Exploring the Cotswolds

Exploring the Cotswolds

Trip Highlights

  • Discovering the typically English countryside
  • Enjoying the flexibility of walking with a daypack from village to village
  • Experiencing the hospitality in the warm family run B&B’s and guesthouses

Trip Summary

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 the trail made of stone, the scenery blends with the structures creating a delightful fusion of natural and man made beauty. Staying in a selection of handpicked B&B's and guesthouses whose hosts welcome you each evening. This is a perfect introduction to walking in the English countryside.


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.


Make your own way to Moreton-in-Marsh. The rest of the day is free to explore the 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 star guesthouse where you can expect a warm welcome on arrival.

Meals:  B

Today you will walk to the tiny village of Guiting Power. Nestled in the hills above a small valley, Guiting Power is a perfect example of a Cotswold village. Our accommodation tonight is situated in the small and isolated typical village that has allowed time to pass it by. Due to limited accommodation in Guiting you may be staying in the small village of Naunton which is located 1/2 hour walk before Guiting. You will through this village enroute. Accommodation: Due to the limited accommodation in Guiting Power you could be staying at a) Guiting Guesthouse, Guiting Power, the house was originally built in the 16th century and could tell a story or 2 if the walls could talk. b) in the small village of Naunton which is located approx 2 miles before Guiting Power.

Meals:  B

via Sudeley Castle, . 18.5 km/11.5 miles, 5 h via Warden’s Way & Sudeley Castle, 10.46 km/6.5 miles / 10.46 km, 2.5 h The 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. Winchcombe is a delightful town nestling in a deep valley near the regency town of Cheltenham. Accommodation: Wesley House is a 15th century merchants house, and its restaurant developed a reputation for excellent food, elegant surroundings and exemplary service. If you arrive here on a Saturday night then we have to book you as dinner, bed & breakfast and there is a supplement of £50 per person.

Meals:  B

The trip concludes after breakfast.

Meals:  B

What's Included

  • 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

What's Not Included

  • Travel to Morton-in-Marsh and from Winchcombe
  • Lunches, dinners and drinks
  • Transfers
  • Items of a personal nature
  • Travel insurance

Upcoming Travel Dates


Duration:5 Days
Starting Point:Moreton-in-Marsh
Finishing Point:Winchcombe
Activities:Self-Guided Walking
Grade:Introductory to Moderate  Click for more information
Trip Code:WMW
Prices From:GBP£530 Per Person
2021 Single Supplement:GBP£140  Click for more information
Please do not book any flights or extra arrangements until such time that your booking is confirmed by Sherpa Expeditions by phone or email.