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Cleveland Way — Whitby Abbey

Photo: Jeff Buck (CC BY-SA 2.0), via Wikimedia Commons

Walking the Cleveland Way

🥾 109 miles 🗓️ 8–9 days 📍 9 stages ♥ Save to my trip
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The Cleveland Way is two great walks in one: first across the heather plateau of the North York Moors, then down England's highest east-coast cliffs from Saltburn to Filey. At 109 miles it fits real holidays — a week and a bit, or two easy long weekends.

The stages below each list places to stay nearby; the seaside half especially is made for walking between fish-and-chip harbours.

The route

Cleveland Way

🥾 Before you set out

Trail conditions, diversions and closures change — check the official trail site before you travel, carry a paper map for the remote sections, and book baggage transfer with your beds if you'd rather walk light.

Official trail updates ↗ OS Maps ↗

Stage by stage

  1. 1

    Helmsley

    Market-town start; Rievaulx Abbey's ruins are an hour in.

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    0.0 mi away The Feathers Hotels 0.1 mi away Toad Hall Cottages 0.1 mi away The Cart House Cottages
  2. 2

    Sutton Bank

    "The finest view in England", said James Herriot — the White Horse gleams below.

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    1.6 mi away Wren Cottage Cottages 2.3 mi away The Retreat at Seaview Sutton Hall Cottages 2.3 mi away Cranberry Cottage Cottages
  3. 3

    Osmotherley

    Moors proper: heather to every horizon from here.

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    0.3 mi away Queen Catherine Hotel Hotels 0.3 mi away Meadowfold View Cottages 0.3 mi away The Boiler House Cottages
  4. 4

    Clay Bank (Great Broughton)

    The Wainstones and the switchback western edge.

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    0.9 mi away Willow Corner Cottages 1.0 mi away Crossbill Cottage Cottages 1.3 mi away The Gate Lodge Cottages
  5. 5

    Saltburn-by-the-Sea

    The path meets the coast at a Victorian resort with a cliff tramway.

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    0.1 mi away Frank's View Cottages 0.1 mi away Paradise Apartment Cottages 0.2 mi away Seascape Cottages
  6. 6

    Whitby

    Abbey, harbour, Dracula and the best fish and chips on the route.

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    0.1 mi away Highpoint Cottages 0.2 mi away Harbour Hideout Cottages 0.2 mi away Esk Cottage Cottages
  7. 7

    Robin Hood's Bay

    Red roofs stacked to the slipway — the classic smugglers' village.

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    0.0 mi away Victoria Hotel Hotels 0.1 mi away Oakfield Cottage Cottages 0.1 mi away Rose Garth Cottages
  8. 8

    Scarborough

    Two bays and a headland castle.

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    0.1 mi away Top o' The Brewery Cottages 0.2 mi away Bike and Boot Hotels 0.2 mi away Travelodge Hotels
  9. 9

    Filey

    Finish on Filey Brigg with the whole coast behind you.

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    0.1 mi away The Orchard House Cottages 0.1 mi away The Drift Apartment Cottages 0.1 mi away The Harbour Apartment Cottages

Community notes

Tips, conditions, and the things only someone who's been can tell you.

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Good to know

How long does the Cleveland Way take?
Around 8–9 days for the full 109 miles — the stages on this page break it into real walking days, and every one works as a section walk too.
Should I book accommodation ahead?
Yes — beds along the popular trails go months ahead for summer. Each stage lists places to stay nearby so you can book the whole walk before you lace up.
Can I get my bags carried?
Baggage-transfer services operate on all the major trails, moving your bag between overnight stops so you walk with a daysack. Book it alongside your beds.
Do I book through this site?
No — every listing links straight to the holiday operator and you book with them at their live price. We may earn a commission at no extra cost to you.

More road trips

Directions ↗