
CLV2
Helmsley to Filey
- Difficulty
- Moderate, Moderate to Challenging
- Distance
- 109.4 miles
- Walking
- 9 Days
- Bed & Breakfast
- 10 Nights
- Grade
- Classic
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 Runswick Bay
- AccommodationRunswick Bay
Runswick Bay 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 £75 per person per night.Our recommended rest day is Helmsley.
Upgrade options: Speak to our team to discuss upgrade options for this itinerary.
June/July/August supplement ~ £60 per room Weekend supplements per room (Fri/Sat): Newton under Roseberry - £40 Robin Hood's Bay ~ £60 Saltburn by Sea - £70 Whitby ~ £50
Walk Pack postage: Europe - to first night’s accommodation, Rest of World - £30 supplement, (UK is included in price).
Extra Walk Packs: can be requested, please see here for full details and supplements.
Bank Holidays and short notice bookings may incur extra charges.
Pricing
Jan 1, 2026 – Dec 31, 2026
£1370
Per Person (Based on 2 people sharing)
£2050 Solo Traveller
£1930 Single Occupancy
£75 Rest Days (Per person per day)