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United Kingdom
England
South East England
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Chiltern

Chesham Bois

The best cycling routes around Chesham Bois

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.

Best touring cycling routes around Chesham Bois

  • The most popular touring cycling route is Chiltern Heritage Trail: Harding and Hampden Route, a difficult 42.8 miles (68.8 km) trail that takes 4…

Last updated: April 26, 2026

4.0

(1)

9

riders

#1.

Chiltern Heritage Trail: Harding and Hampden Route

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

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Hard

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Popular around Chesham Bois

Chilterns heritage routes — road and off-road rides in the Chiltern Hills

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Chilterns heritage routes — road and off-road rides in the Chiltern Hills

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Tips from the Community

Jon Proctor
September 14, 2025, Chiltern Velo Café

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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Frequently Asked Questions

How many touring cycling routes are available around Chesham Bois?

There are over 250 touring cycling routes in the Chesham Bois area, offering a wide variety of options for different skill levels and preferences.

What kind of terrain can I expect on touring cycling routes in Chesham Bois?

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.

Are there easy touring cycling routes suitable for beginners in Chesham Bois?

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.

Are there challenging touring cycling routes for experienced cyclists?

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.

Can I find circular touring cycling routes around Chesham Bois?

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.

What scenic attractions or landmarks can I see along the touring cycling routes?

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.

Are there any notable lakes or ponds to visit while cycling?

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.

What is the best time of year for touring cycling in Chesham Bois?

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.

Are there places to stop for refreshments like cafes or pubs along the routes?

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.

What do other touring cyclists enjoy the most about touring cycling in Chesham Bois?

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.

Is parking available near the touring cycling routes in Chesham Bois?

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.

Are there any routes that offer views of windmills?

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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