4.6
(164)
1,308
riders
120
rides
No traffic touring cycling routes around Rollright are situated on the eastern side of the Cotswolds, an Area of Outstanding Natural Beauty. The region is characterized by rolling hills, open fields, and quiet country lanes, offering varied terrain for cyclists. Routes often feature significant elevation gains, providing a rewarding physical challenge. The River Evenlode Valley also contributes to the diverse scenery found along many paths.
Last updated: May 20, 2026
3.7
(3)
8
riders
41.3km
02:38
430m
430m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
riders
45.2km
02:51
390m
390m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
riders
56.5km
03:37
620m
620m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Rollright
At the heart of many beautiful roads and climbs in the North Cotswolds
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If we read the legends of St. Nicholas, he is portrayed as an angel on earth, as a helper in times of need, as a savior in many moments. He is glorified, like many other saints. There are no such people today, or maybe there are? Yes, there are still such people today who do good in secret. They too are today the hidden saviors, the helpers in times of need. I meet such people again and again in my work, (...). Even if they would not call themselves St. Nicholas, they are, like the saint, there for other people. They see the need and alleviate it. So "he" still exists today - we don't need Santa Claus. Thank God! (Text: Michael Inden, Diocesan President of the KAB)
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"The name "Brailes" is thought to originate either from the Old Welsh breg-lis - "hill court" - or the Old English byrgels - "burial place". Castle Hill Motte in the middle of the village is a natural knoll that was made higher in the Norman era to form the motte of a motte-and-bailey castle. Its construction may have been ordered by Roger de Beaumont, who was Earl of Warwick from 1123–53. Earthworks of both the motte and the bailey survive, and the site is a Scheduled Monument. Brailes was the home of William de Brailes, a 13th-century medieval painter of illuminated manuscripts. Of the many artists who painted such manuscripts, William is one of only two whose name has been recorded. It was also the birthplace of Thomas de Brayles (died c.1340), a senior judge and Crown official of the early fourteenth century, whose highest office was Chancellor of the Irish Exchequer. On the other side of Stocks Hill is Brailes House, the former home to the Sheldon family. The Sheldons have held the manor of Brailes since 1547." Source: Wikipedia https://en.wikipedia.org/wiki/Brailes
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"The tower has a ring of six bells. Abraham I Rudhall of Gloucester cast the second and third bells in 1714. William Taylor of Loughborough cast the fifth and tenor bells in 1846 at the bell foundry he then had in Oxford. Thomas Bond of Burford cast the fourth bell in 1911. The Whitechapel Bell Foundry cast the present tenor bell in 2006. There is also a Sanctus bell that Thomas Bond cast in 1911. In 2001, the Church of England Benefice of Ascott-under-Wychwood, Chadlington and Spelsbury merged with that of Enstone and Heythrop to form the Chase Benefice. The Parsonage was designed by William Wilkinson and built in 1863. It is now Chadlington House." Source: Wikipedia
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"The Church of England parish church of Saint Nicholas was originally Norman. It is extremely likely, however, that a church, probably of timber, stood on the site by the late Anglo-Saxon period at the latest. In the 13th century, Early English Gothic north and south aisles were added, with four-bay arcades linking the aisles with the nave. Both aisles still retain some lancet windows from this period. The bell tower was built early in the 14th century in the Decorated Gothic style. A chapel was added at the east end of the north aisle. The chapel's east and north windows in the Transitional style between Decorated and Perpendicular Gothic date it to the chancel about tchancel about the middle of the 14th century. Later pure Perpendicular Gothic additions include the windows and north door in the north aisle, the present clerestory and nave roof and the chancel arch. In 1870, the Gothic Revival architect Charles Buckeridge completely rebuilt the chancel. St. Nicholas' church is a Grade II listed building." Source: Wikipedia
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Built between 1607 and 1612, Chastleton House tells an enchanting story. Originally owned by rich wool merchant Walter Jones, the house became the scene of a drug dupe during the Civil War in a bid to save the owners life. Today, the property is owned by National Trust. Visitors can learn about the fascinating history for themselves from 1pm - 5pm Wednesday to Sunday.
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The George Inn at Brailes is a traditional 16th century Cotswold pub that serves up a delicious range of traditional and continental food and local Hooky beers. The pub has a number of cosy rooms as well as a large beer garden and pool table.
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...Lovely view over the rolling hills and fields outside Brailes
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There are over 120 dedicated no-traffic touring cycling routes around Rollright, offering a wide range of distances and difficulties. You'll find options from easy, leisurely rides to more challenging adventures through the Cotswolds landscape.
The Rollright area, situated in the Cotswolds, is known for its picturesque but 'lumpier' terrain. You can expect scenic rides through rolling hills and open fields, often involving significant elevation gains that reward you with stunning views. Routes primarily use quiet country lanes, ensuring a peaceful touring experience.
Yes, Rollright offers a good selection of routes suitable for various skill levels. There are at least 15 easy touring cycling routes that are great for beginners or families. These routes typically feature less challenging climbs and shorter distances, allowing for a relaxed exploration of the countryside.
Many routes pass by significant historical and natural attractions. The ancient Rollright Stones Stone Circle, including The King Stone and The Whispering Knights, are often focal points. You might also cycle past Foxholes Nature Reserve or through charming market towns like Moreton-in-Marsh, offering plenty of opportunities for cultural immersion.
Yes, many of the no-traffic touring cycling routes around Rollright are circular, allowing you to start and end your journey in the same location. For example, the moderate route The Pear Tree – The Wykham Arms loop from Rollright offers a great circular option, covering nearly 40 km with beautiful scenery.
The Cotswolds region, including Rollright, is beautiful year-round. However, spring (April-May) and autumn (September-October) often provide the most pleasant cycling conditions with milder temperatures and stunning natural colors. Summer can be lovely, but routes might be busier, while winter can be cold and wet, though very quiet.
Absolutely. The touring cycling routes in Rollright frequently connect charming villages and market towns such as Chipping Norton, Stow-on-the-Wold, Kingham, and Salford. These locations offer numerous opportunities for refreshment stops at local pubs and cafes, perfect for a break during your ride.
The area is highly rated by the komoot community, with an average score of 4.56 stars from over 150 ratings. Reviewers often praise the quiet country lanes, the challenging yet rewarding hills, and the abundance of historical sites like the Rollright Stones that make for memorable stops along the way.
Yes, for experienced riders seeking a challenge, there are 47 difficult routes available. An example is The King Stone – Chastleton House loop from Rollright, which covers over 56 km with significant elevation gain, offering a demanding yet rewarding experience through the Cotswolds.
While Rollright itself is a rural area, nearby market towns like Chipping Norton and Moreton-in-Marsh often have bus connections. For specific route access, it's advisable to check local bus schedules to see if they serve villages close to your chosen starting point. Many cyclists prefer to drive and park at a convenient trailhead.
Parking is generally available in the larger villages and market towns that serve as common starting points for these routes, such as Chipping Norton or Stow-on-the-Wold. Always check local signage for parking restrictions and fees. Some routes may also have small, informal parking areas near key landmarks like the Rollright Stones.


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