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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 / Strenuous

From £409 per person

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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. We also offer a special two-night, two-day walking tour based in Stow-on-the-Wold if you're seeking a quick getaway.

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

5 to 9 nights
49 miles
Easy to Moderate
2nd January to 24th December
Includes Dog-Friendly Tours

From £695 per person

Cotswold Round

Art of Broadway Tower, found on the Cotswold Round.The Cotswold Round is a circuit of the best-loved villages and towns of the Cotswolds. Beginning at Moreton-in-Marsh, with its large market square surrounded by handsome former coaching inns, the trail meanders through the tranquil Windrush valley and along the western edge of the Cotswold Hills, allowing for far-reaching views across quintessentially English countryside.

The trail encounters a wealth of industrial and cultural history unique to the Cotswolds, as well as plenty of pleasant scenery and friendly ambiance in each settlement along the way.

Available tours

Code Tour Duration Difficulty Price per person
COTR1 A circular trail beginning at Moreton-in-Marsh 5 nights, 4 days walking Moderate £695
COTR2 A circular trail beginning at Moreton-in-Marsh 7 nights, 6 days walking Easy / Moderate £964
COTR3 A circular trail beginning at Moreton-in-Marsh 9 nights, 8 days walking Easy £1238

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 £409
"Near Guiting Power" by Richard Moon (2022) "Near Guiting Power" by Richard Moon (2022)
"Leaving Broadway" by Alison Baillie (2022) "Leaving Broadway" by Alison Baillie (2022)
"Descending from Fish Hill" by Bob Parkinson (2022) "Descending from Fish Hill" by Bob Parkinson (2022)
"Signposting" by Georgetta Doyle (2018) "Signposting" by Georgetta Doyle (2018)
"Broadway to Moreton-in-Marsh" by Agnieszka Cieslicka (2024) "Broadway to Moreton-in-Marsh" by Agnieszka Cieslicka (2024)
"Broadway to Moreton-in-Marsh" by Agnieszka Cieslicka (2024) "Broadway to Moreton-in-Marsh" by Agnieszka Cieslicka (2024)
"Canine Companion" by Shona Graham (2020) "Canine Companion" by Shona Graham (2020)
"Coming out of Chipping Campden" by Alison Baillie (2022) "Coming out of Chipping Campden" by Alison Baillie (2022)
"Stone Wall outside Moreton-in-Marsh" by Vicky Kerfoot (2018) "Stone Wall outside Moreton-in-Marsh" by Vicky Kerfoot (2018)
"Overlooking the Trail" by Shona Graham (2020) "Overlooking the Trail" by Shona Graham (2020)
"Above Broadway" by Richard Moon (2022) "Above Broadway" by Richard Moon (2022)
"Bourton-on-the-Water to Winchcombe" by Agnieszka Cieslicka (2024) "Bourton-on-the-Water to Winchcombe" by Agnieszka Cieslicka (2024)
"Watermill in Upper Slaughter" by Georgetta Doyle (2018) "Watermill in Upper Slaughter" by Georgetta Doyle (2018)
"Finding Love along the Cotswold Round" by Alison Conlin (2024) "Finding Love along the Cotswold Round" by Alison Conlin (2024)
"The Old Silk Mill at Lower Slaughter" by Richard Moon (2022) "The Old Silk Mill at Lower Slaughter" by Richard Moon (2022)
"Mastering Stiles" by Shona Graham (2020) "Mastering Stiles" by Shona Graham (2020)
"Nearing Naunton" by Lanny Swallow (2023) "Nearing Naunton" by Lanny Swallow (2023)
"Bourton-on-the-Water to Winchcombe" by Agnieszka Cieslicka (2024) "Bourton-on-the-Water to Winchcombe" by Agnieszka Cieslicka (2024)
"Upper Slaughter" by Richard Moon (2022) "Upper Slaughter" by Richard Moon (2022)
"Broadway Tower" by Shona Graham (2020) "Broadway Tower" by Shona Graham (2020)
"Approaching Broadway" by Bob Parkinson (2022) "Approaching Broadway" by Bob Parkinson (2022)
"On Dover's Hill" by Bob Parkinson (2022) "On Dover's Hill" by Bob Parkinson (2022)
"View down to Broadway" by Bob Parkinson (2022) "View down to Broadway" by Bob Parkinson (2022)
"A Spot for Reading at Sudeley Castle" by Lanny Swallow (2023) "A Spot for Reading at Sudeley Castle" by Lanny Swallow (2023)
"Ernest Wilson Memorial Garden" by Lanny Swallow (2023) "Ernest Wilson Memorial Garden" by Lanny Swallow (2023)

Customer reviews from the Cotswold Round

“Lovely towns and villages to visit, accommodation to enjoy, walking not too challenging, all helped by warm, dry weather. A well thought out walk linking some of the Cotswolds' loveliest towns and villages, using a series of well-established and waymarked routes - Monarch's Way, Warden's Way, Windrush Way, Cotswold Way, etc. We've been on 15 Contours holidays, starting in 2010, and never been disappointed.”
Mr Parkinson, UK
“The country was lovely, the lodgings were great and interesting and old. The food was lovely as were the people we met. This is our fourth walking holiday with you and it was very well waymarked. We didn’t get confused at all. The route notes were very useful as was the downloaded GPS.”
Ms Danforth, USA
“A wonderful holiday. Just what I hoped it would be.”
Mr Atkinson, Australia
“We were generally very satisfied with the standard of accommodation, the quality of the notes and especially the courtesy and reliability of Cotswold Executive Cabs in providing shuttles on four occasions.”
Mr Earl, Australia
“Walking in the Cotswold was visually beautiful and the routes relatively easy to follow . All locations where we stayed were comfortable and clean. Overall a well organised and trouble free holiday. Would definitely recommend the holiday to others.”
Mrs Cunnah, UK
“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
“Have already recommended to multiple people.”
Ms Marriott, USA
“Really enjoyed holiday. Wonderful way to see fantastic location. Jean and Son (Cotswold Executive Cars) very good service. Crown and Anchor in Broadway - very welcoming on a wet and cold day. very attentive to the dog in party.”
Mr Steel, UK
“Great holiday and would use company again. All of the route was enjoyable and had attributes that we enjoyed”
Mr Davies, UK
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