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 / Strenuous

From £365 per person

Find your holiday

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.

Choose your route

  • Cotswold Villages Trail
  • This route includes dog friendly tour options Cotswold Round
  • This route includes dog friendly tour options Cotswold Highlights Trail
  • This route includes dog friendly tour options Cotswold Short Break

Dog friendly tours available

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

About this route

4 to 7 nights
45 miles
Easy to Demanding
2nd January to 24th December
Includes Dog-Friendly Tours

From £525 per person

Cotswold Highlights Trail

Beginning at the beautiful old town of Chipping Campden, this delightful circular walk links the show piece villages and towns that the northern Cotswolds is renowned for, including Stow-on-the-Wold, Winchcombe, Stanton and Broadway.

The Highlights trail cuts through the very heart of the Cotswolds and along the western edge of the Cotswold Hills, offering plenty of stunning scenery and varied landscapes to enjoy. Each wonderful town and village boasts its own unique history waiting to be discovered, such as the opulent Jacobean manor house in Stanway and the stunning gardens of Batsford Arboretum in Blockley, to name just a few.

 

Available tours

Code Tour Duration Difficulty Price per person
COTH1 A circular trail beginning at Chipping Campden 4 nights, 3 days walking Demanding £525
COTH2 A circular trail beginning at Chipping Campden 5 nights, 4 days walking Moderate / Demanding £650
COTH3 A circular trail beginning at Chipping Campden 7 nights, 6 days walking Easy £900

Short breaks

Code Tour Duration Difficulty Price per person
COTSB A circular trail beginning at Bourton-on-the-Water 3 nights, 2 days walking Moderate £365
"By the Plough Inn" by Samantha Smith (2018) "By the Plough Inn" by Samantha Smith (2018)
"Hailes Abbey" by Petra Cullmann (2018) "Hailes Abbey" by Petra Cullmann (2018)
"Way down to Winchcombe" by Petra Cullmann (2018) "Way down to Winchcombe" by Petra Cullmann (2018)
"Near Hailes Abbey" by Petra Cullmann (2018) "Near Hailes Abbey" by Petra Cullmann (2018)
"Sheep at Guiting Power" by Petra Cullman (2018) "Sheep at Guiting Power" by Petra Cullman (2018)

Customer reviews from the Cotswold Highlights Trail

“It was a wonderful experience through beautiful landscape, quaint villages, and nice accommodations. We appreciated the hotel and transportation arrangements.”
Mrs Johnson, USA
“We had stunning weather and great accommodations.”
Mr Rowe, USA
“Great directions, very responsive to concerns and questions. Everything went according to plan. Accommodations were excellent, scenery and landscapes were as advertised. Contours was recommended by a friend and I will be sure to recommend you to my friends as well.”
Mr Pavlidis, USA
“Overall a wonderful walk.”
Ms Lundquist, USA
“Enjoyed the holiday very much. Wish I had booked for a longer walk!”
Mr Jenkins, Australia
“Very good holiday. Overall, very well organized and positive.”
Mr Waite, Canada
“Very organized, easy to follow directions, great accommodations, and beautiful walks.”
Mr Litsky, USA
“My colleagues and I have just returned from our trip to the Cotswolds. We all agree that we have had a most enjoyable time. We have had a good few days.”
Mr Cowking, 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
Find your holiday