4.9
(32)
386
riders
40
rides
No traffic touring cycling routes around Chesham are situated within the Chiltern Hills Area of Outstanding Natural Beauty, characterized by rolling hills, ancient woodlands, and scenic valleys. The region features varied terrain, including climbs and descents, with chalk grassland habitats. The tranquil Chess Valley offers gentler riverside paths and wet woodlands, providing diverse cycling environments. This landscape provides a network of country lanes and dedicated cycleways suitable for touring cyclists.
Last updated: May 19, 2026
5.0
(1)
26
riders
49.5km
03:09
530m
530m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
16
riders
94.9km
05:52
900m
900m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Sign up for free
5.0
(7)
28
riders
40.6km
02:32
310m
310m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
20
riders
49.2km
03:03
430m
430m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
16
riders
43.8km
02:49
390m
390m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Best cycling cafe in the area. Great views and coffee.
0
0
Today, only a few of them are still in operation in their original function; instead, they often serve as mere technical and historical monuments to a long tradition of craftsmanship: The heavy millstones inside were moved solely by the power of the wind, for example, grinding grain into flour (so-called grain mills) or pressing oil from fruits (e.g., olives) (so-called oil mills). Thus, these old windmills are the best proof that people were clever enough to harness the power of the wind several centuries ago – long before the discovery of electricity and the inventions that followed it.
0
0
Great cycling themed cafe with a large terrace and plenty of bike space. Well worth a stop off on a Chilterns ride.
0
0
Ashridge Estate is a large area of ancient trees, chalk downland and meadows in an area of Outstanding Natural Beauty. It's been managed by the National Trust since 1926.
0
0
Really nice gentle climb up the hill on a great surface.
0
0
Lovely little town, had a roast dinner here in a Japanese restaurant of all things!
0
0
A decent coffee and cake stop. Bike workshop too for those who are local!
0
0
Café is still around in 2024. :) It's got a nice terrace at the back (incl. bike racks).
0
0
There are over 40 dedicated no-traffic touring cycling routes around Chesham, offering a wide range of experiences. These routes are designed to keep you away from busy roads, allowing you to enjoy the picturesque Chiltern Hills and Chess Valley in peace. You'll find routes suitable for various fitness levels, from moderate to difficult.
The Chesham area, nestled within the Chiltern Hills Area of Outstanding Natural Beauty (AONB), features varied terrain. You can expect rolling hills, ancient woodlands, and scenic valleys, which means routes will include both climbs and descents. The Chess Valley offers more gentle riverside paths, while other areas provide more challenging elevation gains. This diversity ensures a rewarding experience for touring cyclists.
Yes, Chesham is well-connected to longer cycling networks. Sections of the 273km (170-mile) Chilterns Cycleway pass through the area, offering extensive on-road routes that can be explored in sections. Additionally, National Cycle Route 57, a 101km (63-mile) Sustrans route, also goes through Chesham, showcasing some of the finest Chilterns scenery. These routes often utilize quiet country lanes, bridleways, and byways to minimize traffic.
Many routes will take you through the stunning Chiltern Hills, offering breathtaking views over the Aylesbury Vale. You might encounter rare chalk grassland habitats rich in wildflowers and butterflies. Specific highlights include Coombe Hill Viewpoint and Boer War Memorial, Bridgewater Monument, and the tranquil River Chess. Charming villages like Aldbury, with its historic pond, are also common sights. For example, the route Aldbury Village Pond – Pednor Road loop from Chesham passes through some of these scenic areas.
The komoot community highly rates the touring cycling experience around Chesham, with an average score of 4.8 stars. Reviewers often praise the peacefulness of the routes, the stunning natural beauty of the Chilterns, and the variety of terrain that keeps rides interesting. The ability to explore ancient woodlands and charming villages without significant traffic is a frequently highlighted benefit.
While many routes in the Chilterns involve some elevation, there are options suitable for families looking for quieter rides. The tranquil riverside paths of the Chess Valley offer a more gentle experience. Look for routes categorized as 'easy' in the guide, which typically feature less challenging terrain and shorter distances, making them more accessible for families. Always check the route details for elevation and distance before you go.
Yes, Chesham is accessible by public transport, which can be convenient for cyclists. Non-folding bicycles can be transported on the Metropolitan line outside of peak times, making it easy to start your cycling adventure directly from Chesham. This allows you to reach the starting points of many routes without needing a car.
Chesham offers various parking options within the town, which can serve as a convenient starting point for your cycling tour. Lowndes Park, in the heart of Chesham, is a good central location. Always check local council websites or parking apps for current parking availability, restrictions, and fees before your visit.
The no-traffic routes are designed to be quiet year-round. However, for the most pleasant cycling conditions, spring (April-May) and autumn (September-October) are often ideal, with milder temperatures and beautiful scenery. Summer offers longer daylight hours but can be warmer. Winter cycling is possible, but be prepared for colder weather and potentially muddy sections, especially in woodlands. Weekdays generally see less activity than weekends on all routes.
Yes, many of the no-traffic touring cycling routes around Chesham are designed as circular loops, allowing you to start and end in the same location. For example, the Chesham Clock Tower – Flaunden Village loop from Chesham is a moderate circular route. This design is convenient for exploring the diverse landscapes of the Chilterns without needing to retrace your steps. You can find several other circular options listed in this guide.
Generally, no specific permits are required for cycling on public bridleways, byways, or quiet lanes within the Chilterns Area of Outstanding Natural Beauty (AONB). However, always ensure you are cycling on designated paths and respect private land. Some specific areas or events might have their own rules, so it's always good practice to check local signage or official Chilterns AONB resources if you plan to deviate from established routes.


Browse the best Cycling routes in other regions.