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Herriot Way - Guided Trip - September 2024

at a glance

Day 1 Arrival day -
Day 2 Aysgarth – Hawes - 13 miles (21 km)
Day 3 Hawes – Keld - 13 miles (21 kilometres)
Day 4 Keld – Reeth - 12 miles (19 kilometres) or 13.5 miles if “low route” (22 kilometres)
Day 5 Reeth – Aysgarth - 14 miles (23 km)
  • Grade: Grade 2

Standard Package Includes:

  • Total Distance - 52 miles / 84km
  • 'Walking The Herriot Way' Guide Book and Map
  • 4 Nights B&B En-suite Room Basis
  • Price based on 2 people sharing a room
  • Luggage Transfers
  • Holiday Information Pack
  • Walking guide with group at all times
  • Packed lunches provided on walking days

Holiday Options:

  • Single room supplement - £200
  • Station pick up from Ribblehead - £100 per booking upto 4 people
  • Station drop off to Ribblehead - £100 per booking upto 4 people
  • Additional Night Aysgarth - £160 - Room Rate

Herriot Way - Guided Trip - 2024 

The Herriot Way is a 52 mile (84km) long distance path that runs through some of the best and most varied scenery in the Yorkshire Dales; including the world famous Wensleydale and the picturesque Swaledale. The walk starts and finishes in Aysgarth and visits Askrigg,Hawes, Keld, Reeth and Grinton. It is fast becoming one of the iconic long distance walks in the U.K.

The walk is named after James Herriot, the fictional name given to the real-life veterinary surgeon who lived and worked in the Dales for many years. In life James Herriot was really Alf Wight and the Herriot Way is based on a walking holiday he took with his son Jimmy around the Youth Hostels of Aysgarth, Grinton and Keld.

We complete the walk over four days and will visit beautiful valleys, high open fells and rolling, heatherclad moorland. The route crosses one of the highest points in Yorkshire, Great Shunner Fell, visits historic monuments and passes through a barren industrial wilderness laid bare through lead mining over the centuries.

Although the route is predominantly on well defined paths a reasonable level of fitness is required.

Accommodation is in well-appointed bed and breakfasts, inns and small family run hotels. Breakfasts and packed lunches are included. Evening meals are not included but a table will be booked for the group together in local restaurants or pubs close to the accommodation. We book all your accommodation on the route, transfer your luggage from place to place and then guide you through this walking holiday.

What better way to experience the Dales than by completing the fantastic Herriot Way on this guided walking holiday!



Day 1 – Wednesday 18th September 2024  – Arrival day
Day 2 - Thursday 19th September 2024  - Aysgarth to Hawes - 13 miles (21 km)
Day 3 - Friday 20th September 2024 - Hawes to Keld - 13 miles (21 km)
Day 4 - Saturday 21st September 2024 - Keld to Reeth - 12 miles (19 km)
Day 5 - Sunday 22nd September 2024 - Reeth to Aysgarth - 14 miles (23 km)


Worried about the single room option? If you are happy to share a twin room with a like-minded person (same sex), then you don't have to pay for the single supplement!

Unfortunately, this is not a dog friendly holiday.

Day 1 Arrival day -

Your holiday begins when you meet with your Shepherds Walks guide and fellow walkers at your accommodation in the town of Aysgarth.

You can arrive by car and leave your vehicle at the accommodation for the duration, or if you arrive by train, we can arrange for you to be collected from Ribblehead station, please see supplement.

You will enjoy a hearty evening meal at one of the local hostelries and your guide will outline the format for the next four days of walking.

Day 2 Aysgarth – Hawes - 13 miles (21 km)

Today you will follow the route initially along the River Ure, which it follows closely along wide meadows and a disused railway track until turning into Askrigg. This is the village that was used to film the James Herriot TV series. From Askrigg the route travels down the Wensleydale valley , through lush green fields, down narrow, secluded lanes to the village of Hardraw with its famous waterfall and then into Hawes, the highest market town in Yorkshire.

You will spend this evening in Hawes.

Day 3 Hawes – Keld - 13 miles (21 kilometres)

Follow the Pennine Way as you leave Hawes and climb up the side of Great Shunner Fell, the third highest mountain in Yorkshire. The path is mostly paved to the summit shelter and (weather permitting) fantastic, wide-ranging views across the surrounding dales and hills are enjoyed. The path drops down into Swaledale and the picturesque village of Thwaite before skirting the lower slopes of Kisdon to arrive in Keld. This remote village is the meeting point of three long distance walks –The Herriot Way, The Pennine Way and the Coast to Coast –and as accommodation here is at a premium you will be transferred back to Hawes.


Day 4 Keld – Reeth - 12 miles (19 kilometres) or 13.5 miles if “low route” (22 kilometres)

You will be transferred back to Keld after breakfast. This is simply a stunning day’s walking whether you take the high or low route. The “high route” takes in numerous sites of former lead mining operations some of which date back to pre-Roman times and you can enjoy the wonderful views of Swaledale. If the weather is inclement the “low route” – known as the Royal Road to Reeth – is just as special following the Swale through lush meadows and woods all the way to Reeth, once the centre of the extensive lead mining activity and now the “capital of Swaledale”. There are several hotels and public houses to relax in and enjoy a well earned drink to reward yourself for your exertions.

