Tailor Made Walking Holiday

“Either plan a Self Guided Walking Holiday yourself or let us do it for you”

Holiday Enquiry Form
Preferred room type
Preferred daily mileage
Baggage movement service


Let us Plan and Book Tailor Made Walking Holidays in the Yorkshire Dales, North York Moors and the Lake District. We will plan a great route for you, send map/route details, book the hotels and arrange for baggage transfers.

We have a high level of expertise in booking all sorts of walking holidays for different people; whether experienced walkers or novices. This is based on a lifetime of experience and knowledge of each area. We will…

  • Offer expert advice on the best options for you and your party
  • Source and book the accommodation (Guest House or Country Pub)
  • Provide a Baggage movement service (optional)
  • Include a pack with maps of the area, route notes & other information including where to eat and what to take.

The Tailor Made Walking Holidays are suitable for the following people looking for a Walking Holiday:

  • Those who are visiting a new area they have no knowledge of or those coming from overseas.
  • Those who know the area a little but would like the local experts to advise on the very best country to walk through and places to visit.
  • Those who are sure of what they want but do not have the time to sort out the arrangements.


Here are just a few of our Tailor Made Holiday we have run over the past few years.

Example A. Yorkshire Dales Taster (3 to 6 days)

A fine introduction to the Yorkshire Dales with the walks taking you over rolling countryside and through limestone scenery with visits to small ‘Dales’ style villages and such iconic sites as Malham Cove, Gordale Scar, Littondale, Malham Tarn and the waterfalls at Cray

Day 1. Arrive at Grassington

Day 2. Grassington to Kettlewell/Buckden (7/11 miles)

Day 3. Kettlewell/Buckden to Arncliffe (6/10 miles)

Day 4. Arncliffe to Malham (6/10 miles)

Day 5. Malham to Grassington (6 miles)

There are options to reduce this walk by a day or better still spend more time and a couple of nights in one or more of the locations.

Example B. Lake District Taster (3 to 6 days)

Walking from the popular town of Keswick in the Northern Lakes this splendid walk visits Buttermere and Borrowdale with low level valley walking as a possibility or a more energetic option over the higher ground and fells.

Day 1. Arrive at Keswick

Day 2. Keswick to Buttermere (8/11 miles)

Day 3. Buttermere to Rosthwaite (Borrowdale) (6/12 miles)

Day 4. Stay at Rosthwaite (6/11 miles)

Day 5. Rosthwaite to Keswick (5/7 miles)

The options on this walk are endless with low level sites such as Ashness Bridge, Honister Pass and Newlands enroute for some whilst the energetic can take on such fells as Haystacks, Scafell Pike and Grasmoor.

Example C. Goathland, Whitby and the North York Moors

Combining the North Yorkshire Coast and a stay on the Moors offers an excellent contrast of scenery. 

Day 1. Arrive at Whitby

Day 2. Take the bus to Runswick Bay and walk back to Whitby (7 miles)

Day 3. Whitby to Goathland (10 miles)

Day 4. Goathland to Robin Hoods Bay (11 miles)

Day 5. Robin Hood’s Bay to Whitby (7 miles)

There are a number of routes to choose from near Goathland including sticking to the valleys or taking to the higher moors. Also  possible to make use of the steam train or very good bus service.

Example D. The Settle Carlisle Railway Experience

Walking between the stations in the central section of the Settle Carlisle Railway is a memorable experience and involves no use of a car. This route takes the train from Settle (or Leeds) to Kirby Stephen and return 

Day 1. Arrive at Kirkby Stephen by train

Day 2. Walk the Mallerstang Valley to Garsdale (12 miles)

Day 3. Garsdale to Dent (8/11 miles)

Day 4. Dent to Ribblehead (8/9 miles)

Day 5. Ribblehead to Horton (9/11 miles)

Day 6. Horton to Settle (8 miles)

As with all our Tailor Made walks there is a choice between low level (valley/dale walking) and high level. There is no need to make the decision till the day and may be weather dependant. For anyone not wanting to walk there is always the option of taking the train from hotel to hotel.


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