4.6
(205)
11,474
riders
513
rides
Road cycling around Little Missenden offers routes through the picturesque Chilterns Area of Outstanding Natural Beauty. The region is characterized by rolling hills, woodlands, and the rare chalk stream of the River Misbourne. Cyclists will encounter undulating terrain with some steep climbs, providing varied challenges. Coombe Hill, a high point in the Chilterns, offers expansive views over the Aylesbury Vale.
Last updated: May 16, 2026
5.0
(3)
157
riders
42.2km
01:57
350m
350m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3.7
(3)
34
riders
39.5km
02:03
400m
400m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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29
riders
29.9km
01:30
300m
300m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
25
riders
28.2km
01:25
330m
330m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
22
riders
34.8km
01:34
250m
250m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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The walk starts out from Amersham town centre. Highly recommended for breakfast before starting the hike is Sycamore, my personal favourite place for breakfast in Amersham with a variety of food options and excellent coffee (make sure to try the Figgy Anzac cookies!). Other good options are Nena Craft Bakery and A Little Street Kitchen which are both nearby.
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Truly a village that is steeped in olde worlde charm. Some great restaurants and pubs. The history seeps through its pores. The Kings Arms Hotel & The Crown Hotel & Pub in Amersham, was the set of a scene the 4 Weddings and a funeral movie.
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In the summer there are tours for £3 donation from 2pm on Sunday
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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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Beautiful town and perfect to finish off hike/ walking trail, great choice of Café, try sitting outside @ Amersham House for coffee/ brunch
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Winchmore Hill goes back to the 12th century: there used to be a small settlement here supporting farms grouped around a Common and a pond (those were the days). In 1958, the pond was filled in, but luckily the Common is still here, on the edge of what used to be Wycombe Heath: 4,000 acres of open common land providing grazing for animals and material for firewood. It's a lovely hamlet. There is a great information board, from which you can learn more about the history of the place. And a good pub in a village can never be wrong! - so make sure you make a stop at The Plough!
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The history of the village of St Leonard's is tightly connected with the chapel of Leonard's - and this dates back to the 12th century. The present church, however, was built in the 15th century. As many such places, it has had a tumultuous history. For instance, after the Dissolution of the Monasteries, the chapel continued being used and Queen Elizabeth inquired in 1586 into why the chapel and the lands had not reverted to the Crown. The church feel into disrepair in the 17th century. What can be seen today is in the simple Queen Anne style, and was rebuilt around 1700s. The whitewashed walls are striking and give the church a unique look. In the winter, it can look brilliant after snow, and in the spring, when the snowdrops come up (plenty of them in the church grounds), it also looks terrific.
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As English villages in the Chiltern Hills go, this one is one of the most attractive. This is the kind of place I tend to think of when I read Agatha Christie's Miss Marple. The village name is Anglo-Saxon and means "a woodland clearing". Another little fun fact: Sir Arthur Lasenby Liberty (1843–1917), proprietor of the famous Regent Street (London) store, Liberty & Co., lived here and built a Manor house here in 1900. He was associated with the Art Nouveau style.
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There are over 500 road cycling routes available around Little Missenden, offering a wide range of options for all skill levels. The komoot community has highly rated these routes, with an average score of 4.6 stars.
Road cycling routes around Little Missenden, nestled in the Chilterns AONB, feature undulating terrain with rolling hills and some steep climbs. Most routes are on paved surfaces, making them ideal for road bikes. You'll cycle through picturesque woodlands and charming villages.
Yes, the region offers routes with notable climbs for those seeking a challenge. For instance, The Crong Hill Climb – The Lee Village Green loop from Chiltern District is a moderate route that includes significant elevation gain and scenic views over the surrounding area.
Yes, there are numerous easy routes suitable for beginners or those looking for a more relaxed ride. An example is the Bryants Bottom Road – Lacey Green Windmill loop from Hazlemere, which leads through rolling hills and quiet lanes, offering a pleasant experience.
Many routes offer stunning views. Coombe Hill, the highest point in the Chilterns, provides expansive vistas over the Aylesbury Vale and even as far as the Cotswolds on a clear day. You can find viewpoints like Coombe Hill Viewpoint and Boer War Memorial and View from Beacon Hill along various routes.
Absolutely. The area is rich in natural and historical landmarks. You might pass by the rare chalk stream of the River Misbourne, or explore charming villages. Nearby Great Missenden is home to the Roald Dahl Museum and Story Centre. Natural highlights include Bacombe Hill Local Nature Reserve and the Coombe Hill Monument.
Yes, many of the road cycling routes around Little Missenden are circular, allowing you to start and finish in the same location. For example, the Matilda's Bistro Café – Roald Dahl Museum loop from Little Missenden offers a moderate circular ride.
The Chilterns are beautiful year-round, but spring and autumn offer particularly pleasant conditions for road cycling with milder temperatures and vibrant scenery. Summer is also popular, though routes can be busier. Winter cycling is possible, but be mindful of potentially colder, wetter conditions.
Yes, the charming villages in the area, including Little Missenden itself, offer opportunities for refreshments. Little Missenden has traditional pubs like The Red Lion, and nearby Great Missenden also provides cafes and eateries. The The Plough, Winchmore Hill – Old Amersham Town Centre loop from Hazlemere is an example of a route that passes through villages with such amenities.
The area is highly rated by the komoot community, with an average score of 4.6 stars from over 180 reviews. Cyclists frequently praise the picturesque Chilterns landscape, the variety of routes catering to different abilities, and the charming villages that offer pleasant stops along the way.
While Little Missenden itself is a quiet village, nearby Great Missenden is connected to the National Cycle Network Route 57 and has train services, which can provide access to the wider area for cyclists looking to start their rides there.


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