4.6
(188)
9,821
riders
509
rides
Road cycling in Chilterns AONB offers diverse terrain characterized by its hilly nature, featuring undulating routes with both steep climbs and descents. The region is known for its dramatic chalk escarpment, extensive woodlands, and rolling hills and valleys. Cyclists can explore a network of minor roads that traverse historic villages and market towns across Buckinghamshire, Oxfordshire, Bedfordshire, and Hertfordshire.
Last updated: May 23, 2026
4.5
(11)
193
riders
38.8km
01:39
210m
210m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(2)
128
riders
65.0km
03:04
630m
630m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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5.0
(1)
104
riders
90.9km
04:06
840m
840m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.5
(2)
104
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.8
(12)
102
riders
32.7km
01:25
280m
280m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Popular around Chilterns Aonb
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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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Best cycling cafe in the area. Great views and coffee.
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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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The Chilterns National Landscape is characterized by its hilly nature, offering undulating routes with both steep climbs and descents. You'll encounter dramatic chalk escarpments, extensive woodlands, and rolling hills and valleys. The region is known for its 'short but brutal climbs' like The Hale (up to 23% gradient) and the Mur de Missenden (up to 30% gradient), alongside more gentle sections.
There are over 500 road cycling routes available in the Chilterns National Landscape, catering to various fitness levels. These range from easy rides to those requiring very good fitness, with options for both short loops and longer excursions.
Yes, the region is well-suited for circular routes. A prominent example is the 170-mile Chilterns Cycleway, which is over 95% on-road and allows cyclists to explore the breadth of the National Landscape. Many other loops are also available, such as the Aldbury Village Pond β Ivinghoe Beacon Climb loop from Chesham.
The Chilterns offers numerous scenic viewpoints and historic landmarks. You can cycle past the highest viewpoint at Coombe Hill Viewpoint and Boer War Memorial, or visit Ivinghoe Beacon, which provides expansive panoramas. Other attractions include historic villages, market towns, and National Trust properties like Ashridge House.
The Chilterns National Landscape is enjoyable for road cycling throughout much of the year. Spring is particularly beautiful when bluebells carpet the extensive beechwoods. The undulating terrain and varied landscapes make it a great destination from spring through autumn. While mostly paved, be aware that a few unsurfaced sections on routes like the Chilterns Cycleway might be rutted or muddy, especially after rain.
Yes, the Chilterns National Landscape offers routes for various abilities. While many routes feature challenging climbs, there are also easier options. For example, the Temperance Hall, Chesham β A Little Street Kitchen loop from Chesham is an easy 24-mile route with varied gradients, suitable for those looking for a less strenuous ride.
Absolutely. The region is dotted with historic villages and lively market towns, many of which feature country pubs and cafes perfect for a refreshment stop during your ride. The Chilterns Cycleway, for instance, passes through numerous such establishments, making it easy to plan a route with breaks.
The Chilterns National Landscape is highly rated by the komoot community, with an average score of 4.6 stars from over 180 reviews. Cyclists frequently praise the diverse terrain, the challenging climbs, and the stunning natural beauty, including the dramatic chalk escarpment and extensive woodlands. The network of minor roads passing through charming villages is also a highlight.
Definitely. The Chilterns National Landscape is renowned for its challenging climbs, often described as 'short but brutal.' Routes like the Winchmore Hill β Marlow Suspension Bridge loop from Great Missenden offer significant elevation gain over 40 miles, while ascents like The Hale and Mur de Missenden provide steep gradients for those looking to test their limits.
The Chilterns National Landscape is well-connected by public transport, particularly by train, with lines running from London into towns like Amersham, Berkhamsted, and Wendover. Many routes can be started from or near these towns, allowing for easy access without a car. It's advisable to check specific train operator policies regarding bikes during peak hours.
Parking is generally available in the various market towns and villages throughout the Chilterns National Landscape, such as Chesham, Great Missenden, and Henley-on-Thames. Many routes start from locations with public car parks, making it convenient to begin your ride. Always check local signage for parking restrictions and fees.


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