Self Guided Walking Holidays & Cycling Holidays

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Short walking break in the Cotswolds


  • Strolling through the picturesque Cotswold villages.
  • Relaxing in handpicked, luxurious and welcoming accommodation
  • Discovering the history of the area through abbeys, ruins and the glorious Sudeley Castle.
  • Enjoying some of the best views of the quintessential English countryside.

Explore the Highlights of the Cotswolds Way on this walking holiday through quintessential England. You will explore the Chocolate-box Cotswold villages of Broadway and Stanton as well as a host of interesting historical sights. The Cotswold Way is one of the UK's finest National Trails and on this trip, you will be able to explore the very best of what the route has to offer.

Delightful woodland walking and idyllic rolling English landscapes show off the 'Green and Pleasant Land,' that rural England is famed for. The Cotswolds also has an abundance of delicious local produce and you will be able to stock up on the all-important calories you burn off on your walk, by feasting in a wide array of excellent local tearooms, cosy pubs and local bakeries.

Day 1: Arrive Chipping Campden

Chipping Campden is arguably the loveliest of the Cotswold towns and a great place to start your walk. A two-hour train journey from London to Moreton-on-Marsh and a 6-mile taxi or bus brings you easily to the start of your holiday.

Day 2: Chipping Campden to Stanton - 10.5 Miles

Leaving the honey coloured architectural beauty of Chipping Campden behind you climb immediately onto the escarpment where Dover’s Hill and then Broadway Tower reward with fine views. The tearooms of Broadway are a welcome diversion before heading back into the hills. The idyllic village of Stanton welcomes you at the end of the section. Stanton is a typical small Cotswold village with evening meals available from the local pub.

Day 3: Stanton to Winchcombe - 8 Miles

Tearing yourself away from the beauty of Stanton, you soon reach the hamlet of Church Stanway. The ornate guesthouse of Stanway House distracts from the climb to Stumps Cross which follows. The Iron Age hill fort Beckbury Camp and medieval Hailes Abbey are both of interest before you reach the hustle and bustle of Winchcombe. Winchcombe was once an important Saxon settlement and it’s folk museum and the gargoyles of the Church of St Peter are of interest. The ancient Saxon borough of Winchcombe offers plenty of facilities for walkers and holiday makers. There are several tea rooms serving typical English afternoon tea as well as several pubs .

Day 4: Winchcombe to Dowdeswell - 12 Miles

The last section is a scenic and historically interesting one, beginning with a six-mile stretch to Cleeve Hill. The magnificent Sudeley Castle is soon followed by a Roman Villa and Belas Knap, a huge Neolithic burial chamber. Continuing on to Dowdeswell you will enjoy a series of outstanding views from the Cotswold escarpment. You will be staying overnight in the town of Charlton Kings, near Dowdeswell Reservoir.

Day 5: Depart Dowdeswell/Charlton Kings

If you have parked your car in Chipping Campden then you will need to get a bus from the nearby town of Cheltenham back to Moreton-on-Marsh or Broadway and then a taxi or bus will take you back to Chipping Campden. Cheltenham is also well linked by train services to London and Bath.


One of the highlights of this tour is the high standard of the accommodation. You will stay in carefully selected 3 or 4 star B&B’s, guesthouses, country pubs and small hotels. Your room will always have an ensuite or private bathroom. A delicious breakfast is always included.

Alternative accommodation

During the high season, you might be booked into alternative accommodations which are not listed in the description. Any alternative accommodation will be of the same or better standard as those described.

Single Rooms

If you require single rooms within your party we will always try and accommodate you subject to availability. A single supplement is payable.

Solo Walkers

This walking holiday is available to solo walkers but as we incur additional baggage transfer costs their is a solo walker supplement payable.


A hearty breakfast is included each morning. Lunch and dinner are not included. Most of your accommodation will be more than happy to provide a packed lunch on request. Dinner is available either at your accommodation or at nearby pubs or restaurants.

Useful Websites

Cotswold Way National Trail Website

Amusing Diary of The Cotswold Way

Cotswolds Area of Outstanding Natural

Tourist Guide to The Cotswolds




Cornerways - Chipping Campden

Cornerways is a family run bed and breakfast excellently situated just 2 minutes walk away from the centre of Chipping Campden's famous High Street.







Shenberrow Hill - Stanton

Shenberrow is an attractive country house which offers luxury accommodation in the lovely little village of Stanton.







White Hart Inn - Winchcombe

The White Hart Inn is a 16th Century coaching inn offering comfortable accommodation in the heart of Winchcombe. Delicious evening meals are available at the 'Wine and Sausage' restaurant at the Inn.







