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
mid point stay
The Sutcliffe Gallery
on route attraction
Henrietta cottage
mid point stay
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
mid point stay
Princess Restaurant
on route food drink
High Paradise Farm
mid point stay
Whitby Bridge Luxury Apartments
mid point stay
Museum of Whitby Jet
on route attraction
Book House
mid point stay
Trattles and Geall Fine Art
on route attraction
Greenfingers
mid point stay
White Horse & Griffin
mid point stay
The Dolphin
mid point stay
Ellerby Lane House
mid point stay
Cliff View
mid point stay
Royal View
mid point stay
Stilworth House
mid point stay
Romerojo's
on route food drink
Abbey Wharf
on route food drink
Fossil Cottage
mid point stay
Sanders House
mid point stay
Mister Chips Seafood Restaurant
on route food drink
Captain's Quarter
mid point stay
Cleveland Corner Bistro B&B
mid point stay
The Ivy House
on route food drink
Harbourside Apartments
mid point stay
Apartment 2
mid point stay
Harbour Bar
on route food drink
White Horse & Griffin Restaurant
on route food drink
Royal Whitby
mid point stay
Jolly Roger
mid point stay
La Rosa Hotel
mid point stay
Brockley Hall Hotel
mid point stay
Antons Cafe Bar Grill
on route food drink
Ellerby Lane House
mid point stay
Luna Park
on route attraction
The Magpie Cafe
on route food drink
The Riviera Guest House
mid point stay
Up Above
mid point stay
The Four Seasons Restaurant
on route food drink
West Cliff House
mid point stay
Ivy by The Sea
mid point stay
Whitby Glass
on route attraction
Pegasus Cottage
mid point stay
Kiwi Cottage
mid point stay
Golden Grid Fish Restaurant
on route food drink
