Back to walkCleveland Way
ItineraryCLV1

Helmsley to Filey
- Difficulty
- Moderate
- Distance
- 109.4 miles
- Walking
- 10 Days
- Bed & Breakfast
- 11 Nights
- Grade
- Classic
- Dog Friendly
- No
Book Now
From £1475 per person
Overview
- Day1Arrival Day
- HelmsleyHelmsley
- Day2Helmsley to Sutton Bank10 mi · 16.1 km
- Helmsley to Sutton Bankplus 2.6 miles down to accommodation
- KilburnKilburn
- Day3Sutton Bank to Osmotherley11.25 mi · 18.1 km
- Sutton Bank to Osmotherleyplus 2.6 miles back up to the path
- OsmotherleyOsmotherley
- Day4Osmotherley to Clay Bank Top11 mi · 17.7 km
- Osmotherley to Clay Bank Top
- transfer
- Kirkby-in-ClevelandKirkby-in-Cleveland
- Day5Clay Bank Top to Roseberry Topping13.75 mi · 22.1 km
- transfer
- Clay Bank Top to Roseberry Toppingplus 0.5 miles to your accommodation
- Newton under RoseberryNewton under Roseberry
- Day6Roseberry Topping to Saltburn by Sea10.5 mi · 16.9 km
- Roseberry Topping to Saltburn by Seaplus 0.5 miles back up to the path
- Saltburn by SeaSaltburn by Sea
- Day7Saltburn by Sea to Staithes8.8 mi · 14.2 km
- Saltburn by Sea to Staithes
- StaithesStaithes
- Day8Staithes to Whitby11.6 mi · 18.7 km
- Staithes to Whitby
- WhitbyWhitby
- Day9Whitby to Robin Hood's Bay7 mi · 11.3 km
- Whitby to Robin Hood's Bay
- Robin Hood’s BayRobin Hood’s Bay
- Day10Robin Hood's Bay to Scarborough15 mi · 24.1 km
- Robin Hood's Bay to Scarborough
- ScarboroughScarborough
- Day11Scarborough to Filey10.5 mi · 16.9 km
- Scarborough to Filey
- transfer
- ScarboroughScarborough
- Day12Departure DayTravel day
Overnight locations and transfer arrangements may differ slightly from those shown, depending on availability.
What's Included
- Good standard accommodation at a mixture of guesthouses, farmhouses, local inns and B&Bs with en-suite or private facilities wherever possible
- Breakfast
- Luggage transfers
- Personal transfer between accommodation and path that form a part of our standard package
- Route planning
- Walk pack including Trail Guide and mapping, itinerary, accommodation directions and route notes, lunch and dinner information, restaurant recommendations and holiday planning details
Extras
Rest days/additional nights:
- Prices from £150 per room per night
- Recommended location: Helmsley
Upgrade options:
- Speak to our team to discuss upgrade options for this itinerary
Supplements:
- Weekend supplements may apply in: Saltburn-by-the-Sea, Robin Hood’s Bay, Whitby
- Short notice bookings and Bank Holidays may incur additional charges
Walk Pack postage:
- to UK: included in price
- to Europe: £25 per pack
- to Rest of World: £30 per pack
Extra Walk Packs:
- Please see here for full details and supplements