Circular Walks in the Cotswolds

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

3 to 13 nights
26-80 miles

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.

Trail running available

We also organise trail running holidays along this trail. Visit Contours Trail Running Holidays.

Customer reviews from the Circular Walks in the Cotswolds

“The organisation of the accommodation and preparation for our trip was excellent.”
Ms Heming, UK
“I had a wonderful time and I would like to thank Contours. Everyone I spoke to during my trip who are involved with you talk highly of your company and I can see why. Your trips are very well organised. Amazing experience. Beautiful scenery and wonderful people.”
Miss Ryan, Australia
“Very organized, easy to follow directions, great accommodations, and beautiful walks.”
Mr Litsky, USA
“One of my very best holidays ever.”
Ms Cullmann, Germany
“The hike in the Cotswolds was great! We really enjoyed the shorter hiking days and having time to enjoy the villages/towns where we stayed. Your staff was very receptive to our questions during the planning process and quick to respond. Even the weather was awesome!”
Mrs Stamm, USA
“The route notes were very good which is so important for a worry free walk.”
Mr Le Sueur, UK
“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
“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
“Accommodations were charming, the walk was exactly what we expected, and the folks at Contours who helped us with all our requirements and changes were unfailingly courteous and prompt.”
Mr Zimmerman, USA
"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)