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Self Guided Walking Holidays & Cycling Holidays

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Cotswolds daffodills in the springtime


  • The perfect walking short break in the Cotswolds.
  • Honey-coloured stone architecture; cottages, churches, manor houses.
  • Stay in the classic villages of Moreton-in-Marsh and Bourton-on-the-Water.
  • Peaceful walking trails next to the Windrush River.
  • Rolling and typically English landscapes and hedgerows alive with birdlife.

A Cotswold Short Break walking through quintessential English villages and countryside.

Discover why the Cotswolds are a designated Area of Outstanding Natural Beauty and follow trails through green rolling landscapes visiting honey-coloured villages, historic houses and immaculate gardens.

Welcoming country pubs are on every corner, so indulge in the excellent cuisine here either for lunch or dinner. Overnight in traditional Cotswolds villages, staying in quaint B&B’s and small hotels. This tour can be taken over a long weekend as it is 3 nights and 4 days.

Day 1: Arrive Moreton-in-Marsh and overnight

Moreton-in-Marsh is one of the principal market towns in the northern Cotswolds and has served as a travellers town for at least 1700 years. The wide main street is lined with inns, shops and galleries and hosts a weekly Tuesday market.  As it is only a 1H 35 train journey from London Paddington it is easily accessible.

Overnight: Moreton-in-Marsh

Day 2: Moreton-in-Marsh to Bourton-on-the-Water

Walking between some of the prettiest villages in the Cotswolds you soon reach Stow-on-the-Wold, an important market town, with art galleries, gift shops and inns.

Don’t linger for too long as a few more miles through the rolling Cotswold countryside brings you to Bourton-on-the-Water, probably one of the prettiest villages in Britain standing peacefully next to the Windrush River.

Overnight: Bourton-on-the-Water

Walk: 10.8 miles

Day 3: Bourton-on-the-Water Loop Walk via Naunton

Following the River Windrush out of Bourton-on-the-Water you are quickly immersed in the Cotswold countryside. The day is punctuated by wide open views, quiet woodlands and secluded valleys.

Walk through Naunton a delightful Cotswold village and then circle back along the Warden’s Way through typical Cotswolds landscapes and the quaint villages of Lower and Upper Slaughter. Arrive back in the appealing riverside village of Bourton-on-the-Water.

Overnight: Bourton-on-the-Water

Walk:  10.3 miles

Day 4: Onward Travel

An included transfer from Bourton-on-the-Water to Moreton-in-Marsh Train Station is included.


One of the highlights of this tour is the high standard of the accommodation. You will stay in carefully selected B&B’s, guesthouses 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.

Here are some examples of the accommodation we use:




Redesdale Arms Hotel - Moreton-in-Marsh

TThis hotel is located in a 17th-century coaching house. It has contemporary decor with stylish bedrooms and you can enjoy log fires in the autumn and spring and a patio garden in the summer.







Tree Tops Guesthouse - Moreton-in-Marsh

Tree Tops Guesthouse - Moreton-in-Marsh

A warm welcome at the Treetops Guest House is assured. They have six spacious and beautifully furnished rooms, all with en-suite bathrooms.







Broadlands Guesthouse - Bourton-on-the-Water

Broadlands Guesthouse - Bourton-on-the-Water

Broadlands Guest House is situated in a quiet street, a few minutes walk from the beautiful village centre. Accommodation is tastefully furnished to a high standard.







Holly House B&B - Bourton-on-the-Water

You will be warmly welcomed to this B&B. Each room comes complete with a flat screen tv and equipped with en-suite shower rooms featuring complimentary toiletries in the bathroom.





This trip is available to start on any day of the week from April to October.

Time of Year

This tour can be best enjoyed from April to October. Springtime is particularly beautiful as all the spring flowers will be in bloom. You can start on any date that suits your travel plans, subject to availability.

Baggage Transfer

Your bags will be transferred from your accommodation 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.

If you are travelling from far afield and do have more than one bag it is possible to arrange for the extra luggage to be stored whilst you are on the tour for a fee of £25 per bag. These additional bags would be picked up from your accommodation at the start point of your tour and dropped off wherever you finish depending on the itinerary you are doing. Please contact us if you are interested in this option.

Grade & Terrain

This trip is graded easy to moderate. The trails follow well-maintained footpaths, bridleways, open fields and some minor roads. It does involve some ascents and descents so you will need to be physically fit.


Most of the route is signposted by a variety of waymarks but you need to be able to read a map and follow route descriptions closely.

General Information

The distances and ascent/ descents are approximations of the recommended routes. Please be prepared by packing all necessary items, for example, proper rain gear (jacket and pants), sun hat, sunscreen. Your information pack has a detailed equipment list which includes standard walking gear such as good walking boots or shoes, warm and waterproof clothes for the cooler months and lightweight clothing for summer, and a day pack.

Getting to/from Moreton-in-Marsh

Rail: Regular services connect London Paddington and Moreton-in-Marsh (1h35). You can find train schedules on the National Rail or Trainline websites.

Road: On street parking is available in Moreton-in-Marsh, there is no secure parking. Driving directions from the M40 Southbound: Leave the M40 at junction 15 (signposted to Warwick, Stratford, Coventry A46) and join the A429 southbound towards Cirencester. Continue on A429 for approx. 22 miles into Moreton-in-Marsh.

As part of your trip an included transfer from your accommodation in Bourton-on-the-Water to Moreton-in-Marsh Train Station on Day 4.


  • 3 Nights in hand-picked B&B's and small hotels
  • 3 Breakfasts
  • Door to door baggage transfer
  • Transfer on Day 4 to Moreton-in-Marsh Train Station
  • A detailed information pack, route notes and map
  • Emergency telephone support from our office in the event of a problem.


  • Travel to and from Moreton-in-Marsh
  • Lunches, dinners, snacks and drinks
  • Travel Insurance
  • Personal Equipment


  • Single room supplement
  • Solo walker supplement
  • Additional Nights
  • Hotel upgrades

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.

When is the best time of year?

The Cotswolds are sublime at any time between the beginning of April and beginning of October although a 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.

Peaceful and Scenic Escape


Beautiful scenery - picturesque countryside and villages. Slow to moderate walking pace provided you get started early enough (say, by 10am each day). Tracks mostly flat with a few moderate climbs and descents, can get muddy as majority are off-road. Route notes provided were comprehensive and accurate, occasionally directions weren't immediately obvious but didn't take too long to figure out. Accommodation was excellent and all transfers went as planned. All in all a successful trip, would recommend to anyone wanting a calming but active escape to the country.



Perfect start to fininsh


First holiday in a long while & struck lucky. Would definitely book other holidays through Macs.



Absolutely amazing!!!


My partner and I had a fantastic time on our Cotswolds Short Break Self Guided Walking Holiday. The route was easy to follow and we got to enjoy beautiful rolling hills of the area. Perfect for our first walking holiday. The staff at Macsadventures were incredible helpful. Can't wait for our next one!!!!

Meg the slow wanderer



Cotswold Short Break

5.0 3


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