Detmore House - Charlton Kings

Detmore House is a period property set in extensive grounds with spacious ensuite rooms. It is also very close to the towns of Cheltenham, Gloucester and the Cotswold Way making it an ideal base to explore the area.




In-depth Cotswold Information

For more information on walking in the Cotswolds, you can Download our Free Guide to view offline or you can visit our Online Cotswold Information Page.


You can start this tour any time between April and October subject to availability. Please note that this tour is not available to start on a Saturday or Sunday due to restrictions with accommodation.

Solo Walkers

This walking holiday is available to solo walkers but as we incur additional baggage transfer costs there is a solo walker supplement payable


A hearty breakfast is included each morning. Lunch and dinner are not included. Most of your accommodation will be more than happy to provide a packed lunch on request. Dinner is available either at your accommodation or at nearby pubs or restaurants.

Grade & Terrain

The route is comprehensively waymarked throughout by the acorn symbol indicating a national trail and signposts. In addition to this, we supply detailed maps and a comprehensive guidebook so you will have no problem following the route. Make sure that you pay attention at any intersections and if you do not find a way marker at an intersection think back to the last junction and make sure you are on the right path. With the guidebook, you will have no problem following the route, but we would suggest carrying a compass and knowing how to use it. 

Escape to the Cotswolds is graded easy to moderate. You will pass through rolling hills and some steep ups and downs as well as historical sights of interest.

General Information

The distances are approximations of the recommended routes. Please be prepared by packing all essentials, for example, proper rain gear (jacket and pants), sun hat, and sunscreen.

Baggage Transfers

Your bags will be transferred from your accommodation as per your itinerary and moved onto your next overnight accommodation. We ask you to limit your luggage to one bag of up to 20kg per person.  Please ensure that you do not bring more than one bag of 20kg, as if this occurs, the luggage transfer company will ask you to pay an additional fee (approx. £5.00 per day, per bag). This additional payment, should it be necessary, needs to be made locally to the driver and in cash.

It is also very important that your bag is clearly labelled (and any additional bags). If they are not labelled we cannot guarantee that they will reach you at the next accommodation.

Getting to/from Chipping Campden

 Rail: Train services connect London to Moreton-on-Marsh (2hrs) and Birmingham to Stratford-upon-Avon (1hr). Taxi or bus services are available for the respective 6 or 12 mile last leg to Chipping Campden. Road: National Express coaches serve Bath, Cheltenham and Broadway. Unsecure on-street parking is available in Chipping Campden.

Getting from Dowdeswell/Charlton Kings

Rail: The nearest train station to Charlton Kings where you will be staying on your last night is Cheltenham which is approx 3 miles away. The train from Cheltenham to London takes approx 2 hours or approx 1hr 30 to Bath.

If you have left a car in Chipping Campden getting back from Cheltenham on public transport takes about 3 hours. Please visit Traveline  for further information.


  • Hand picked B&B, guesthouse and small hotel accommodation in en-suite rooms.
  • Door to door baggage transfer.
  • A detailed info pack, guide book and map for the group leader.
  • Emergency telephone support from our office in the event of a problem.


  • Travel to the start or from the finish of the walk.
  • Lunches, dinners, snacks and drinks.
  • Travel Insurance.
  • Personal Equipment.


  • Single room supplement - If you require a single room in your party there is a single room supplement payable for each single room required.
  • Solo walker supplement - If you are walking solo there is a solo walker supplement payable to cover the additional baggage transfer costs. This is in addition to the single room supplement.

We are often asked the following questions by walkers planning The Cotswold Way and I hope that you will find the following information useful.

Please don’t hesitate to contact us if you have any further questions.

How fit do I need to be?

This walk is graded as easy to moderate because the daily distances are an average of 9 miles but it does involve some steep ascent and descent from the escarpment. If you currently don’t enjoy an active lifestyle we suggest regular walking in hilly terrain supplemented by cardio vascular exercise for at least 6 months prior to your walk. A good gym or personal trainer will be able to draw up a personalised training programme.


This walk is waymarked clearly throughout. However, in some sections the waymarking can become a bit unclear so we recommend that you are able to navigate using a map and compass to enjoy this walk at it's best.

How far in advance do I need to book?

We suggest you book as soon as your plans are finalised as the Cotswolds are extremely popular. If booking at short notice we will always try and accommodate your plans.

What personal equipment do I need?

