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Introductory to Moderate

Traveller Rating


  • self guided walk
  • 4 nights in guesthouses, B&B's or hotels
  • 4 Breakfasts

5 Days£610GBP


Trip Code: WMW

Self Guided Cotswolds Walking Trip highlights

  • Discovering the typically, rolling English countryside
  • Enjoying the flexibility of walking with a daypack from village to village
  • Experiencing the hospitality in the independently-run B&B’s and guesthouses
  • Cotswolds Area of Outstanding Natural Beauty
  • Quaint golden towns of Naunton, Bourton-on-the-Water, Guiting Power & more
  • Excellent option for a first walking holiday
  • GPS, maps, notes, luggage transfers, 24/7 local support team

The Cotswold landscape is an entrancing mixture of parkland, cultivated fields with dry-stone walls of Jurassic limestone and patches of unspoilt woodland. With almost all of the cottages, farmhouses and villages passed on this walking holiday made of stone, the scenery blends with the structures creating a delightful fusion of natural and manmade beauty. Stay in a selection of quality, independent B&B's and guesthouses whose hosts welcome you each evening. With straightforward route finding & good walking conditions, this is a perfect introduction to hiking in the English countryside.



Starting Point:


Finishing Point:


Make your own way to Moreton-in-Marsh. The rest of the day is free to explore the quaint town. The high street has many elegant eighteenth-century inns and houses including the Redesdale Market Hall located in the centre of town. Accommodation: The Swan Inn is a family-run inn and all rooms are ensuite.

Meals:  Nil

Today's walk to the medieval wool town of Bourton-on-the-Water will take you via Stow-on-the-Wold and Lower Slaughter. The river Windrush flows down the main street of Bourton-on-the-Water. Bourton is well known for its footbridges over the river Evenlode and for its scale model of the village. Accommodation: The Lansdowne is a family run 4* guesthouse where you can expect a warm welcome on arrival (if we are not able to get you booked at The Lansdowne, we will endeavour to get you into an accommodation nearby but please note that there is no similar guesthouse that is of the same standard in this location)

Meals:  B

An easy schedule today, which allows ample time to explore Bourton-on-the-Water with its many attractions before setting out on your walk. You then walk via the pretty village of Naunton to Guiting Power, nestled in the hills above a small valley, and is a perfect example of a Cotswold village. Due to limited accommodation in Guiting Power, you will spend 2 nights in Winchcombe. You will meet with a taxi in Guiting Power and be transferred to your accommodation in Winchcombe (included in the cost of your trip). Accommodation: You will spend 2 nights at Wesley House in Winchcombe, a 15th century merchant's house.

Meals:  B

Your taxi (included in the cost of your trip) will drop you back at Guiting Power and from here you will walk to Winchcombe via one of these options: - Sudeley Castle, . 18.5 km/11.5 miles, 5 h - Warden’s Way & Sudeley Castle, 10.46 km/6.5 miles / 10.46 km, 2.5 h Your walk today leads you to the atmospheric ruins of Hailes Abbey, destroyed under Henry VIII, and the still inhabited Sudeley Castle, where Henry VIII's last wife Katherine Parr lived.

Meals:  B

The trip concludes after breakfast.

Meals:  B



The map and elevation chart are for illustrative purposes only and meant to provide general guidelines.
On self guided trips, actual route information provided before departure will be more detailed.


  • 4 breakfasts
  • 4 nights B&B accommodation on a twin share basis usually with ensuite facilities
  • One piece of luggage per person transferred from Inn to Inn, not exceeding 20kg
  • Information pack including route notes & maps (1 pack per room booked)
  • Emergency hotline
  • Return taxi Guiting Power - Winchcombe
  • GPX Files

  • Travel to Morton-in-Marsh and from Winchcombe
  • Lunches, dinners and drinks
  • Transfers
  • Items of a personal nature
  • Travel insurance
  • A supplement will apply if you are travelling solo or book a single room
  • Guide - this is a self guided holiday



Introductory to Moderate


We grade this walk as ‘Easy - Moderate’ in relation to our other U.K tours, the route is hilly, but not mountainous, the weather is rarely too bad for walking, and there are generally quite a number of villages enroute. Days of up to 20 km are not too long for most reasonably fit people.

Departure dates

Daily from 16 Mar to 23 Oct


High Season
Please note that minor changes to your 2024 itinerary may apply.

Priceper person from


Options & Supplements*
  • Single Supplement 2024GBP£320
  • Single Supplement 2025GBP£350
  • Solo Traveller Supplement 2024GBP£370
  • Solo Traveller Supplement 2025GBP£410
*Prices listed are per person

Frequently Asked Questions

This is a walking holiday in the Cotswolds that follows footpaths into interesting villages that the Cotswold Way largely misses. There are a couple of days where you will be walking on the Cotswold Way for some of the time. If you like to walk the Cotswold Way National Trail, please have a look at our 12-day trip called Cotswold Way (code WAD).

This is a condensed trip, which means that you will miss out on Stratford Upon Avon, Mickleton, Chipping Camden, Blockley and Broadway. In addition, you will visit Moreton-in-Marsh, which the 8-day walk does not visit.

You will be mainly walking across fields, so being able to follow a map is important although GPX files of the route are provided. Unlike the UK National Trails, there is no dedicated waymarking, but you will find walking path waymarks such as yellow or white arrows, or waymarks for specific trails. Our detailed route notes will be of great use as well.

We recommend footwear with ankle support as it is easy to twist an ankle when you're in the outdoor. Please note that on this walk sections can be muddy after rain and it is certainly worth having boot-type shoes.

Bourton on the Water would be a good place for an extra day of resting or seeing more of the beautiful Cotswolds.

Self Guided Cotswolds Walking Trip reviews

Why travel with us

Personal Experience

We've been walking and cycling the planet for over four decades and are passionate about delivering exceptional service. Combined, we’ve travelled to virtually every corner of Europe, and are eager to share the many benefits of travelling on foot or by bike.

Great Value & Quality

Our well priced trips offer great value for money. Included in your package are comprehensive route notes, maps & guide books along with bag transfers and locally run accommodation. We take the stress out of organising your holiday.

Self-Guided Specialists

We have been operating active self guided holidays since 1973. We handle all the necessary logistics so that you can relax and explore your destination at your own pace. Many of our tours depart daily, giving you even greater flexibility.