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The Cleveland Way Map and Trail Guide

The Sherpa Van Accommodation Booking Service

Journey Preferences Your Itinerary Route Maps and/or Plans Save your Itinerary Checkout - Make Your Bookings Online
Route Planner Click on the name of a town or village to read about local hotels and inns or choose a town from the map
TownDistance from Start
Old Byland3
Cold Kirby7
Sutton Bank10
Carlton Bank29
Great Broughton33
Clay Bank Top33
Cringle Moor 1400 feet35
Great Ayton46
Roseberry Topping48
Port Mulgrave67
Runswick Bay69
High Hawsker82
Robin Hoods Bay84
Boggle Hole86
Hayburn Wyke88
Choose a town or village from the trail map
Choose a town or village from the trailplanner
Help and tips for using Sherpa's online accommodation booking system
Just looking?
Feel free to browse around our comprehensive database of hotels along the The Cleveland Way, but please mention the Sherpa Van Project when you get in touch.

If you want us to book your hotels select the Preferences tab above and follow the instructions.

How to use this page

  1. Choose a town or village where you would like to stop for the night.
  2. Click on the town name or the map to see a list of accommodation
  3. Choose your preferred hotel or B&B
  4. When you see a button like this, click on it to book:
    Add this accommodation to your itinerary
  5. The transfer service between Robin Hoods Bay and Cloughton or Scaborough and Cloughton or Scarborough to Filey will cost £35 per move up to 4 bags.
  6. If you select two hotels that are more than 30 miles apart the system will suggest an intermediate stop because you cannot walk that far in a day
  7. All bookings are made on a Bed & Breakfast basis
  8. We book the hotels for you and charge a small booking fee
  9. You pay the hotels directly as you follow the trail
  10. Bags must be ready for an 8.30 am collection and we aim to deliver by 4.30 pm
  11. Bags cannot weigh more than 20 kg and no items can be tied to the side of your bags
Important Information:
By completing the booking process, you are requesting us to book the accommodation on your behalf.
We will endeavor to book the accommodations you have chosen.  In some instances, the accommodation you request may not be available, on these occasions we will book a suitable alternative for you.Please note that the information in our database is supplied by the hoteliers and we take no responsibility for any inaccuracies. We are, however, pleased to receive feed back from users.


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St Bees Grasmere Kirkby Stephen Reeth Grosmont Robin Hood's Bay Muker Reeth Oaktree Hill Ingleby Cross Osmotherley Carlton Bank Clay Bank Top/Great Broughton Blakey Glaisdale Littlebeck Robin Hood's Bay Richmond High Hawsker Danby Wiske Egton Bridge Grosmont Marrick Brompton-on-Swale Colburn Village St Bees Egremont Cleator Ennerdale Bridge Seatoller Grasmere Bampton Shap Orton/Raisbeck Kirkby Stephen Keld YHA Black Sail YHA Honister Hause Sandwith Thwaite Rosthwaite Patterdale Stonethwaite Click here to view the Western half of the route Click here to view the Estern part of the route Holy Island Beal Fenwick East & West Horton Wooler Kirk Yetholm/Town Yetholm Morebattle Jedburgh Ancrum Maxton St Boswells Newton St Boswells Melrose Cessford Saltaire Ilkley Addingham Skipton Hetton Malham Settle Stainforth Chapel-le-Dale Dent Sedbergh Newbiggin-on-Lune Great Asby Appleby Aysgarth Grinton Reeth/Fremington Healaugh Keld Thwaite Hawes Bainbridge Woodhall Redmire Castle Bolton Hardraw Simonstone Sedbusk Worton Askrigg Edale Crowden Stanbury Haworth Lothersdale Thornton-in-Craven East Marton Gargrave Airton Kirkby Malham Malham Horton in Ribblesdale Hawes & Gayles Hardraw Keld Middleton in Teesdale Forrest in Teesdale Dufton Slaggyford Greenhead Haltwhistle Wark Byrness Kirk Yetholm/Town Yetholm Standedge Hebden Bridge Todmorden YHA Stainforth Thwaite Muker Tan Hill Bowes Baldersdale Garrigill Alston Housesteads & Area Stonehaugh Bellingham Chipping Campden Broadway Buckland Stanton Stanway Hailes Winchcombe and area Cleeve Hill Cheltenham and area Leckhampton Ullenwood Birdlip Cranham Painswick Edge Randwick Kings Stanley Nympsfield Uley Dursley North Nibley Wotton-under-Edge Alderley Hawkesbury and Hawkesbury Upton Little Sodbury and Old Sodbury Tormarton Pennsylvania Cold Ashton Bath