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Circular Walks in the Cotswolds

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

3 to 13 nights
27-80 miles
Easy to Strenuous

From £270 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

“The Cotswolds are beautiful and being able to walk during the day and have my bags taken to my next night's accommodation was fabulous.”
Ms Birnie, Australia
“I want to thank you for the excellent job in arranging all 3 of my hiking trips. I had such a great time and met some wonderful hosts along the way and I look forward to future Contours trips!”
Ms Hawkins, USA
“I loved this holiday and would recommend this to anyone. I have already recommended this as far as anyone would listen!”
Ms Kleynhans, South Africa
“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
“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
“The walk was demanding but enjoyable. Travelled as father and son. I am 77 and found it difficult in parts but we completed it and felt a sense of achievement. Would certainly travel with Contours again.”
Mr Neal, UK
“A wonderful holiday. Just what I hoped it would be.”
Mr Atkinson, Australia
“Thank you for a well-planned break. It was the right distance and terrain for our walkers.”
Mrs Kiln, UK
“It was a wonderful experience. The instructions provided were excellent.”
Mrs Kerfoot, Australia
"Signposting" by Georgetta Doyle (2018)
"By the Plough Inn" by Samantha Smith (2018)
"Old Mill at Lower Slaughter" by Elizabeth Bradley (2017)
Sudeley Castle
"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)