Chilterns Cycleway: Rickmansworth to Princes Risborough Loop
Chilterns Cycleway: Rickmansworth to Princes Risborough Loop
5.0
(1)
12
riders
05:20
84.3km
730m
Cycling
Embark on the Chilterns Cycleway: Rickmansworth to Princes Risborough Loop for a challenging touring bicycle adventure through the Chilterns National Landscape. This difficult route spans 52.4 miles (84.3 km) and features a significant 2381 feet (726 metres) of elevation gain, taking approximately 5 hours and 19 minutes to complete. You…
Last updated: April 23, 2026
Waypoints
Start point
Bus stop
Get Directions
3.28 km
Highlight (Segment) • River
Tip by
24.1 km
Highlight • Monument
Tip by
38.0 km
Highlight (Segment) • Viewpoint
Tip by
43.5 km
Highlight (Segment) • Viewpoint
Tip by
61.8 km
Highlight • Viewpoint
Tip by
78.3 km
Highlight (Segment) • Trail
Tip by
84.3 km
End point
Bus stop
Way Types & Surfaces
Way Types
58.7 km
8.45 km
7.50 km
4.96 km
4.78 km
< 100 m
Surfaces
48.6 km
30.2 km
3.61 km
1.17 km
787 m
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Elevation
Highest point (250 m)
Lowest point (40 m)
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Weather
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Today
Wednesday 6 May
17°C
6°C
21 %
Additional weather tips
Max wind speed: 11.0 km/h
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This route was planned by komoot.
This loop is considered a difficult touring bicycle ride, requiring a very good level of fitness. The Chilterns are known for their undulating terrain, featuring numerous steep climbs and descents. It's not recommended for novices and requires experience cycling on roads with traffic.
The route primarily uses minor roads, but also incorporates sections of towpaths, surfaced cycle paths, and bridleways. While some parts have smooth tarmac, you'll encounter unsurfaced sections that can be rutted, muddy, and slippery due to chalk, especially after rain. A mountain bike or gravel bike might be more suitable than a road bike, particularly in wet conditions.
Rickmansworth offers parking options, and Princes Risborough is an attractive market town with a railway station, making it a convenient starting or ending point. The Chilterns Cycleway is flexible, allowing you to begin at any point and ride in either direction.
While the route uses many roads and some dedicated cycle paths, sections also include bridleways and towpaths. If you plan to bring a dog, ensure they are well-behaved and can handle the varied terrain, including potential traffic and unsurfaced paths. Always keep dogs under control, especially near livestock or on busy sections.
The Chilterns offer beautiful scenery year-round, but spring and summer generally provide the most pleasant cycling conditions. Autumn brings vibrant foliage. Be aware that unsurfaced sections can become very muddy and slippery after rain, particularly in winter, making the ride more challenging.
No, there are no specific permits or entrance fees required to cycle this route within the Chilterns National Landscape. It's freely accessible to the public. However, always respect private land and follow local signage.
The loop traverses the beautiful Chilterns National Landscape, offering quiet woodlands, rolling chalk hills, and wonderful open views. You'll pass by the Colne Valley Trail, Grove's Windmill, Coleshill, and enjoy descents with views like the Descent at John Hampden Monument and Descent Into Princes Risborough, Chilterns. The The Lee Village Green and Chorleywood Common Scenic Route are also notable spots.
Yes, the route passes through charming, picturesque villages with traditional inns and pubs, providing ample opportunities to stop for refreshments. You'll find places to refuel, especially in the villages along the way.
Yes, the route incorporates sections of several other paths. You'll find yourself on parts of the Chilterns Cycleway, Milton Route, Hampden Route, NCN National Route 57, and the Colne Valley Trail, among others.
Given the varied terrain, which includes both smooth tarmac and potentially rutted, muddy unsurfaced sections, a gravel bike or mountain bike would be ideal. While much of it is on-road, a road bike with slick tires might struggle on the rougher or wet sections.
Due to its 'difficult' grading, hilly terrain, and sections requiring experience cycling on roads with traffic, this specific loop is not recommended for beginners or young families. It's best suited for experienced touring cyclists with good fitness.