Tonight, you spend your evening in Reeth.

Day 5 Reeth – Aysgarth - 14 miles (23 km)

Today we leave Reeth and follow the River Swale to Grinton where we start to climb out of Swaledale. The path winds its way through glorious heather and open moorland around Gibbon Hill and then along the rough but easy Apedale Road. After Dent’s Houses the path drops steeply down to the village of Castle Bolton and the atmospheric remains of the famous castle. More fields and back lanes lead to the impressive falls at Aysgarth and back to our starting point.

Congratulations on completing the Herriot Way!

If you need to travel home by train, we can arrange for you to be collected and taken to Ribblehead station, please see supplement.

Alternatively, you can book an extra night's stay in Aysgarth (See supplement). 



(A) Bed and breakfast accommodation (twin or double share basis).
(B) Pack lunches.
(C) Fully qualified walking guide accompanying the group every day.
(D) Luggage transfers between accommodations.
(E) People transfers as listed in the above dossier
(F) Emergency back-up service from Shepherds Walks Holidays mobile telephone number.
(G) Walking the Herriot Way Guidebook & map per room (per person if single supplement paid).



(A) Any additional transfers not mentioned in the dossiers.
(B) Personal clothing and equipment.
(C) Insurance.
(D) Evening meals.
(E) Single room option (if required, see supplement price).
(F) Pick up and drop off at airport.
(G) Other Entrance fees into attractions & public transport costs not mentioned.



The Shepherds Walks Representative will:

(A) Meet you on your first evening/morning at your accommodation.
(B) Walk with the group every day.
(C) Will talk you through the route for the trip.
(D) Provide you with information relating to events in the area during your time there.
(E) Be available should you have any problems during your trip

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!

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 18 kilos.

Do I need travel insurance?

If you are coming to the UK from overseas it is a condition of our tours that you are covered by medical and personal travel insurance that includes repatriation to your home country.

If you are a UK resident medical and personal travel insurance is also highly recommended, especially with cover to include Covid 19. 

If you have not organised appropriate insurance yet, please do so before you travel. 

If you have to cancel your holiday due to ill health we can issue you with a receipt for any monies paid so you can make a claim. 

Is food included in on this holiday?

Breakfast is always included in all holidays.

Guided holiday trips will also include packed lunches.

When do I receive my holiday information, including where I will be staying - GUIDED TRIPS

You will receive all your final walk info by email approximately four weeks prior to departure, giving you plenty of time to go through all of the information before your departure.

We don't release any information earlier than this just in case there are last minute changes to accommodation reservations, transfer arrangements. 

Once we receive your full payment and 4 weeks prior to your holiday departure date, we will e-mail you all of your holiday details in your holiday pack. This has details of where you will be staying, your transfer details and information about the evening meal reservations we will have made for the group as a whole each evening. 

There will also be lots of information on shops & cafes plus information on public transport services and taxis along the route just incase you need to take a day out of walking with the group.  

A hard copy of your holiday pack, including your map and luggage labels, will be given to you when you meet your guide on your first evening, so no need to print anything out.

Anything you are not sure about, we are only a phone call or email away!

Herriot Way

Monday 18th September 2023 Duncan Todd

Holiday booking, payments and planning all very efficient. The documentation, accommodation, transfers, mapping provided in the 'Welcome Pack' afforded plenty of detail. The standard of accommodation was good and in all cases our hosts were amenable to arrange breakfast to allow for an early start to the day. The only problem encountered was on day 2. A road bridge at Appersett was closed (It looked as if it could be a while before works are completed!) as a result over an hour was spent in finding an alternative route that added more than two miles to the days walk. This would not have been a problem had it not been a day when we were due for a taxi transfer. Of course out in the sticks it was a while before we were able to get a signal to call and change the transfer timing. As always - another enjoyable Sheperds walks holiday.

Herriot Way

Saturday 15th July 2023 Dr Lisa Silver

What a great walk. It was challenging in parts, with walks up the dales, then across sections of moorland and what beautiful dales. I liked the fact it was not all signposted and one had to follow the map. The book was incredibly helpful and I think it actually may have been quite challenging without the book.

Everything we expected of Shepherds Walks

Sunday 18th June 2023 Andrew Johnson and David Barrett

My brother in law David and I recently walked the Herriot Way (July 2023). It was everything we expected of Shepherds Walks, friendly and helpful office team, great organisation, first class information packs, excellent accommodation and the weather amazing ( not sure if that was Jane's doing). I am not a new customer, I've walked several other classics with Shepherds Walks and each one was like our last one, excellent. We have just booked the St Cuthbert's Way and can't wait, one thing's for sure we need have no worries about the organisation, Shepherds will see to that all we need to do is pray for good weather.

Herriot Way June 2023

Sunday 11th June 2023 Catherine McKenzie

We had a fabulous time, thank you for organising everting so well.

A lovely mix of riverside walking, wild flowers in the hay meadows, hills and moorland, aided by perfect weather and nice pubs.

