4.7
(9)
879
riders
24
rides
No traffic road cycling routes around Shipston On Stour traverse a varied landscape at the southern tip of Warwickshire, where the land transitions into the Cotswold Hills. The terrain features gently rolling countryside, with some routes ascending the Jurassic limestone escarpments of the Cotswolds. Cyclists will also encounter the flat, open farmland of the Warwickshire Feldon and the gentle River Stour. This region offers diverse physical features suitable for road cycling.
Last updated: May 19, 2026
5.0
(2)
43
riders
43.5km
02:06
400m
400m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
82
riders
49.5km
02:19
270m
270m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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4.0
(2)
47
riders
39.8km
01:57
230m
230m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
27
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
19
riders
52.2km
02:26
370m
370m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Shipston On Stour
Chesteron Windmill was built in 1632 and is one of the oldest surviving windmills in England. It was originally used for grinding corn and has a rich history ties to the agricultural practices of the region.
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Moreton Paddox was the name of a country manor house which stood in this area until 1959 when it was demolished. It was a grand house with formal gardens and an ornamental lake, although little evidence remains.
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Two iconic hiking routes intercept here. Also, for cyclists, this is famous for being part of NCN 442, which leads to Chipping Campden.
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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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New tarmac (in 2024) makes this road (from Moreton to Aston Magna or the other way round) a pleasure to ride.
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There are over 20 no-traffic road cycling routes around Shipston-on-Stour, offering a variety of options for exploring the North Cotswolds and Warwickshire Feldon by bike.
The terrain around Shipston-on-Stour offers a mix of gently rolling countryside and some hills. You'll find routes transitioning from the flatter, open farmland of the Warwickshire Feldon to the rising Jurassic limestone escarpments of the Cotswolds, providing diverse cycling experiences.
Yes, there are 11 easy routes designed for a more relaxed pace. An example is the The Peacock Public House – Tysoe Village loop from Shipston-on-Stour, which covers just over 40 km with moderate elevation gain, perfect for those new to road cycling or looking for a less strenuous ride.
Many routes offer scenic views and pass by notable landmarks. You might encounter historic sites like the National Trust's Farnborough Hall or the Four Shire Stone. The area also features the beautiful Cotswold countryside and the gentle River Stour. For specific points of interest, consider visiting Chipping Campden Historic Market Town or the ancient The Rollright Stones Stone Circle.
Yes, many of the routes are circular, allowing you to start and finish in the same location. For instance, the Chipping Campden Market Hall – Ilmington Village loop from Shipston-on-Stour is a moderate circular route that takes you through picturesque villages and offers varied scenery.
The Cotswold countryside is particularly vibrant in spring and summer, making these seasons ideal for cycling. Autumn also offers stunning colors. While cycling is possible year-round, spring through autumn generally provides the most pleasant weather and scenic views.
The towns and villages along the cycling routes, including Shipston-on-Stour itself and nearby market towns like Chipping Campden and Moreton-in-Marsh, offer numerous pubs, cafes, and restaurants. These are perfect for refreshments and breaks during your ride.
The komoot community highly rates the road cycling experience in this area, with an average score of 4.7 stars. Cyclists often praise the quiet, rural roads, the diverse landscapes, and the charming villages that make for a truly enjoyable and traffic-free ride.
Yes, for those seeking a greater challenge, there are 13 moderate routes. The Chesterton Windmill – View of Chesterton Windmill loop from Shipston-on-Stour is a longer option, covering over 66 km with significant elevation gain, offering a rewarding ride through the Warwickshire countryside.
Shipston-on-Stour is connected to the National Cycle Network, including Route 48. While specific public transport options directly to every starting point may vary, the town itself serves as a central hub. For detailed information on local public transport services, you may find resources on the Stratford-on-Avon District Council website helpful.
Absolutely. Many routes weave through or near historic market towns and villages. For example, the National Cycle Network Route 48 links Shipston-on-Stour to Moreton-in-Marsh, a charming market town. You can also explore routes that take you close to Chipping Campden Historic Market Town, known for its beautiful architecture.


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