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Dales Way - Highlights - Self Guided

at a glance

Day 1 Arrive - Sedbergh - Overnight stay
Day 2 Grassington to Hubberholme - 12.5 miles (20 kilometres)
Day 3 Hubberholme to Ribblehead - 16 miles (26 kilometres)
Day 4 Ribblehead to Dent - 12 miles (19 kilometres)
Day 5 Dent to Sedbergh - 6 miles (10 kilometres)
  • Grade: Grade 2
  • Total Distance - 46.5 miles (75 kilometres)
  • Duration: 5 days
  • Place to Place
  • Maps and itinerary provided
  • 4 Nights B&B (Twin Share Basis)
  • Available to solo walkers
  • Luggage transfers
  • Loan of GPS for holiday
  • People transfers
  • Emergency back upHoliday Options
  • Single room supplement - £160.00
  • Solo walker supplement - £264.00 (price includes single room supplement) please call to book
  • Oxenholme train station taxi pick up £50.00
  • Oxenhome train station drop off £50.00
  • GPS rental - £25.00

Dales Way - Highlights - Self Guided

The Dales Way runs for 80 miles from Ilkley in West Yorkshire to Bowness-on-Windermere in Cumbria, following mostly riverside paths and passing through the heart of the Yorkshire Dales National Park and the gentle foothills of southern Lakeland to the shore of England's grandest lake.

For this Highlights walk, you will be starting from Grassington and finish at Sedburgh.

This is not a challenging self-guided walk, but the rewards are stunning as you pass through a variety of landscapes.

Accommodation is in well appointed bed and breakfasts, inns and small family run hotels. Breakfasts are provided and evening meals can be taken in restaurants or pubs close to the accommodation. We book all your accommodation, take you to the start point, transfer your luggage and then provide you with maps and an itinerary for you to do the trails self guided.

What better way to complete the Dales Way than by walking the trail at your own pace with this self guided trip.


Day 1 - Arrive Sedbergh
Day 2 - Grassington to Hubberholme - 12.5 miles (20 kilometres)
Day 3 - Hubberholme to Ribblehead - 16 miles (26 kilometres)
Day 4 - Ribblehead to Dent - 12 miles (19 kilometres)
Day 5 - Dent to Sedbergh - 6 miles (10 kilometres)

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Day 1 Arrive - Sedbergh - Overnight stay

Arrive into the attractive Dales town of Sedbergh.

If you arrive by car we will run you back to it at the end of your holiday. You will be able to leave your car at your first evening’s accommodation, subject to availability.

If you arrive by train, we can arrange to pick you up from Oxenholme station and take you to Sedbergh, for your first nights’ accommodation. See supplement.

Settle into your accommodation and perhaps enjoy trying an ale in the local pub.


Day 2 Grassington to Hubberholme - 12.5 miles (20 kilometres)

Today we will pick you up from Sedburgh and transfer you to Grassington.

Grassington is the largest place you will be before getting to Sedbergh in 3 days’ time so do a mental double check that you don’t need anything.

Leaving the lush low lying meadows you will climb up onto the limestone pavement and pass over dry valleys higher up the fell with extensive views into the upper Wharfe beyond.

Dropping to Kettlewell it is noticeable that you are now moving into remoter parts accentuated by a change in the field patters and barns. Names too here reflect their Norse origin and beyond Buckden you will follow a delightful green lane to Hubberholme where you will be staying that night.

Day 3 Hubberholme to Ribblehead - 16 miles (26 kilometres)

Leaving Hubberholme the landscape changes again becoming rough upland with bracken and marsh grasses dominating.

Today the trail climbs to the high point on the trail and crosses into the top of the Ribble from where you can see views of the Yorkshire 3 Peaks.

After Yockerthwaite the trail passes a Bronze Age stone circle which is thought to have either being a henge or a base of a burial mound. These remains are perhaps testament to how long these upland routes have been in use.

At Nethergill Farm Yorkshire Wildlife Trust have an open door into their information centre and it’s a great place to have a cuppa from the self-service kitchen.

Moving on the trail steadily climbs past the remote dwelling at Cam Houses and up onto the Cam High Road. The high point at just over 500 metres is marked by an obvious cairn.

The trail is easy going now following the route of a Roman Road and I welcomed the steady drop to Gearstones and onto to Ribblehead where I could see the famous Ribblehead viaduct on your approach.


Day 4 Ribblehead to Dent - 12 miles (19 kilometres)

Today the trail makes another dramatic change, climbing over to Dentdale and along the Dee to Sedbergh. It’s noticeable today that the landscape and building start to change to a more Cumbrian feel accentuated by the trail swinging towards the west under the slopes of the Howgills.