The printed maps really helped and the gps gave us confidence that we were going the right way.

Herriot Way self guided holiday

Tuesday 9th May 2023 Nicky

Fabulous walking holiday, the walking was varied ranging from a gentle first day walking by rivers, through fields full of lambs and over dry stone wall stiles.

The other days were hilly and gave us glorious walking and views across the moors, although sadly it was very foggy going up Great Shunner Fell so no views at all!

The maps, GPS file and guidance were excellent and we particularly appreciated the information about cafes along the route!

We could not fault the taxi and luggage transfers as all went very smoothly.

The pre-booked accommodation was superb ranging to OK. The Aysgarth Falls Hotel was amazing - fabulous rooms and breakfasts and lovely staff. Cocketts Hotel was comfortable with good breakfasts and the added bonus of a bath and robes - very welcome after long days walking. The Kings Arms in Reeth had good food - good breakfasts and well priced tasty pub food in the evening. However, the room was too small.

Overall a great holiday.

A Great Walking Break in the Yorkshire Dales

Thursday 22nd September 2022 Tony H

The Herriot Way proved to be a most enjoyable route and the maps and travel information provided by Shpeherds Walks were excellent.

I was able to download the GPX files to my Garmin GPS without difficulty.

The route over Great Shunner Fell followed by the ascent of Kisdon proved challenging for my 74 year old knees on a hot day.

The taxi/luggage transfers with James Peacock were very reliable.

The excellent luggage labels supplied by Shepherds Walks proved their worth on our last morning when over a dozen cases were left in the stairwell of the inn.

The accommodation in country inns was fine and the friendly George and Dragon in Aysgarth where we started the walk, was able to provide a car parking spot for the duration (at a fee).

If we were to repeat such a walking holiday, I would be pleased to consider using Shpeherds Walks again.

Herriot Way and Me

Sunday 24th July 2022 Lydia Goodale

This Herriot Way Circular was a special and auspituos walking holiday for me. I knew it is going to be hard walking over 20 km a day and it was. I was not entirely sure I will make it to the end but I did. I knew I will do my best and hoped that my will power combined with inbread endurance might help. What I was completely unaware of was that Shepherds Walks will send me an guardian angel. I am talking about Mark, my guide. Not only is he well experienced and professional in everything he is doing, but he is a great communicator and compassionate human being. Without him my holiday could have been a failure. As it is I am happy to plan more holidays in Yorkshire, and yes it was Mark's enthusiasm and knowlege about the Dales, which made discover and fell in love with the region. Thank you Mark! Thank you Shepherds Walks.

Herriot Way Holiday

Monday 20th June 2022 P Mander

Thank you very much for organizing such an excellent holiday for E, A and myself. We were blessed with perfect weather. All the accommodations were good and the luggage transfers went flawlessly. Likewise the taxi journeys between Hawes and Keld were prompt and efficient. I found all the information in the Welcome Pack most helpful including the maps and the guide. We opted for the low level route between Keld and Reeth and that was our favourite walk of the four days. We had some lovely bar meals in the evenings. 

Jon Monks

Originally from the North West of England Jon’s background was in agriculture.

After leaving school at the age of sixteen he worked on farms on the fertile Lancashire plain for 2 years before studying at Lancashire College of Agriculture for three years.

From college Jon put his newly found shepherding skills to practice in the Isle of Man before moving out to Australia and working on a sheep station (F S Falkiner & Sons in the NSW Riverina, near Deniliquin owned by Rupert Murdoch of all people!). A mere 51,114 acres.

Upon returning to the UK Jon was assistant shepherd for Lord Carnarvon at Highclere Estate, Newbury (more commonly known now as the setting for Downton Abbey).

After one year ‘down south’ Jon moved up to Northumberland and fell in love with the countryside.

Jon Initially worked at Cornhills Farm in Northumberland before becoming shepherd at Greenleighton Farm, this is the most northern farm on the Wallington Estate.

During this time at Greenleighton Farm Jon started the legendary 'Shepherds Walks', back in 1999.

As a former hill shepherd Jon looked at the landscape from a shepherd's perspective, which is truly unique. This really captured people’s imagination Shepherds Walks started to grow.

After being featured on BBC Countryfile, Radio 4 Ramblings and many broadsheet papers Jon has built his business up to be the largest walking business in the North East of England.

Herriot Way - Guided Trip - September 2024 photo's

Holiday booking, payments and planning all very efficient. The documentation, accommodation, transfers, mapping provided in the 'Welcome Pack' afforded plenty of detail. The standard of accommodation was good and in all cases our hosts were amenable to arrange breakfast to allow for an early start to the day. The only problem encountered was on day 2. A road bridge at Appersett was closed (It looked as if it could be a while before works are completed!) as a result over an hour was spent in finding an alternative route that added more than two miles to the days walk. This would not have been a problem had it not been a day when we were due for a taxi transfer. Of course out in the sticks it was a while before we were able to get a signal to call and change the transfer timing. As always - another enjoyable Sheperds walks holiday.

18th Sep 2023 - Duncan Todd

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