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 £325 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

“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
“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
“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
“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
“My companions and I enjoyed our Contours Winchcombe Way walk. The route and area we walked were beautiful. We felt prepared and supported and would recommend it.”
Ms Ames, USA
“This was our first Contours holiday and we had a fantastic time - won't be our last!”
Miss Edwards, UK
“This was our first time doing a walking holiday and the experience was wonderful, thank you!”
Ms Northup, USA
“We had a great time - generally excellent B&B's and flawless baggage transfer.”
Mrs Knowler, Canada
“We thoroughly enjoyed the walk and the range of accommodation. We received excellent support from Contours. Thank you. We enjoyed it all.”
Mrs Davis, UK
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)