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Contours Walking Holidays

Circular Walks in the Cotswolds

A collection of walks through the finest countryside in the Cotswolds.

Strewn with countless pretty villages built by medieval merchants enriched by the wool trade, the Cotswolds fulfils most people's idea of a ‘typical' English landscape. Here neat fields, narrow hedge-lined lanes, ancient woodland and clear streams combine with simple stone cottages, church, manor house and tithe barn to create a picture of timeless beauty.

We have devised four walking tours in the heart of the Cotswolds. They range in length from the Cotswold Short Break, a delightful two day walk through some of the finest countryside the Cotswolds has to offer, to the weeklong Cotswold Villages Trail, which seeks out the timeless villages and towns that are among the loveliest features of the area

Holiday Options
  • Cotswolds Villages Trail
    Circular trail beginning at Moreton-in-Marsh
    64.5 miles (102.5 km)
    6 walking days
    £470 per person
    View tour details
  • Cotswold Round
    Circular trail beginning at Moreton-in-Marsh
    51 miles (82 km)
    4 to 8 walking days
    from £330 per person
    View tour details
  • Cotswold Highlights
    Circular trail beginning at Chipping Campden
    43 miles (69 km)
    3 to 6 walking days
    from £270 per person
    View tour details
  • Cotswold Short Break
    Circular trail beginning at Bourton-on-the-Water
    26 miles (41.5 km)
    2 walking days
    £200 per person
    View tour details
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Cotswolds Villages Trail

A circular walking holiday from Moreton-in-Marsh through the iconic villages of the Cotswolds.
Cotswolds Villages Trail Map

click on the map to enlarge

Total Distance 64.5 miles (102.5 km)
Start and Finish Circular trail beginning at Moreton-in-Marsh
Availability All Year

The Cotswold Villages Trail passes through no fewer than twenty seven of the beautiful towns, villages and hamlets that make the Cotswolds so special. It visits the delightful wool towns of Stow-on-the-Wold, with its mellow stone houses, shops and inns overlooking the medieval cross and stocks in the large market square; Northleach, with its magnificent church, House of Correction, workhouse, almshouses and immaculate late-medieval cottages clustered around the central square; Winchcombe and Chipping Campden, the loveliest of all the Cotswold market towns.

As well as visiting some of the regions best-loved villages like the Slaughters, Bourton-on-the-Water, Guiting Power, Broadway, Stanway and Stanton, it also seeks out little-known villages like Clapton-on-the-Hill with its tiny, but historic church some six spaces wide and eight from door to alter; Naunton, with its splendid 15th century gabled dovecote and Hampnet with its intriguing church.

Along the way the trail takes in a number of sites of historic interest including Iron Age hill forts, a gothic folly, a ruined medieval abbey, Sezincote House and Sudeley Castle.

Holiday Highlights

  • Visiting the quintessentially English villages of the Cotswolds, including Chipping Campden, Stow-on-the-Wold and Bourton-on-the-Water.
  • Discovering over a thousand years of history, from Iron Age hill forts to the stunning Sudeley Castle.
  • Admiring the classic Cotswold sights of dry stone walls, famous Cotswold stone and grazing sheep.
click on a photo to enlarge
Cotswolds © Glous C.C.
Tour Code Itinerary Tour Price    
COTVT 7 nights, 6 days walking £470 per person More Information Book Online
Our prices are based upon two people sharing a room. If you are walking on your own, or are part of a group, but require a room of your own, the following charges apply:
Solo Walker Supplement: £25 per person / per night
Single Supplement: £15 per person / per night
You can add rest days at any of the overnight stops. For each extra night add £48 per person. All of our prices are in British pounds (£). Use our currency converter to convert British pounds (£) to your country’s currency.
The price that you pay includes accommodation on a bed and breakfast basis, door to door luggage transfers for every day of your tour, maps, guidebooks and a tour pack detailing specific information about your holiday. In the event of an illness or injury where you are unable to walk, the tour price also includes lifts to your next accommodation.

Cotswold Round

A circular walk from Moreton-in-Marsh visiting the finest towns, villages and countryside in the Cotswolds.
Cotswolds Round Map

click on the map to enlarge

Total Distance 51 miles (82 km)
Start and Finish Circular trail beginning at Moreton-in-Marsh
Availability All Year

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 Longborough and Broadwell to Stow-on-the-Wold and then heads through Upper and Lower Slaughter to Bourton–on-the-Water, where several elegant bridges span the crystal waters of the River Windrush as it flows through the village. The trail then heads upstream through the tranquil Windrush valley past Naunton and Guiting Power to Winchcombe, an attractive little town of stone and half-timbered buildings with a fine church adorned with 45 gargoyles, each representing a local character from the 1460's. Leaving the town along the Pilgrims Way to Hailes Abbey, the trail meanders along the western edge of the Cotswold Hills through Stanway, Stanton and Broadway to Chipping Campden, before returning to Moreton-in-the-Marsh through Broad Campden, with its rare 17th century Friends Meeting House and the charming village of Blockley, an important centre for the silk industry that flourished in the 18th century.

