walking holiday

Walking.Holiday

walking holiday
walking holiday

Walking
.

Holiday

Bespoke walking holidays in the south of England. YOU CHOOSE WHERE TO STAY AND HOW FAR TO WALK. AT YOUR OWN PACE. IN YOUR OWN TIME.

Welcome to Walking.Holiday

Walking Holidays in the South of England

We specialise in self-guided Walking Holidays in the South of England. We offer the following walks:

  • Thames Path National Trail
  • Ridgeway National Trail
  • Camino Ingles/St James’ Way – the English leg of the route that pilgrims historically took from Reading Abbey to Santiago de Compostela in Spain. The leg finishes in Southampton where, traditionally, pilgrims would have embarked on boats to take them to Coruna in northern Spain.
  • Chiltern Ramble: Deep Woods & Rolling Hills – a 30 mile 3 day walk that we have specially created through the South Chilterns to explore what is possibly one of the most beautiful and unspoilt corners of England.

 

This year (2025) we will be launching the Kennet and Avon Canal Walk, a 94 mile walk from Reading to Bristol taking in the beautiful countryside of Wiltshire and the lovely towns of Newbury, Bradford on Avon and Bath.

The Thames Path National Trail

A 181 mile walk starting in the Cotswolds, through historic towns of Oxford and Windsor, and dramatically ending in the heart of London ​

The Ridgeway National Trail

An 87 mile walk through the Berkshire Downs and into the Chilterns. It is described as “Britain’s oldest road”.​

Camino Ingles

A 69 mile pilgrimage walk from Reading Abbey to Southampton taking in the ancient town of Winchester.

Chiltern Ramble: Deep Woods and Rolling Hills

A 3 day/30 mile walk through the South Chilterns

What sets us apart from other walking holiday companies?

  1. We are local. We know the area and have walked the routes. Which is why we only offer walking holidays in the south of England.
  2. We remain in contact with you throughout your walk. Usually you will get to meet us some time during your walk
  3. We do not outsource bag transfers to taxi firms. We move your bags so that we are in touch with both you and the accommodations.
  4. Although we have some suggested itineraries, you are not confined to any of these. Our longer walks (Thames Path and Ridgeway) use our innovative route planners where you can plan your own route: choose where to stay, how long to walk, and in which direction. We can also create custom itineraries.
 
Walking.Holiday – walking holidays in the south of England

Support

we're here to make things easier

Booking service and luggage transfer

Walking Holiday can provide accommodation to suit your budget, baggage transfer between accommodation. Our innovative route planners allow you to customise your journey to suit your budget, your fitness, and make the most of what’s on offer.

Our baggage transfers come with a concierge service, supplying essentials such as a replacement phone charger or a blister pack; or arranging a bouquet of flowers for that special occasion.

How it works

Maps & Guides

Everything you need

We can provide all the maps and guides you’ll need. We supply free copies with our packages.  We also have an online shop where other resources are made available.

