Great And Little Hampden
Great And Little Hampden
4.5
(175)
8,233
riders
382
rides
Road cycling routes around Great And Little Hampden traverse the undulating Chiltern Hills Area of Outstanding Natural Beauty. The terrain features steady inclines and descents, providing a varied cycling experience. Cyclists encounter picturesque beech woodlands and open vistas, particularly from elevated points like Coombe Hill, which offers views across the Aylesbury Vale. The region's geology contributes to its rolling landscape, making it suitable for road cycling.
Last updated: July 25, 2026
4.0
(1)
40
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
39
riders
38.8km
01:58
410m
410m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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36
riders
36.1km
01:48
440m
440m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3.0
(1)
30
riders
31.6km
01:35
290m
290m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(1)
11
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Stop at No2 Pound Street (adjacent to the mini roundabout up the hill) Their main business is a delicatessen specialising in cheese and wine ... but you can grab a tea/cofffee with cake or a toastie, Sit outside or in depending on the weather! Highly recommended. If you've room in your saddlebag, grab a bottle of wine, with some excellent cheese, having taken note of the expert advice from the staff!
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In the summer there are tours for Β£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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Pednor House is a Grade II listed building in Chartridge, Buckinghamshire. Originally a 17th-century farmhouse, it was enlarged in 1910 under the architects Forbes and Tate in the Arts and Crafts style. The house is a large U-shaped structure with a cylindrical dovecote and stands in a beautiful setting. The grounds were originally designed by Gertrude Jekyll.
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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 (1843β1917), 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 370 road cycling routes available around Great And Little Hampden, offering a wide range of options for different skill levels and preferences. The komoot community has rated these routes highly, with an average score of 4.5 stars.
The terrain around Great And Little Hampden is characterized by the undulating hills of the Chilterns, providing a varied and engaging cycling experience. You can expect both steady inclines and descents, with routes frequently passing through picturesque beech woodlands and open vistas. The general rolling landscape offers a continuous challenge for cyclists.
Road cyclists can enjoy stunning views, particularly from elevated points like Coombe Hill Viewpoint and Boer War Memorial, which offers far-reaching vistas across the Aylesbury Vale. The routes often pass through picturesque beech woodlands, and in spring, areas adorned with bluebells. Keep an eye out for Red Kites, a bird of prey common in the region, soaring overhead.
Yes, several notable landmarks can be incorporated into your rides. Besides the prominent Coombe Hill Viewpoint and Boer War Memorial, you might encounter the distinctive chalk hill carving of Whiteleaf Cross near Princes Risborough, known for its challenging climb. Many routes also pass through charming villages characteristic of the Chilterns.
Yes, there are routes suitable for beginners. For example, the Penfold Lane β Temperance Hall, Chesham loop from Prestwood is an easy 31.6 km route with moderate elevation gain, offering a good introduction to the area's cycling. There are 143 easy routes in total, providing gentler options.
For more challenging rides, the Chilterns offer significant climbs. Coombe Hill features a 3.2 km climb via Coombe Road with an average gradient of 5.2%. The 'Whiteleaf Climb' from Monks Risborough is also known for its increasing steepness. Routes starting from nearby Great Missenden often incorporate tougher climbs like Whiteleaf, Wardrobes Lane, Kingston Hill, and Watlington Hill Road, forming part of what's known as the 'Chiltern 100'. There are 18 difficult routes available for experienced cyclists.
The best time for road cycling in Great And Little Hampden is generally from spring through autumn. Spring offers the beauty of bluebells in the woodlands, while summer provides longer daylight hours. Autumn brings vibrant foliage. While cycling is possible year-round, be prepared for potentially wet or icy conditions in winter, and always check local weather forecasts.
While specific dedicated cyclist parking isn't detailed, Great And Little Hampden and surrounding villages like Great Missenden offer various public parking options. It's advisable to check local council websites or parking apps for specific car park locations and charges before your visit.
Great And Little Hampden are located within the Chiltern Hills, and nearby towns like Great Missenden have train stations with connections to London Marylebone. You should check the specific train operator's policy regarding bikes, as restrictions often apply during peak hours. Buses also serve the area, but bike carriage is usually limited to folding bikes.
Yes, the Chilterns region is dotted with charming villages and market towns that offer cafes and pubs. Many routes will pass through or near these establishments, providing opportunities for refreshments and breaks. Great Missenden, for instance, is a popular starting point and offers several options for cyclists.
While the Chilterns are known for their undulating terrain, there are quieter roads and less challenging loops that can be suitable for families with older children or those seeking a more relaxed ride. It's recommended to choose routes with lower elevation gain and less traffic, such as some of the 143 easy routes available, and always assess the route's suitability for your family's experience level.
The area is highly rated by the komoot community, with an average score of 4.5 stars from over 130 reviews. Reviewers often praise the picturesque landscapes, the engaging undulating terrain, and the stunning views from elevated points. The variety of routes, from moderate challenges like the The Lee Village Green β Temperance Hall, Chesham loop from Prestwood to easier options, is also frequently highlighted.


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