4.5
(46)
740
riders
76
rides
Touring cycling around Ratley and Upton CP offers routes through a landscape characterized by rolling countryside and historical landmarks. The area features gentle ascents and descents, typical of the English Midlands, with routes often passing through open fields and small villages. Cyclists can expect varied terrain, including paved country lanes and some sections with views over the surrounding agricultural land.
Last updated: May 11, 2026
4.5
(2)
13
riders
33.2km
02:03
230m
230m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
14
riders
31.5km
01:55
230m
230m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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9
riders
14.9km
00:56
150m
150m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
riders
19.8km
01:11
110m
110m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4.5
(2)
10
riders
26.1km
01:35
170m
170m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Great place to stop for a drink, even has a Chinese takeaway on site
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"The small market town of Shipston-on-Stour is situated in South Warwickshire and ideally located for visitors to the North Cotswolds and Stratford-upon-Avon. It is surrounded by places of interest including Chipping Campden, Broadway, and Moreton-in-Marsh. The towns name derives from being known in ancient times as 'Sheep-wash-Town'. Shipston was for a long time an important sheep market town and after the demand for local wool began to diminish the town continued to flourish thanks to the opening in 1836 of a branch line from the horse-powered tramway built a decade before to link Stratford with Moreton-in-Marsh. The line became a modern railway in 1889. The town was also an important coaching town and many of the inns from that era surviving in the area of the High Street. Shipston today is a charming historic and thriving town with interesting and unusual features.. It is becoming increasingly popular with tourists due to its wonderful mixture of shops, pubs, restaurants and hotels. Shipston was a working Wool Town and developed many woolen skills, including those for making tapestries including the famous Sheldon Tapestries in neighbouring farming hamlet of Barcheston. which became central to the history of English tapestry making. It is today officially commemorated by the 'Wool Fair' which takes place on Spring Bank Holiday Monday. In the Tudor period the little hamlet of Barcheston on the outskirts of Shipston was the first manufacturing home in England for the weaving of magnificent woollen tapestries. They are also known as the Sheldon Tapestries. They are profusely decorated with flowers and mythological motifs and often highlighted in silk. Technically, for that period, they were unrivalled throughout the land. Unfortunately very few have survived." Source: https://www.cotswolds.info/places/shipston-on-stour.shtml
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Edgehill Castle (Tower) which is now a rather nice pub/restaurant. The castle was built in the 18th Century as a 'sham' castle reputedly on the exact spot where Charles I raised his standard before the Battle of Edgehill during the first English Civil War. Apparently Cromwell got there too late for the battle.
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I’m going to second the gravel comment, if it has rained recently it can get a bit more gravel than road.
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...Lovely view over the rolling hills and fields outside Brailes
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There are over 80 touring cycling routes in Ratley and Upton CP, offering a wide range of options for exploring the area's rolling countryside and historical landmarks.
Yes, the area offers several easy routes perfect for beginners or families. For example, the Tysoe Island Reserve loop from Tysoe CP is an 11.8-mile (19.0 km) trail that explores a local nature reserve with gentle terrain. Another accessible option is Bike loop from Tysoe CP, which is 14.1 miles (22.7 km) long and also rated as easy.
The terrain around Ratley and Upton CP is characterized by rolling hills and open countryside views. You'll primarily encounter paved country lanes, with some sections offering panoramic viewpoints over agricultural land. The routes feature gentle ascents and descents typical of the English Midlands.
Many of the touring cycling routes in Ratley and Upton CP are designed as loops, allowing you to start and finish at the same point. Examples include the popular View from Edgehill – Edgehill Country Park Campsite loop from Shutford, which offers panoramic views, and the The Café – Bakery Café loop from Springfield Farm.
The routes often pass by significant historical sites. You can explore the Battle of Edgehill Site, visit All Saints' Church, Burton Dassett, or admire the grand Upton House and Gardens. Many routes also offer views of the iconic Chesterton Windmill.
Spring and summer generally offer the most pleasant conditions for touring cycling, with milder weather and longer daylight hours. Autumn can also be beautiful with changing foliage. While some routes are accessible year-round, winter cycling may require more preparation due to colder temperatures and potentially wet or icy conditions on country lanes.
Yes, several routes are known for their scenic views. The Jephson Memorial – View of Chesterton Windmill loop from Burton Dassett CP offers expansive views of the countryside and passes by historical structures. The route leading through Edgehill also provides panoramic viewpoints over the surrounding landscape.
The touring cycling routes in Ratley and Upton CP are highly rated by the komoot community, with an average score of 4.5 stars from over 40 reviews. Cyclists often praise the quiet country lanes, the picturesque rolling hills, and the opportunities to discover historical sites and charming villages.
While many routes feature gentle terrain, there are options for more experienced riders seeking a challenge. The area includes 11 routes rated as 'difficult' which typically involve longer distances and more significant elevation changes across the rolling hills.
Many routes pass through or near small villages where you can find local cafes or pubs for refreshments. It's advisable to check specific route details or local information for establishments along your chosen path, especially in more rural sections.
Public transport options to the starting points of routes in Ratley and Upton CP can be limited, as it is a rural area. It's recommended to check local bus services for specific villages or consider driving to a suitable starting point with parking facilities.
Parking is generally available in or near the villages that serve as common starting points for routes, such as Tysoe or Shutford. Some routes may also have designated parking areas at trailheads or near popular attractions. Always check local signage for parking restrictions and fees.


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