4.6
(26)
925
riders
65
rides
Road cycling around Princes Risborough is characterized by its location within the Chiltern Hills Area of Outstanding Natural Beauty. The region features undulating terrain with quiet lanes, wooded stretches, and panoramic views across Buckinghamshire and Oxfordshire. Cyclists can expect a mix of challenging ascents and descents, alongside flatter sections on disused railway lines. The landscape includes picturesque countryside and historic villages, offering varied road cycling experiences.
Last updated: May 10, 2026
4.8
(5)
56
riders
51.4km
03:11
430m
430m
Cycle the moderate 31.9-mile National Byway: Bernwood Forest Loop, exploring historic sites and rolling countryside.
4.0
(1)
74
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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49
riders
71.8km
02:55
390m
390m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
55
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
38
riders
51.9km
02:38
670m
670m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Princes Risborough
The common in Great Milton is a great place to stop and refuel on your cycle. Just around the corner is a luxury hotel and restaurant, Le Manoir aux Quat'Saisons, if you fancy treating yourself.
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Amazing stop for pizza. Bike racks, outside and inside seating and good service
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This is a terrible section of the cycle network on B roads that are used by heavy haulage and on very low lying land resulting in dangerous fast roads with heavy goods vehicles that is often flooded, I would avoid this section when planning any tours, however there are precious little options for traversing this area, probably why there was little choice but to route the 57 on these roads.
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A lovely little church, didn't get a chance to go inside by was nice to take a stop at
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Campsite now open, friendly staff, great cake and bacon/sausage sandwich's. Large cycle groups should book to ensure a spot
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J. R . R. Tolkien often visited Brill when he lived in Oxford, and used it as his basis of Bree where beloved character Frodo Baggins meets Aragorn for the first time.
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The region around Princes Risborough is nestled within the Chiltern Hills Area of Outstanding Natural Beauty, meaning you'll encounter undulating terrain with a mix of challenging ascents and descents. There are also flatter sections, particularly on disused railway lines like The Phoenix Trail, offering varied experiences from demanding climbs to more relaxed rides.
Yes, while the Chilterns are known for their hills, there are options for easier rides. The Phoenix Trail, for example, is a flat, well-surfaced, and traffic-free seven-mile cycleway connecting Princes Risborough to Thame, ideal for casual cycling and families. Overall, there are 15 easy road cycling routes available around Princes Risborough.
Many routes offer scenic rewards and pass by interesting points. You might encounter the challenging climb of Whiteleaf Hill, which provides panoramic views. Other notable viewpoints include Coombe Hill Viewpoint and Boer War Memorial and Coombe Hill Monument. The Phoenix Trail also features an art trail with 30 artworks inspired by local heritage.
Yes, many routes around Princes Risborough are designed as loops. For instance, the Upper Icknield Way β Dinton Church and Manor House loop from Princes Risborough is a moderate 48.9 km path that offers views of the local countryside. The wider Chilterns Cycleway is also an extensive 170-mile circular route largely following minor roads.
The picturesque countryside and wooded stretches are enjoyable throughout much of the year. Spring and autumn offer pleasant temperatures and beautiful scenery, with spring bringing wildflowers like bluebells to areas like Cowleaze Wood. Summer is also popular, though some climbs can be more strenuous in warmer weather.
The routes often pass through historic villages and lively market towns within Buckinghamshire and Oxfordshire. These provide convenient stops where you can find cafes and pubs to refuel and relax during your ride.
For more ambitious cyclists, Princes Risborough is an excellent base for exploring the wider Chilterns Cycleway, which features undulating terrain with steep climbs and descents. Routes like the Radnage Lane β Dolesden Lane loop from Princes Risborough, with over 660 meters of elevation gain, offer a significant physical challenge.
The region is rich in natural beauty, characterized by picturesque countryside, quiet lanes, and wooded stretches. You'll enjoy long views across Buckinghamshire and Oxfordshire, and may even spot local wildlife, including the impressive red kite, which thrives in the area. Highlights like Bacombe Hill Local Nature Reserve offer opportunities to experience the local flora and fauna.
The road cycling routes in Princes Risborough are highly rated by the komoot community, with an average score of 4.6 stars from over 20 reviews. Cyclists often praise the varied terrain, quiet country lanes, and the scenic beauty of the Chiltern Hills.
Beyond the cycling itself, you can explore attractions such as the The Phoenix Trail with its art installations, or historical sites like Hughenden Manor. The Chinnor & Princes Risborough Railway, a heritage railway, is also nearby for those interested in local history.
The routes vary significantly. For example, the National Byway: Bernwood Forest Loop is about 51.4 km with 430 meters of elevation gain, while the Great Milton Common β Spire & Spoke loop from Monks Risborough is longer at 71.8 km with 387 meters of elevation. You'll find a range from shorter, flatter rides to longer, more challenging ascents.


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