You start the day with a steady climb over moorland then joining a minor road and dropped into Dentdale. You can savour the views of Penygent and Inglebrough.

The next village you reach is Dent, where will you be staying for you overnight stop. Dent is a lovely village with narrow, cobbled streets. A great place to stop for a cuppa and cake at the local Heritage Centre and wonder around the displays learning about the famous ‘black marble’ limestone quarried locally and the Dent ‘Terrible knitters’!

Day 5 Dent to Sedbergh - 6 miles (10 kilometres)

You will start your day with an amble by the river, through fields and a final climb over Long Rigg along a green road. From the top, you can stop for a while in the afternoon sun to admire the glorious views over Sedbergh and the Howgill fells beyond.

You have reached the end of your Dales Way Highlight’s walk.

If you have booked a station drop off, you will be taken to Oxhenholme station train station to commence your journey home.


(A) Bed and Breakfast accommodation (twin or double share basis).
(B) Route map, guidebook and trip notes specific to your trip, including
emergency contact numbers.
(C) Luggage transfers between accommodation.
(D) Transfer from Sedbergh to Grassington.
(E) Emergency back-up service from Shepherds Walks Holidays mobile telephone number.


(A) Any additional transfers not mentioned in the dossiers.
(B) Car parking costs for the duration of your trip.
(C) Insurance
(D) Lunch and Evening meals.
(E) Single room option (if required, see single supplement)
(F) Pick up and drop off at stations.
(G) Personal clothing and equipment.


The Shepherds Walks Representative will:

A) Be available should you have any problems during your trip
B) Arrange the transportation of your luggage.
C) Provide transfers as necessary to your car / station if specified in your booking or itinerary.

We are here to offer you the best holiday you could ever imagine and we aim to do this through the personal service that we offer.

Make your holiday run smoothly – We are here for you. Our sole objective is for us to help you. We are here at any stage of your holiday and even in the planning stages. We tailor things to your requirements, not those of the masses.

We don’t cut corners - We want to see you again and want you to speak highly of Shepherds Walks Holidays. This is why we are literally willing to go that extra mile. The information you receive at every stage will be clear and leave you asking no questions.

We have personally walked all the trips we offer - We know exactly what you are going to embark on and can advise you on any aspects of your holiday over and well above what many of our competitors can.

Press choose to walk with us – Shepherds Walks Holidays are asked to deliver a very high percentage of the trips for journalists in the region. When the Tourist Boards are approached by a journalist wanting to visit the area who do they ask to provide their holiday or take them out walking? Shepherds Walks.

We have had press trips on all our routes and the articles speak for themselves.

Protected Holiday - All our holidays are protected through the operation of a Trust Account.

We are close at hand if you need us – We are a local business and if you need us at any time during your holiday just ask. If you are on a self guided trip we often will catch up with you, even over a drink one evening, just to make sure everything is going well. It’s better to iron out any little problems during your holiday, rather than hearing about them when you are back at home.

We enjoy great relationships with your accommodation providers and they will help us to help you

As we are literally on the doorstep we know the best places to stay. Often we will have block booked the best accommodation the previous year. We want our customers to stay in the best possible accommodation. As we know the proprietors personally and we liaise with them regularly they will go that extra mile to help us to help you whilst out on your route.

That is why Shepherds Walks has won awards and has helped people relax and totally enjoy their visit to this wonderful part of the country. We are willing to go that extra mile!

What walking equipment will I need for this trip?

Good quality walking boots/shoes will be needed for the trip and given the normal weather conditions, appropriate outdoor clothing including waterproofs are recommended. More details will be provided in your pre-departure dossier.

Do you move our bags for us on our walking holiday?

Yes, we move your bags for you everyday. You just leave your main bag at your accommodation and we will move it for you, so it will be at your next nights accommodation waiting for you.

You just carry your day pack.

Your baggage allowance for the trip is one main piece of luggage which should be preferably either a backpack/rucksack or sports bag, and one small daypack. Try to travel as light as possible. It is best to avoid large solid hardtop suitcases as these cause difficulties on transfer vehicles etc.

The larger piece of luggage will travel on the vehicle between accommodations and the daypack should be suitable for carrying any additional outer-layer clothing and items you will need on your walk during the day. As a general rule, we would recommend that your main piece of luggage shouldn't weigh more than 15 - 20 kilos.

Will I be able to get Wi-Fi in the accommodations.

Wi-Fi can be limited in the accomodations along the Dales Way.

Will I be able to use my mobile phone.

Along the Dales Way you will find that there is a poor mobile phone signal for the first 2/3 of the trail.

You will be able to check your reception through your service provider's website. The sites will ask for a postcode or town – if you are unsure you could use one of the National Park Centre's postcodes.

Dales Way - Highlights - Self Guided photo's

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