Holiday Highlights

  • Experiencing the peaceful Windrush Valley on the way to Winchcombe.
  • Exploring the charm of the picturesque Cotswolds towns and villages, including Bourton-on-the-Water and Guiting Power.
  • Crossing the rolling fields of typically English countryside.
click on a photo to enlarge
Cotswolds © Britain on View
Tour Code Itinerary Tour Price    
COTR1 5 nights, 4 days walking £330 per person More Information Book Online
COTR2 9 nights, 8 days walking £605 per person More Information Book Online
Our prices are based upon two people sharing a room. If you are walking on your own, or are part of a group, but require a room of your own, the following charges apply:
Solo Walker Supplement: £25 per person / per night
Single Supplement: £15 per person / per night
You can add rest days at any of the overnight stops. For each extra night add £48 per person. All of our prices are in British pounds (£). Use our currency converter to convert British pounds (£) to your country’s currency.
The price that you pay includes accommodation on a bed and breakfast basis, door to door luggage transfers for every day of your tour, maps, guidebooks and a tour pack detailing specific information about your holiday. In the event of an illness or injury where you are unable to walk, the tour price also includes lifts to your next accommodation.

Cotswold Highlights

A circular walk from Chipping Campden through the quintessentially English countryside of the Cotswolds.
Cotswolds Highlight Map

click on the map to enlarge

Total Distance 43 miles (69 km)
Start and Finish Circular trail beginning at Chipping Campden
Availability All Year

Beginning at the beautiful old wool town of Chipping Campden, this delightful circular walk links the ‘show piece' villages and towns of the northern Cotswolds. It visits Blockley and the stunning gardens of Batsford Arboretum before arriving at Stow-on-the-Wold, a charming town where narrow alleys or ‘tures' lead off invitingly from the market square, begging exploration. The trail then cuts through the heart of the Cotswolds past Upper Swell, with its attractive old Watermill, to Winchcombe. After exploring this historic little town, it meanders along the western edge of the Cotswold Hills to Chipping Campden through the delightful villages of Stanway, with its opulent Jacobean manor house, enormous tithe barn and curious thatched cricket pavilion perched on straddle stones; Stanton and Broadway, where the picturesque ‘broad way' of the high street is lined with shops, inns and houses of golden stone with the typical Cotswold mix of tiled and thatched roofs.

Holiday Highlights

  • Exploring the narrow streets, ancient houses and thatched roofs of classic Cotswold towns and villages, including Winchcombe, Stow-on-the-Wold and Broadway.
  • Soaking up the atmosphere in the charming country pubs along the route.
  • Passing through the heart of the Cotswolds Area of Outstanding Natural Beauty and admiring the stunning landscapes.
click on a photo to enlarge
Cotswolds © Britain on View
Tour Code Itinerary Tour Price    
COTH1 4 nights, 3 days walking £270 per person More Information Book Online
COTH2 7 nights, 6 days walking £465 per person More Information Book Online
Our prices are based upon two people sharing a room. If you are walking on your own, or are part of a group, but require a room of your own, the following charges apply:
Solo Walker Supplement: £25 per person / per night
Single Supplement: £15 per person / per night
You can add rest days at any of the overnight stops. For each extra night add £48 per person. All of our prices are in British pounds (£). Use our currency converter to convert British pounds (£) to your country’s currency.
The price that you pay includes accommodation on a bed and breakfast basis, door to door luggage transfers for every day of your tour, maps, guidebooks and a tour pack detailing specific information about your holiday. In the event of an illness or injury where you are unable to walk, the tour price also includes lifts to your next accommodation.

Cotswold Short Break

A circular short break from Bourton-on-the-Water via Winchcombe and the Windrush Valley.
Cotswolds Short Break Map

click on the map to enlarge

Total Distance 26 miles (41.5 km)
Start and Finish Circular trail beginning at Bourton-on-the-Water
Availability All Year

This scenic short tour combines two contrasting trails linking Bourton-on-the-Water with Winchcombe to provide a delightful two-day walk through some of the loveliest countryside in the Cotswolds. Starting at Bourton-on-the-Water the route follows the Wardens' Way through the idyllic villages of Lower and Upper Slaughter, Naunton and Guiting Power before descending to Winchcombe past Sudeley Castle. On the second day the route follows the Windrush Way over the hills past several ‘lost' medieval villages before following the River Windrush to Bourton-on-the-Water.

Holiday Highlights

  • Passing the impressive Sudeley Castle near Winchcombe, once the home of Queen Katherine Parr.
  • Experiencing the varying scenery as you follow the Warden’s Way and the lush Windrush Valley.
  • Discovering the historic surroundings, including the remains of a Norman Castle in Upper Slaughter and the ‘lost’ medieval villages on route to Bourton-on-the-Water.
click on a photo to enlarge
Upper Slaughter © Britain on View
Tour Code Itinerary Tour Price    
COTSB 3 nights, 2 days walking £200 per person More Information Book Online
Our prices are based upon two people sharing a room. If you are walking on your own, or are part of a group, but require a room of your own, the following charges apply:
Solo Walker Supplement: £25 per person / per night
Single Supplement: £15 per person / per night
You can add rest days at any of the overnight stops. For each extra night add £48 per person. All of our prices are in British pounds (£). Use our currency converter to convert British pounds (£) to your country’s currency.
The price that you pay includes accommodation on a bed and breakfast basis, door to door luggage transfers for every day of your tour, maps, guidebooks and a tour pack detailing specific information about your holiday. In the event of an illness or injury where you are unable to walk, the tour price also includes lifts to your next accommodation.
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Mr Immerwahr. USA

First I would like to thank Contours for a wonderful vacation. I did the Cotswold Round with four days hiking and it was wonderful. The route was terrific. The materials were well done and the accommodations were generally excellent. It was a great experience and I really appreciated it, in fact I did exactly this same trip six years ago and I think I enjoyed it even more this time.

Ms Langham. UK.

Very enjoyable break the thorough organisation on Contours part made it very easy for us.

Mr Taylor. Australia.

The accommodations chosen by Contours were excellent and welcoming, the distances were ok and the route was well marked and described well in the notes and on the map.

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