Explore the timeless Cotswolds on a circular walking holiday, accomodation and luggage transfer included. Visit honey-coloured villages and ancient woodland.

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 £295 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.

Dog friendly tours available

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

Routes on this trail

Cotswold Highlights Trail

4 to 7 nights

43 miles

Easy to Demanding

Dog friendly

From £395 per person

A fantastic walk from Chipping Campden through the quintessentially English countryside of the Cotswolds.Find Out More

Cotswold Round

5 to 9 nights

48 miles

Easy to Moderate

Dog friendly

From £485 per person

A walk from Moreton-in-Marsh visiting the finest towns, villages and countryside in the Cotswolds.Find Out More

Cotswold Villages Trail

7 nights

60 miles

Moderate

From £680 per person

A walking holiday from Moreton-in-Marsh through the many iconic settlements of the Cotswolds.Find Out More

Cotswold Short Break

3 nights

27 miles

Moderate

Dog friendly

From £295 per person

A lovely two-day walk from Bourton-on-the-Water via Winchcombe and the Windrush Valley.Find Out More

Customer reviews from the Circular Walks in the Cotswolds

“This has been one of my favourite holidays.”
Mrs Malcharek, 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

“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

“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

“Had a wonderful walking holiday so thank you very much.”
Mrs Woodward, UK

“Well organised, good map and guidebook, great accommodation.”
Mr Pfeifer, 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