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Circular Walks in the Cotswolds

Circular Walks in the Cotswolds

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

3 to 9 nights
27-60 miles
Easy to Demanding

From £310 per person

About the trail

Strewn with countless pretty villages built by medieval merchants, the Cotswolds fulfils most people's idea of an idyllic English landscape. While walking in the Cotswolds, 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.

Looking for the full Cotswold Way National Trail? Click here.

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

“Very good holiday. Overall, very well organized and positive.”
Mr Waite, Canada
“3rd Contours holiday so we must enjoy them - we keep coming back. When we booked on a week that had a special event, you were able to find us a different route”
Dr Rudolph, USA
“Very organized, easy to follow directions, great accommodations, and beautiful walks.”
Mr Litsky, USA
“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
“It was a wonderful experience. The instructions provided were excellent.”
Mrs Kerfoot, Australia
“Thank you for arranging an excellent holiday.”
Mrs Dwyer, UK
“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
“It was very helpful to have the accommodation near the track at all the places we stayed in now. We will recommend to others. Everything went well. We will definitely recommend your company and tours to others. If we come back to England, we would like another walking holiday. We were very pleasantly surprised by the quality of food on our route.”
Mr Hanson, USA
“We had a great time - generally excellent B&B's and flawless baggage transfer.”
Mrs Knowler, Canada
Sudeley Castle
Sudeley Castle
"By the Plough Inn" by Samantha Smith (2018)
"Old Mill at Lower Slaughter" by Elizabeth Bradley (2017)
"Mastering Stiles" by Shona Graham (2020)
Hailes Abbey
Hailes Abbey
"Hailes Abbey" by Petra Cullmann (2018)
"Wardens Way" by Elizabeth Bradley (2017)
"Overlooking the Trail" by Shona Graham (2020)
Cleeve Common
Cleeve Common
"Windrush Way" by Elizabeth Bradley (2017)
"Way down to Winchcombe" by Petra Cullmann (2018)
"Broadway Tower" by Shona Graham (2020)
Snowshill Manor
Snowshill Manor
"Near Hailes Abbey" by Petra Cullmann (2018)
"Wardens Way Sheep" by Elizabeth Bradley (2017)
"Canine Companion" by Shona Graham (2020)
Cleeve Common
Cleeve Common
"Sheep at Guiting Power" by Petra Cullman (2018)
"Signposting" by Georgetta Doyle (2018)
Belas Knap Long Barrow
Belas Knap Long Barrow
"Stone Wall outside Moreton-in-Marsh" by Vicky Kerfoot (2018)
Cleeve Hill
Cleeve Hill
"Watermill in Upper Slaughter" by Georgetta Doyle (2018)
Looking west Towards Alderton and Dumbleton Hills
Looking west Towards Alderton and Dumbleton Hills
Stanway House
Stanway House
Sudeley Castle
Sudeley Castle
Hailes Abbey
Hailes Abbey
"Walking Group at Lansdowne" by Pauline Ellington (2019)
"Heading towards Wootton-under-Edge" by Pauline Ellington (2019)