4.7
(33)
786
riders
79
rides
Road cycling routes around Chipping Norton traverse the highest point in Oxfordshire, situated within the Cotswolds Area of Outstanding Natural Beauty. The terrain features rolling hills, quiet country roads, and hedgerowed lanes, offering varied gradients for cyclists. Riders can expect a mix of gentle inclines and declines, alongside some challenging climbs that characterize the region's landscape. The area provides a scenic backdrop of picturesque countryside and charming villages for road cyclists.
Last updated: July 7, 2026
21
riders
106km
05:50
1,220m
1,220m
This challenging 65.9-mile road cycling loop from Chipping Norton offers difficult climbs and stunning Cotswold views, requiring very good f
4.6
(5)
98
riders
43.9km
02:02
290m
290m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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4.0
(3)
77
riders
50.3km
02:28
500m
500m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(2)
20
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(2)
28
riders
29.8km
01:30
270m
270m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Great coffee! Nice garden with a view, perfect if the sun is shining, Good food options on the menu, can recommend the cracking bacon roll 🤣
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The Rev Cafe lives on in Stow on the Wold, located in Talbot Court.
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Marks the junction to take Sherborne St climb towards Bourton on the Water which is a lovely road to take.
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This Cycle shop and cafe is now permanently closed
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Lovely church to stroll around with a cafe near by and walks along the river
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Nice village below famous and famously busy Diddly Squat.
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There are over 80 road cycling routes around Chipping Norton, offering a wide range of options for different skill levels. This includes 24 easy routes, 58 moderate routes, and 2 more challenging routes.
Road cycling around Chipping Norton, situated on the highest point in Oxfordshire within the Cotswolds Area of Outstanding Natural Beauty, features rolling hills, quiet country roads, and hedgerowed lanes. You can expect a mix of gentle inclines and declines, as well as some tough climbs that reward riders with stunning panoramic views across the picturesque countryside.
The Cotswolds are beautiful year-round, but spring and summer generally offer the most pleasant conditions for road cycling with warmer weather and longer daylight hours. Autumn also provides stunning scenery with changing foliage. While winter cycling is possible, be prepared for colder temperatures and potentially wet or icy roads, especially on higher ground.
Yes, Chipping Norton offers several routes suitable for beginners or families. There are 24 easy routes available, providing less elevation gain and generally shorter distances. For example, the 'Charlbury Village – Diddly Squat Farm Shop loop' is known as an easier route with less climbing, perfect for a more relaxed ride.
Absolutely. The region is known for its challenging hills and winding country roads. For experienced cyclists seeking a significant challenge, the BIG Cotswolds loop from Chipping Norton is a difficult 65.9-mile route with over 1200 meters of elevation gain, offering sustained climbs and descents across a significant portion of the Cotswolds.
Yes, many of the road cycling routes around Chipping Norton are circular, allowing you to start and finish in the same location. Examples include the Kingham Village – Daylesford Organic Farm loop from Chipping Norton and the Market Cross, Stow-on-the-Wold loop from Chipping Norton, both offering classic Cotswolds cycling experiences through scenic villages.
Road cycling routes near Chipping Norton often pass through or close to significant natural and historical landmarks. You can encounter ancient megalithic monuments like The King Stone and The Rollright Stones Stone Circle. The routes also offer views of the distinctive rolling hills of the Cotswolds Area of Outstanding Natural Beauty.
Yes, the area is rich in history and charming villages. Many routes will take you through picturesque settlements like Kingham, Stow-on-the-Wold, and Burford. You might also cycle past historic sites such as Chastleton House, a stunning Jacobean country house, or the impressive Bliss Tweed Mill, a historic landmark from 1872.
The Cotswolds are well-equipped with country pubs and cafes, making it easy to find refreshment stops. Many villages along the routes, such as Kingham or Stow-on-the-Wold, offer welcoming establishments. For example, the Burford Town Centre loop from Chipping Norton passes through areas with options for food and drink.
Chipping Norton offers various parking options within the town, including public car parks, which can serve as convenient starting points for your road cycling adventures. Many routes begin directly from the town, allowing easy access after parking.
Chipping Norton is accessible by public transport, primarily bus services connecting it to larger towns and transport hubs. While there isn't a train station directly in Chipping Norton, nearby towns like Kingham and Charlbury have stations with connections to major rail lines, which can be reached by local bus services or a short cycle, making it possible to combine public transport with your cycling trip.
The road cycling routes around Chipping Norton are highly rated by the komoot community, with an average score of 4.7 stars from over 29 reviews. Cyclists often praise the region's quiet country roads, the beauty of the Cotswolds landscape, and the variety of routes that cater to different fitness levels, from moderate rides to more challenging climbs.


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