
The Welcome Inne
on route food & drink
Bark Endeavour
on route attraction
The Tunny Club
on route food & drink
The Fox & Hounds
mid point stay
Kitty's Cottage
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Princess Restaurant
on route food & drink
High Paradise Farm
stay near the start
Whitby Bridge Luxury Apartments
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Museum of Whitby Jet
on route attraction
Book House
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Trattles and Geall Fine Art
on route attraction
Greenfingers
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White Horse & Griffin
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The Dolphin
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Ellerby Lane House
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Cliff View
mid point stay
Royal View
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Stilworth House
stay near the start
Romerojo's
on route food & drink
Abbey Wharf
on route food & drink
Fossil Cottage
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Sanders House
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Mister Chips Seafood Restaurant
on route food & drink
Captain's Quarter
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Cleveland Corner Bistro B&B
mid point stay
The Ivy House
on route food & drink
Harbourside Apartments
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Apartment 2
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Harbour Bar
on route food & drink
White Horse & Griffin Restaurant
on route food & drink
Royal Whitby
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Jolly Roger
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La Rosa Hotel
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Brockley Hall Hotel
mid point stay
Antons Cafe Bar Grill
on route food & drink
Ellerby Lane House
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Luna Park
on route attraction
The Magpie Cafe
on route food & drink
The Riviera Guest House
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Up Above
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The Four Seasons Restaurant
on route food & drink
West Cliff House
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Ivy by The Sea
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Whitby Glass
on route attraction
Pegasus Cottage
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Kiwi Cottage
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Golden Grid Fish Restaurant
on route food & drink
