4.6
(26)
889
riders
24
rides
Road cycling around Princes Risborough offers diverse terrain within the Chiltern Hills Area of Outstanding Natural Beauty. The region features wooded hills, chalk grasslands, and the expansive Vale of Aylesbury, providing varied elevation profiles for cyclists. Routes often include climbs to viewpoints like Coombe Hill and Whiteleaf Hill, which offer panoramic vistas. The landscape transitions from challenging ascents in the hills to flatter sections across the vale, catering to different cycling preferences.
Last updated: July 1, 2026
4.8
(5)
55
riders
51.4km
03:11
430m
430m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(1)
39
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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20
riders
26.5km
01:26
310m
310m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
17
riders
49.0km
02:09
350m
350m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
10
riders
97.7km
05:10
1,240m
1,240m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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This is a short tough climb which demands your full attention. Loved it.
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In the summer there are tours for Β£3 donation from 2pm on Sunday
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This lovely country road travels through the charming village of Bishopstone and allows you to soak up wide open spaces and far-reaching views. There is a nearby pub called The Harrow which is a great place to refuel.
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Chesham Lane climbs from 492 feet (150m) at the A413 London Road to Kingsash at 735 feet (224m). It's quite steep near the top and watch out for the hairpins on the way down.
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Stunning little pond on Penn Common with a charming pub nearby. A great place to stop for a break, or just to enjoy the view as you ride past. Especially beautiful as the sun is going down.
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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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Unless we didnβt find the right entrance to this path at the Princes Risborough end, off Lower Icknield Way, there is no way this is a bike path for a while. Right next to Horsenden Farms is a Pink Route that goes over thick grass (not rideable) and as far as we could see, still on grass with thick thorny weeds - we decided to give up and turn back. The track leading to Horsenden Farm is signposted as not having access to Phoenix Trail. We did not find any signs pointing to the trail around where the maps say it is.
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There are over 25 dedicated no-traffic road cycling routes around Princes Risborough, catering to various skill levels. You'll find a good mix of easy, moderate, and challenging rides to explore the Chiltern Hills.
Yes, Princes Risborough offers several easy, traffic-free routes perfect for beginners or families. The well-known Phoenix Trail, running between Princes Risborough and Thame, is a flat, well-surfaced route ideal for a relaxed ride. While specific routes for families are not listed, many of the 10 easy routes available are suitable for a leisurely pace.
The terrain around Princes Risborough, nestled in the Chiltern Hills, is quite varied. You can expect a mix of challenging climbs and scenic routes through picturesque countryside. While some routes are relatively flat, like sections of the Phoenix Trail, others will test your fitness with significant elevation gains, offering rewarding views.
The Chiltern Hills offer stunning viewpoints. Coombe Hill is the highest viewpoint, providing panoramic views over the Aylesbury Vale. You can also find scenic spots like the Coombe Hill Viewpoint and Boer War Memorial or the View from Chinnor Hill Nature Reserve. The prominent Whiteleaf Cross, carved into the hillside, is another iconic landmark visible from many routes.
Yes, many of the routes are designed as loops, allowing you to start and finish in the same location. For example, the Lacey Green Windmill β Matilda's Bistro CafΓ© loop from Princes Risborough is a moderate 42 km ride that brings you back to your starting point.
The area is highly rated by the komoot community, with an average score of 4.6 stars. Reviewers often praise the quiet, scenic roads, the diverse landscapes of the Chilterns, and the rewarding views from various hilltops, making it an excellent destination for traffic-free road cycling.
While specific cafes and pubs are not always explicitly listed on every route, many routes pass through or near villages where you can find refreshment stops. The Lacey Green Windmill β Matilda's Bistro CafΓ© loop, for instance, suggests a cafΓ© stop. Princes Risborough itself also offers various options for post-ride refreshments.
Absolutely. For experienced riders seeking a challenge, there are several difficult routes available. The Penn Village β Danger Grove Climb loop from Princes Risborough is a demanding 97 km route with significant elevation gain, offering a substantial workout and stunning scenery.
The Chiltern Hills are beautiful year-round, but spring and autumn often offer the most pleasant conditions for cycling. Spring brings wildflowers and milder temperatures, while autumn provides stunning foliage. Summer can be great, but be prepared for warmer weather. Winter rides are possible, but check weather conditions for ice or heavy rain.
Yes, the region is famous for its population of red kites. You'll often spot these impressive birds of prey soaring above the Chiltern Hills, adding a unique natural element to your ride. The chalk grassland of Coombe Hill is also a Site of Special Scientific Interest, known for its diverse wildflowers and butterflies.
Princes Risborough, as a market town, offers various parking options. Many routes start from or pass through the town, making it convenient to park and begin your ride. Specific parking details for individual routes are usually available on their respective komoot pages.


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