You will need good walking shoes/boots (ideally waterproof), comfortable walking clothes, waterproof jacket and trousers, a daypack and hats/gloves etc. You can download a full equipment list from the downloads page of our website.

When is the best time of year?

The Cotswold Way is sublime at any time between the beginning of April and beginning of October although my personal favourite time of year is the spring.

Am I able to take my dog?

Unfortunately we are unable to accommodate walkers with dogs as many of the accommodation providers we use do not accept pets.

What happens if I can’t walk a stage?

You can use local bus services or local taxis to continue to your next overnight stop.

A trip to remember


Friends encouraged us to do this trip, so glad we did. We just loved it. Just the right length of time, very well organized with smooth luggage transfers, good accommodation. Some accommodation was old but in some ways that was part of the charm. Each day the scenery and trails were different. Met some fun people along the way too.


The Cotswolds


An enjoyable challenge


We had a great time, enjoyed our days of walking but some were long. The accommodation was comfortable and overall great facilities. However the ones you had to walk to off the track after a long day were at that stage of the day a long extra walk. All in all a great trip that I would recommend.




A Rewarding Cotswold Ramble


Though I have known the name for some time this was my first contact with Mac Adventures. It will not be my last. From my first contact the company has been attentive, supportive and immediate in follow through. Financially I find the price fair and competitive. Questions were answered on line and on phone quickly and thoroughly. Supporting documentation was excellent. I felt fully prepared before I left home. While I am a seasoned walker/hiker my companion was taking a first hike, thus the gentle hills of the Cotswolds. Both felt we knew what to expect. The guide book, the daily tracker sheets, the country information were all invaluable and are mightily dog-eared now. We leaned heavily on the gps apps for several legs as some of the way markings had disappeared. I did not find the Harvey map for this trip helpful in the least. In a few cases the distances were a bit off on the day-to-day trackers. The B&Bs ranged from very good to superb. In all cases the breakfasts were excellent. I would recommend more warnings about the lack of food sources between some of the villages. Packing snacks should be mandatory. I'd recommend the packaged lunches some B&Bs provide. It would be helpful to breakdown the taxi numbers by region in the information kit, though we leaned on the hosts for recommendations. Sadly were had to miss walking a few legs due to illness. (The NHS proved a very pleasant experience.) This forced us to taxi from one to the next leg but we did enjoy the villages and accommodations at each stop. I am now a hard fan of Mac Adventures and am already working on a decision for my next adventure. It combines the freedom I need when walking with the convenience of knowledgeable staff booking accommodations, giving heads up warnings and the comfort of having 24 hour support should it be needed.

Jack's Buddy

New York City, N.Y.


Superb scenery on a moderately challenging walk


A moderately challenging hike requiring a good level of fitness and proper gear. The scenery - woodland and valley views - is stunning and the walk passes through or near a number of very pretty Cotswold villages.

un trotamundos en las colinas



The Incredibly Beautiful Cotswolds


Our Cotswolds walk was epic. Something we will never forget. Beautiful scenery, the friendliest people, wonderful B&B's and fabulous food. It was perhaps little too ambitious for us 63 year old people as far as the miles per day, however we learned to use other means of transportation when needed.




Beautiful walk


No shower in some accommodation. Hosts not welcoming. Directions to accommodation when finished walk would be helpful! Accommodation to be close to eateries.

Audrey Richards



Lovely walk in Cotswold


Green hills, beautiful villages with great pubs, the best company and a well marked trail - we had a lovely walk in Cotswold.

Elin & Richard



Awesome! Just the vacation experience we were looking for.


Macs did a fantastic job organizing every piece of our walking vacation.... accommodations, luggage transfer, and numerous details. We have attached a youtube video of our English vacation which gives a good flavor of what you will find on the Cotswold Way. We will definitely engage Macs for future walking/hiking vacations.




Very enjoyable trip


Enjoyed the trip very much


Richmond, VA


Very well arranged and eminently enjoyable experience


The Cotswold Way walk offered us the quintessential countryside of England, a good day's exercise of about 15 miles per day for ten days, counting the walking around the towns after the day's hike on the trail, nice accommodations, and the ease of having it all organized with luggage transfers, and detailed instructions provided by Macs, well in advance of the trip, that left no question unanswered. Trying to arrange a trip like this from the west coast of the USA with no local knowledge would have been an unwelcome chore, and, while do-able, probably would have resulted in us making some poor decisions out of ignorance. The trip ran like clockwork and we could simply enjoy each day without worrying about any more than what to put in our backpacks and where to eat dinner.


Oregon, USA


Cotswold Way

4.6 159


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