4.6
(43)
582
riders
112
rides
Touring cycling around Brailes offers diverse landscapes within the Warwickshire Cotswold Hills, part of the Cotswolds Area of Outstanding Natural Beauty. The region features rolling countryside with expansive green views, a mix of fields, wooded areas, and hills. Brailes Hill, rising to 760 feet, provides commanding views over the village and surrounding areas. Cyclists can also observe historical "ridge and furrow" cultivation, a testament to medieval farming practices.
Last updated: May 8, 2026
5.0
(4)
17
riders
Hard bike ride. Very 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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10
riders
19.8km
01:11
110m
110m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5
riders
23.8km
01:24
130m
130m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
4
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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In the search for a worthy patron saint for this church, the Archangel Michael was initially chosen, whose name (derived from Hebrew) means "Who is like God?". However, it was then apparently decided that it wouldn't hurt to significantly increase the number of intercessors before God's throne for this church and its parishioners. Thus, the idea arose not to choose just a single patron saint, but to extend the patronage to the entire heavenly host (i.e., "All Angels").
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Great place to stop for a drink, even has a Chinese takeaway on site
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A long selfie stick would be a great idea to capture more of the hills and fields in this spot.
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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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St Michael and All Angels Church was built in 1868 by the 2nd Earl of Gainsborough in memory of his father. It is a Grade II listed building. Source: Wikipedia
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Lovely Cotswold pub in the centre of beautiful Cotswold village, they always have several excellent beers on taps and tasty bar snacks (the chips are excellent) as well as meals for the hungry walker.
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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 120 touring cycling routes available around Brailes, offering a wide range of options for different skill levels and preferences. The komoot community has explored these routes over 500 times.
The terrain around Brailes is characterized by rolling countryside, a mix of fields, wooded areas, and hills, including the notable Brailes Hill. You'll find options for both paved and unpaved surfaces, as well as gravel tracks, catering to various cycling styles. Some routes also feature historical "ridge and furrow" cultivation.
Brailes offers beautiful cycling experiences throughout the year. The rolling countryside and green views are particularly vibrant in spring and summer. Autumn brings spectacular colors, and on clear nights, the area offers impressive starry skies. Sunsets over the Brailes landscape are often described as spectacular, making late afternoon rides appealing.
Yes, Brailes offers a variety of routes, including 15 easy touring cycling options perfect for beginners or families. For example, the Tysoe Island Reserve loop from Tysoe CP is an easy 11.8-mile (19.0 km) trail that can be completed in about 1 hour 8 minutes, leading through the picturesque reserve.
Many of the touring cycling routes around Brailes are designed as loops, allowing you to start and end in the same location. Examples include the La Tradition Bakery loop from Oxhill CP, a moderate 17.9-mile (28.8 km) path, and the Bike loop from Tysoe CP, an easy 22.7-mile (36.6 km) option.
The Brailes area is rich in history. You can cycle routes that pass near significant historical sites such as the Battle of Edgehill Site, a key location from the English Civil War. Other ancient features like the Madmarston Hill Roman Road and Salt Way offer glimpses into the region's past. You might also encounter medieval shrunken villages through earthworks in areas like Lower Brailes.
Absolutely. Brailes Hill itself offers commanding views over the village and surrounding areas. Other notable viewpoints include Gallows Hill, providing great views over the valley, and the panoramic vistas of Warwickshire from Edgehill. Natural features include the Tysoe Island Reserve and the opportunity to spot wildlife like deer and owls.
Many touring cycling routes in the Brailes area, especially those starting from villages or market towns, often have nearby parking facilities. For instance, routes like the La Tradition Bakery loop and the Tysoe Island Reserve loop are noted to start from specific car parks (CP), indicating convenient parking access.
Yes, cycling routes in the Brailes area often pass through or near charming villages and market towns like Chipping Campden and Chipping Norton. These locations offer various amenities, including cafes, pubs, and restaurants, perfect for a refreshment stop or a meal during your ride.
The routes in Brailes cater to a wide range of abilities. You'll find 15 easy routes, 89 moderate routes, and 16 difficult routes. The most challenging routes, such as the Moreton-in-Marsh — Market town – Chipping Campden Town Centre loop from Whichford, can involve significant elevation gain and longer distances, requiring good fitness and advanced riding skills.
The touring cycling routes in Brailes are highly rated by the komoot community, with an average score of 4.6 stars from over 30 reviews. Cyclists often praise the diverse landscapes, the mix of challenging and leisurely paths, and the opportunity to explore historical landmarks and charming villages.
The Brailes landscape is home to various wildlife. While cycling through wooded areas and fields, you might spot deer and owls. The region's natural features, including areas like Tysoe Island Reserve, provide habitats for local flora and fauna, offering opportunities for wildlife observation.
While Brailes is a popular area, its extensive network of over 120 routes means you can often find quieter paths. Exploring some of the less-trafficked bridleways or routes that venture further into the rolling countryside away from main villages can offer a more serene cycling experience.


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