CLV2
Helmsley to Filey
Itinerary Information
- Difficulty
- Moderate, Moderate to Challenging
- Distance
- 109.4 miles
- Walking
- 9 Days
- Bed & Breakfast
- 10 Nights
- Grade
- Classic
- Dog Friendly
- No
Book Now
From £1370 per person
Itinerary Details
Day 1Arrival Day
- AccommodationHelmsley
Day 210 miles (16.1 km)
Helmsley to Sutton Bank
plus 2.6 miles down to accommodation- AccommodationKilburn
Day 311.25 miles (18.1 km)
Sutton Bank to Osmotherley
plus 2.6 miles back up to the path- AccommodationOsmotherley
Day 411 miles (17.7 km)
Osmotherley to Clay Bank Top
- transfer
- AccommodationKirkby-in-Cleveland
Day 513.75 miles (22.1 km)
- transfer
Clay Bank Top to Roseberry Topping
plus 0.5 miles to your accommodation- AccommodationNewton under Roseberry
Day 610.5 miles (16.9 km)
Roseberry Topping to Saltburn by Sea
plus 0.5 miles back up to the path- AccommodationSaltburn by Sea
Day 712.2 miles (19.6 km)
Saltburn by Sea to Runswick Bay
- AccommodationRunswick Bay
Day 815.2 miles (24.5 km)
Runswick Bay to Robin Hood's Bay
- AccommodationRobin Hood’s Bay
Day 915 miles (24.1 km)
Robin Hood's Bay to Scarborough
- AccommodationScarborough
Day 1010.5 miles (16.9 km)
Scarborough to Filey
- transfer
- AccommodationScarborough
Day 11Departure 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
- 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
£1370
Per Person (Based on 2 people sharing)
£2050 Solo Traveller
£1930 Single Occupancy
Rest Days
£150 Per room per day