4.5
(180)
2,816
riders
247
rides
Touring cycling around Chesham Bois features routes through the rolling hills and woodlands of the Chilterns, an Area of Outstanding Natural Beauty. The landscape is characterized by quiet country lanes connecting picturesque villages and open countryside. Elevations are generally moderate, with gradual ascents and descents across the region.
Last updated: April 26, 2026
4.0
(1)
9
riders
68.8km
04:11
550m
550m
Cycle the challenging 42.7-mile Chiltern Heritage Trail: Harding and Hampden Route through the Chilterns AONB, featuring steep climbs and sc
4.5
(8)
30
riders
42.1km
02:39
370m
370m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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50
riders
46.1km
02:49
310m
310m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.3
(3)
12
riders
42.8km
02:50
390m
390m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3.5
(2)
30
riders
30.6km
01:53
200m
200m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Best cycling cafe in the area. Great views and coffee.
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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.
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Great cycling themed cafe with a large terrace and plenty of bike space. Well worth a stop off on a Chilterns ride.
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Really nice gravel trail, a little sticky in places when wet, however my friend did this on schwalbe marathons so even a Hybrid should get down this.
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Very nice for cycling, except the very last bit towards the Chalfont road end, as it was quite muddy with big potholes that you can see as it is a very shaded section
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Lovely climb at a good steady pace and not too difficult even if loaded with supplies.
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Lovely little town, had a roast dinner here in a Japanese restaurant of all things!
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A decent coffee and cake stop. Bike workshop too for those who are local!
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There are over 250 touring cycling routes in the Chesham Bois area, offering a wide variety of options for different skill levels and preferences.
The routes in Chesham Bois traverse the rolling hills and woodlands of the Chilterns, an Area of Outstanding Natural Beauty. You'll find quiet country lanes connecting picturesque villages and open countryside, with generally moderate elevations featuring gradual ascents and descents.
Yes, Chesham Bois offers over 60 easy touring cycling routes. These routes are generally shorter with less elevation gain, making them ideal for beginners or those looking for a relaxed ride. While specific easy routes aren't highlighted here, many options exist for a gentle introduction to the area's cycling.
Absolutely. For experienced cyclists seeking a challenge, there are over 60 difficult routes. One such route is the Chiltern Heritage Trail: Harding and Hampden Route, a demanding 42.8-mile (68.8 km) journey exploring historical estates and varied Chilterns terrain.
Many of the touring cycling routes in Chesham Bois are designed as loops, allowing you to start and finish in the same location. An example is the Great Missenden village – The Lee Village Green loop from Amersham, which connects charming villages with scenic countryside stretches.
The routes often pass by interesting landmarks and natural features. You might encounter historical sites like Little Hampden Church or Hawridge Windmill. The area also features charming village centers such as Old Amersham Town Centre.
Yes, the region around Chesham Bois features several picturesque water bodies. You could cycle past Shardeloes Lake, Penn Common Pond, or the Coleshill Duck Pond, offering lovely spots for a break.
Spring and autumn are generally considered the best times for touring cycling in Chesham Bois. The weather is usually mild, and the landscapes are particularly beautiful with spring blossoms or autumn foliage. Summer can also be pleasant, though routes might be busier, and winter can offer crisp rides, but some paths may be muddy or icy.
Yes, many touring cycling routes in Chesham Bois pass through or near charming villages that offer opportunities for refreshments. You'll often find traditional pubs and local cafes where you can take a break. For example, the The Lee Village Green – Chiltern Velo Café loop from Amersham specifically mentions a local café.
The area is highly rated by the komoot community, with an average score of 4.5 stars from over 170 reviews. Reviewers often praise the quiet country lanes, the varied terrain of the Chilterns, and the picturesque villages that make for enjoyable and scenic rides.
Parking is generally available in and around the villages that serve as common starting points for routes, such as Amersham or Great Missenden. Many routes begin from areas with public car parks, though it's always advisable to check local parking regulations and availability beforehand, especially during peak times.
Yes, you can find routes that pass by historic windmills. The Grove's Windmill, Coleshill – Amersham Community Mural loop from Amersham is one such route that includes a windmill as a point of interest.


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