
CLV1
Helmsley to Filey
Itinerary Information
- Difficulty
- Moderate
- Distance
- 109.4 miles
- Walking
- 10 Days
- Bed & Breakfast
- 11 Nights
- Grade
- Classic
- Dog Friendly
- No
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Itinerary Details
- AccommodationHelmsley
Helmsley to Sutton Bank
plus 2.6 miles down to accommodation- AccommodationKilburn
Sutton Bank to Osmotherley
plus 2.6 miles back up to the path- AccommodationOsmotherley
Osmotherley to Clay Bank Top
- transfer
- AccommodationKirkby-in-Cleveland
- transfer
Clay Bank Top to Roseberry Topping
plus 0.5 miles to your accommodation- AccommodationNewton under Roseberry
Roseberry Topping to Saltburn by Sea
plus 0.5 miles back up to the path- AccommodationSaltburn by Sea
Saltburn by Sea to Staithes
- AccommodationStaithes
Staithes to Whitby
- AccommodationWhitby
Whitby to Robin Hood's Bay
- AccommodationRobin Hood’s Bay
Robin Hood's Bay to Scarborough
- AccommodationScarborough
Scarborough to Filey
- transfer
- AccommodationScarborough
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
- Our recommended rest day is Helmsley.
Upgrade options:
- Speak to our team to discuss upgrade options for this itinerary
Supplements:
- 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
Pricing From
Jan 1, 2026 – Dec 31, 2026
£1475
Per Person (Based on 2 people sharing)
£2190 Solo Traveller
£2036 Single Occupancy
Rest Days
£150 Per room per day