Thank you organising our walking holiday to walk the Ridgeway. We had a great time for our first national trail. We met some lovely fellow walkers, loved being outside all day and we were so pleased that we made it all the way! Thank you for the support along the way and for booking all the accommodation. We made it up and down Ivinghoe Beacon yesterday and got home safely later.
LR East SussexSeptember 2024
Thanks for an excellent service. Been doing these walks for 25 years and your are the best we’ve had. Well done.
NS West YorksJune 2024
We are officially done trekking. Everything was amazing – the scenery, the inns, the food. You guys did an outstanding job. Thank you for putting together a great adventure.
MS USAMay 2024
Thanks for a faultless service all week!! Really makes a difference when your bag is ready for you at the end of the day.
PW Notts May 2024
Just a short note to thank you so much for the excellent service you provided with our baggage transfers over the last week. Everything worked like clockwork and the text advices on each day, confirming that our bags had been delivered was a really useful piece of additional information. If you would like me to leave a review, I will be delighted to do so. Thanks again to you and your team.
PK Beds April 2024
Just wanted to say thank you for the fast and efficient transfer of our luggage last week. And for the lifts of course! Alice's feet recovered after a couple of days rest and intensive foot care and we were back on the trail on Thursday and managed to complete the final 3 days. We will be back to complete the missing two days at some point so will be contacting you again in the not too distant future.
AB NofolkSeptember 2023
I just wanted to let you know what a great job you did transporting our luggage a few days ago. By chance, we also happened to meet the persons responsible for transporting our luggage, and we were very impressed by his graciousness and professionalism. Thanks again for the great job.
JV, USAOctober 2023
Met Paul and got my bag. Thanks for the amazing service again this week
SM UKSept 2023
Thank you! Thank you very much for making our trip so painless!
NW Isle of WightJuly 2023
Thank you Richard for the excellent service you recently provided for luggage transfer along the 3 day section of the Ridgeway - we especially appreciated the updating messages and the prompt delivery.
JT, Milton KeynesJuly 2023
Thank you so much for transferring our bags again this year. Such a great service. We’ve had a fabulous time. Hope to be in touch again next year.
SC N YorksJune 2023
Thank you very much for the great services. It was much appreciated.
MT, CanadaJuly 2022
I would like to thank you and your team for all the support. This has been a dream come true for me, which I could not have done without your help
MK, SwitzerlandJune 2022
We have really enjoyed the walk and your service has been impeccable. Thank you very much for helping is make it happen.
BP, New ZealandJune 2022
Thank you so much for the excellent service you’ve provided especially dealing with today’s challenge. We plan to do another chunk of the walk next year so we will be in touch again.
SC, Notts June 2022
(We) would like to both say a big thank you to you for helping to make our Thames Path walk from Oxford to the source so much more enjoyable. Having a reliable moving of bags really allowed us to focus on the walk and our surroundings rather than on how uncomfortable our heavy rucksacks were. We loved our 4 days along the rural Thames and were a tad disappointed when the end came in sight yesterday afternoon. Thank you once again for your helpful and friendly service.
CR, BucksMay 2022
Thank you for the efficient and worry free service. It was a pleasure to work with you and your company. We hope to see you again when we do the next segment of the Thames Path soon!
RD, CaliforniaUSA May 2022
Thank you so much for a brilliant service. We made Oxford this afternoon while the sun was still shining. We’ve had an amazing time and thank you for your help and kindness.
CB, AvonSept 2021
I simply wanted to send a little note carrying inside a few words of good wishes for all of your gratefully received efforts. You most certainly stepped up in my time of need. Thank you so much, you really did provide me with my requirements and excellent service. So a huge thankyou.
JG, EssexSept 2021
Really chuffed with the amount of care and service you guys provide. Big thanks from me for all the planning. Rest assured I will be back in touch next Easter for another week.
SM, NottsOctober 2021
We had a fantastic holiday and wouldn’t hesitate recommending you and your company to anyone!
TS, DevonNovember 2021
Thank you again for all the handholding with respect to the pandemic.
HB, USASept 2021
Just wanted to say a huge thank you for the excellent service that you have provided over the last 10 days. It has made our holiday much more relaxed and enjoyable. We appreciated the daily texts to update us on luggage collection and delivery - and you never failed to deliver on time. Thanks from us all. We will recommend you to others.
CC, GloucestershireAugust 2021
All of the organisation has been excellent and the accommodation likewise. We met some lovely and interesting people on the way. We hope you get some future enquiries as we had to keep explaining your wonderful service that made the walk such a relaxed experience for us. It was lovely to arrive at the Buttery and receive the book. A wonderful momento. We are hoping to do the next section in the spring. We intend to start planning in the next few months and so I will be in touch.
JM, DerbyshireJuly 2021
The trip arrangements all went very well. I managed to dodge the showers during the walk. I’ve got a busy summer, but am considering doing the Oxford to Reading leg with your company. So I’ve only got praise and no criticism for the arrangements.
GC, N YorksMay 2021
Thank you for carrying our bag over the last 4 days. You did a great job. The Porters at St Johns College were amused because I don't think they had received a bag in that manner before. But it all worked smoothly and we will have no hesitation in recommending your service.
JG, HertsJune 2021
Thanks for looking after us so well all week
AS, HantsOctober 2021
I would like to thank you and your team for all the support. This has been a dream come true for me, which I could not have done without your help
MK, Switzerland, June June 2022

Contact Us

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Questions? Need more details? 

Call (44) 0118 4664007

Email: web@walking.holiday

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