Last minute Coast to Coast in SeptemberSAVE £150View deal →
introductory to moderate

Traveller Rating


  • self guided walk
  • B&B's
  • 7 Breakfasts

8 Days£1020GBP


Trip Code: UCO

Self Guided Cotswolds Walking Trip highlights

  • Discovering the typically English countryside
  • Walking parts of the Cotswold Way
  • Enjoying the flexibility of walking with a daypack from village to village
  • Experiencing the hospitality in the independently-run B&B’s and guesthouses
  • Manor houses, gardens & golden towns

This holiday is intended to appeal to those who want a gentle introduction to walking in the English countryside; the Cotswold’s are hilly rather than mountainous - the highest point being little more than 1000 feet above sea level. Officially designated as an Area of Outstanding Natural Beauty, the Cotswold landscape is an entrancing mixture of parkland, cultivated fields with dry-stone walls of Jurassic limestone, and patches of unspoilt woodland. Stone-built, also, are almost all the cottages, farmhouses, villages, and small towns that our route passes. About half of our itinerary, around 50 miles (from Stratford-upon-Avon to Winchcombe), coincides with the Cotswold Way, a 102 mile Long Distance Path that is claimed to be the best waymarked in England.



Starting Point:


Finishing Point:


Make your own way to Stratford-upon-Avon, the birthplace of William Shakespeare. The day is free to explore the town. You can visit Shakespeare's birthplace in the centre of town, the Holy Trinity Church where he is buried, and the thatched cottage where Anne Hathaway once lived. Accommodation: Moonraker House is a traditional English 4* licensed bed & breakfast with en-suite rooms, delicious home cooking, friendly service and a cosy atmosphere.

Meals:  Nil

Today's walk will bring you to Mickleton. We suggest that you stop off at the National Trust Gardens at Hidcote Manor, near Mickleton. Enjoy the wide views over the vales of Severn and Avon toward the Malvern Hills and Wales. Accommodation: The Three Ways Hotel is home to the famous Pudding Club and its award winning restaurant.

Meals:  B

Today you will walk to Broadway via Chipping Campden Fish Hill and the unique Broadway Tower, which offer remarkable views of the Cotswolds. Broadway is a beautiful and picturesque town, and the main street is lined with magnificent stone-built houses as well as some great antique shops. Accommodation: You will receive a warm welcome at The Broadway Hotel.

Meals:  B

On today's walk to Blockley you will pass Buckland where you can take a little time to explore, the church is interesting and has medieval painted roof timbers. Pass Laverton, Stanton and Snowshill. A visit to the Tudor Snowshill Manor, with its collection of art and artefacts from all over the world, may be of interest. Blockley bears some resemblance to the villages of the Stroud Valley but the stone is much more golden in colour. During the 18th century when the wool industry was in decline, Blockley turned to silk production. The village is a unique collection of buildings reflecting its past glory of mills and silk production and is quite different in character to other north Cotswolds villages. Accommodation: The Crown Inn Hotel is an enchanting historic building.

Meals:  B

Today is a beautiful walk, and you will be able to explore some of the prettiest villages of the Cotswolds. To the medieval wool town of Bourton-on-the-Water, the walk will take you via Batsford, Stow-on-the-Wold and Lower Slaughter. The river Windrush flows down the main street of Bourton-on-the-Water. This Cotswolds town is well known for its footbridges over the river Evenlode. 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. Guiting Power, nestled in the hills above a small valley, 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

Your 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.


  • 7 breakfasts
  • 7 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 Stratford 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 20 Oct


High Season
A supplement applies to overnight stays in Mickleton on a Friday or Saturday evening
5 day version available
Please note that minor changes to your 2024 itinerary may apply.

Priceper person from


Options & Supplements*
  • Single Supplement 2024GBP£450
  • Single Supplement 2025GBP£500
  • Solo Traveller Supplement 2024GBP£500
  • Solo Traveller Supplement 2025GBP£560
*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 trip called Cotswold Way (code WAD).

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.

Well certainly Stratford Upon Avon; an extra day here will allow you to have more time to visit the sites related to Shakespeare. Bourton on the Water would be another good place for an extra day of resting or seeing more of the beautiful Cotswolds.

This walking holiday includes several places that are excluded from the 5-day trip, these are Stratford Upon Avon, Mickleton, Chipping Camden, Blockley and Broadway. In addition, this walk does not include Moreton-in-Marsh, which the 5-day walk does visit.

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.

Similar trips