Circular Walks in the Cotswolds

A selection of circular walks through the beautiful countryside of the Cotswolds.

3 to 13 nights
26-80 miles
Easy to Strenuous

From £265 per person

About the trail

Strewn with countless pretty villages built by medieval merchants, the Cotswolds fulfils most people's idea of a ‘typical' English landscape. Within this magical region you will find neat fields, rolling green hills, ancient woodland and clear streams, combined with simple stone cottages and historical landmarks to create a truly unique picture of timeless beauty. Our selection of circular trails explores the scenery, settlements and stories that make the Cotswolds such a wonderfully special place to discover on foot.


Dog friendly tours available

Dogs are welcome on select routes along this trail. Look for the pawprint icon when choosing your holiday.

Customer reviews from the Circular Walks in the Cotswolds

“Had a wonderful walking holiday so thank you very much.”
Mrs Woodward, UK
“It was all that I expected and more. Each day was different in terms of scenery and villages.”
Mrs Edamura, Canada
“I enjoyed the walking very much and was sad to have to stop. It was very well organised and the route explained.”
Ms Meldrum, Canada
“We had a wonderful time with the distances per day and accommodations being ideal for us. Lovely pubs at each village to provide genuine hospitality and great meals and welcoming hosts at our Bed & Breakfasts. The communication throughout the lead-up to our start was seamless. The printed directions and marked-up map gave us almost step-by-step instructions.”
Mr Bamford, Australia
“Well organised, good map and guidebook, great accommodation.”
Mr Pfeifer, UK
“The organisation of the accommodation and preparation for our trip was excellent.”
Ms Heming, UK
“In the round, no pun intended, the standard of accommodation and facilities were the best we have had in some eight walks with Contours.”
Mr Henderson, UK
“Loved the fact that this is a walk devised by Contours so it’s off the beaten track.”
Ms Breese, Germany
“Overall a wonderful walk.”
Ms Lundquist, USA
Sudeley Castle
"Signposting" by Georgetta Doyle (2018)
"By the Plough Inn" by Samantha Smith (2018)
"Old Mill at Lower Slaughter" by Elizabeth Bradley (2017)
"Stone Wall outside Moreton-in-Marsh" by Vicky Kerfoot (2018)
Hailes Abbey
"Hailes Abbey" by Petra Cullmann (2018)
"Wardens Way" by Elizabeth Bradley (2017)
Cleeve Common
"Watermill in Upper Slaughter" by Georgetta Doyle (2018)
"Windrush Way" by Elizabeth Bradley (2017)
"Way down to Winchcombe" by Petra Cullmann (2018)
Snowshill Manor
"Near Hailes Abbey" by Petra Cullmann (2018)
"Wardens Way Sheep" by Elizabeth Bradley (2017)
Cleeve Common
"Sheep at Guiting Power" by Petra Cullman (2018)
Belas Knap Long Barrow
Cleeve Hill
Looking west Towards Alderton and Dumbleton Hills
Stanway House
Sudeley Castle
Hailes Abbey
"Walking Group at Lansdowne" by Pauline Ellington (2019)
"Heading towards Wootton-under-Edge" by Pauline Ellington (2019)