Holiday Packages
All our Standard Itineraries include:
- Hand-picked accommodation in B&Bs / guest houses / inns / small hotels
- En-suite facilities where available
- Breakfast
- Daily baggage transfers from our own team of local drivers
- All booking fees
We will also endeavour to include all these in any custom itinerary you wish to build for this walk.

Day 1: Castleton to Castleton (16.5m)
Day 2: Castleton to Glaisdale (9.8m)
Day 3: Glaisdale to Whitby (10.6m)
£385 solo walkers (plus single supplements)
£360 per person (based on two sharing)
£355 per person (based on group of 3 or more)
Day 1: Castleton to Danby (18.5m)
Day 2: Danby to Whitby (18.4m)
£315 solo walkers (plus single supplements)
£285 per person (based on two sharing)
£275 per person (based on group of 3 or more)
Day 1: Castleton to Blakey Ridge (6.6m)
Day 2: Blakey Ridge to Castleton (9.9m)
Day 3: Castleton to Glaisdale (9.8m)
Day 4: Glaisdale to Whitby (10.6m)
£555 solo walkers (plus single supplements)
£490 per person (based on two sharing)
£470 per person (based on group of 3)
£465 per person (based on group of 4 or more)
Day 1: Castleton to Blakey Ridge (6.6m)
Day 2: Blakey Ridge to Castleton (9.9m)
Day 3: Castleton to Lealholm (7.6m)
Day 4: Lealholm to Grosmont (5.7m)
Day 5: Grosmont to Whitby (7.7m)
£645 solo walkers (plus single supplements)
£580 per person (based on two sharing)
£560 per person (based on group of 3)
£555 per person (based on group of 4 or more)
* All headline holiday prices are shown per person, based on two people sharing.
Baggage Transfer
Baggage Transfer is automatically included in the price of all our Walking Holiday packages.
These prices are for anyone planning their own holiday and just need bags moving from one stop to the next.
£50 per person (single)
£25 per person (based on two sharing)
£20 per person (based on group of 3 or more)
£60 per person (single)
£30 per person (based on two sharing)
£20 per person (based on group of 3)
£9 per person per day (based on group of 4 or more)
£130 per person (single)
£65 per person (based on two sharing)
£45 per person (based on group of 3)
£9 per person per day (based on group of 4 or more)
£135 per person (single)
£70 per person (based on two sharing)
£50 per person (based on group of 3)
£9 per person per day (based on group of 4 or more)
Note: If you are booking accommodation in an Airbnb, you must ensure that there will either be someone available to take collection/delivery of your bags or that they have appropriate, secure storage in the event that the proprietor is absent.