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.
Places on This Route
Helmsley
Primary Location
Sproxton, North Yorkshire
On Route
Pockley
On Route
Rievaulx
On Route
Harome
On Route
Beadlam
On Route
Oswaldkirk
On Route
Cold Kirby
On Route
Hood Grange
On Route
Osmotherley
On Route
Kildale
On Route
Easington, North Yorkshire
On Route
Hinderwell
On Route
Runswick Bay
On Route
Runswick
On Route
Ewe Cote, Whitby
On Route
Sandsend
On Route
Port mulgrave
On Route
Kettleness
On Route
Ness, North Yorkshire
On Route
Stoupe Brow
On Route
Staithes
On Route
Fylingthorpe
On Route
Whitby
On Route
Robin Hoods Bay
On Route
Ravenscar
On Route
Fulford, North Yorkshire
On Route
Scarborough
On Route
Spa Bridge
On Route
Osgodby, Scarborough
On Route
Lebberston
On Route
Gristhorpe
On Route
Muston, North Yorkshire
On Route
Hunmanby
On Route
Maltby, North Yorkshire
On Route
Filey
On Route
The bay - filey
On Route
On the Route
Up Above
Accommodation
The Sutcliffe Gallery
Attraction
Henrietta cottage
Accommodation
The Welcome Inne
Food & Drink
Bark Endeavour
Attraction
The Tunny Club
Food & Drink
The Fox & Hounds
Accommodation
Kitty's Cottage
Accommodation
Princess Restaurant
Food & Drink
High Paradise Farm
Accommodation
Whitby Bridge Luxury Apartments
Accommodation
Museum of Whitby Jet
Attraction
Book House
Accommodation
Trattles and Geall Fine Art
Attraction
Greenfingers
Accommodation
White Horse & Griffin
Accommodation
The Dolphin
Accommodation
Ellerby Lane House
Accommodation
Cliff View
Accommodation
Royal View
Accommodation
Stilworth House
Accommodation
Romerojo's
Food & Drink
Abbey Wharf
Food & Drink
Fossil Cottage
Accommodation
Sanders House
Accommodation
Mister Chips Seafood Restaurant
Food & Drink
Captain's Quarter
Accommodation
Cleveland Corner Bistro B&B
Accommodation
The Ivy House
Food & Drink
Harbourside Apartments
Accommodation
Apartment 2
Accommodation
Harbour Bar
Food & Drink
White Horse & Griffin Restaurant
Food & Drink
Royal Whitby
Accommodation
Jolly Roger
Accommodation
La Rosa Hotel
Accommodation
Brockley Hall Hotel
Accommodation
Antons Cafe Bar Grill
Food & Drink
Ellerby Lane House
Accommodation
Luna Park
Attraction
The Magpie Cafe
Food & Drink
The Riviera Guest House
Accommodation
Up Above
Accommodation
The Four Seasons Restaurant
Food & Drink
West Cliff House
Accommodation
Ivy by The Sea
Accommodation
Whitby Glass
Attraction
Pegasus Cottage
Accommodation
Kiwi Cottage
Accommodation
Golden Grid Fish Restaurant
Food & Drink