4.5
(123)
7,365
riders
367
rides
Road cycling routes around Wycombe traverse the undulating terrain of the Chiltern Hills, an Area of Outstanding Natural Beauty. This region features varied landscapes, including woodlands and chalk downland, with routes that incorporate both challenging climbs and gentler sections. The area also encompasses parts of the River Thames Valley, offering routes that cross the river. The topography provides diverse road cycling experiences across Buckinghamshire.
Last updated: April 24, 2026
4.8
(5)
56
riders
51.4km
03:11
430m
430m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
26
riders
92.5km
03:59
660m
660m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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4.5
(12)
152
riders
28.5km
01:26
260m
260m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(3)
144
riders
40.2km
01:36
160m
160m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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.
5.0
(1)
128
riders
86.9km
03:50
730m
730m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.5
(2)
104
riders
52.0km
02:22
550m
550m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
87
riders
64.5km
03:05
640m
640m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.0
(1)
95
riders
28.1km
01:10
160m
160m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4.0
(1)
75
riders
45.6km
02:07
400m
400m
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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Best cycling cafe in the area. Great views and coffee.
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In the summer there are tours for £3 donation from 2pm on Sunday
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Wycombe and the surrounding Chiltern Hills offer a wide variety of road cycling experiences. There are over 360 road cycling routes available, catering to different skill levels from easy to difficult.
The terrain around Wycombe is largely defined by the Chiltern Hills, an Area of Outstanding Natural Beauty. You can expect an undulating landscape with a mix of challenging climbs and descents, as well as gentler sections. Routes often traverse woodlands, chalk downland, and parts of the River Thames Valley.
Yes, there are routes suitable for beginners and families. For example, the Penn Common Pond – Penn Village loop from Hazlemere is an easy 17.7-mile trail that leads through historic villages. Another easy option is the Marlow Suspension Bridge – Hambleden Weir loop from Marlow, which is 28.1 miles long. The Phoenix Trail, a 5-mile traffic-free path between Thame and Princes Risborough, is also ideal for relaxed family rides.
For more experienced riders seeking a challenge, the Chiltern Hills offer routes with tough climbs. The Aston Hill Climb – Ewelme Village loop from Marlow is a moderate 54-mile route with significant elevation gain. Routes incorporating climbs like Whiteleaf, Wardrobes Lane, Kingston Hill, and Watlington Hill Road are known for their difficulty.
Road cycling routes in the Chilterns offer stunning scenery. You can pass through majestic rolling hillsides, peaceful bluebell-lined woodland trails, and chalk downland. Some routes cross the River Thames at charming locks. Notable landmarks include the elegant West Wycombe House, a sparkling lake with a tiny cascade at West Wycombe Park, and various 18th-century garden monuments like the Music Temple and the Temple of Apollo.
Yes, the Chiltern Hills offer several viewpoints. You might encounter highlights such as the Coombe Hill Viewpoint and Boer War Memorial, View from Chinnor Hill Nature Reserve, and Brush Hill Viewpoint, offering panoramic views of the surrounding landscape.
Many road cycling routes around Wycombe are designed as loops, allowing you to start and finish at the same point. Examples include the National Byway: Bernwood Forest Loop and the Sightseeing in Oxford loop via the Chiltern Hills. The Chilterns Cycleway itself is a substantial 170-mile circular route.
While specific parking details vary by route, many routes start from towns or villages with public parking facilities. For example, the Ashridge Estate Visitor Centre, near Berkhamsted, offers bike parking and is a convenient starting point for many routes.
Wycombe and its surrounding towns are generally well-connected by public transport, including train services that can take you to various starting points for routes in the Chilterns. It's advisable to check specific train operator policies regarding bikes during peak hours.
The Chiltern Hills offer rewarding cycling experiences throughout much of the year. Spring and autumn provide pleasant temperatures and beautiful scenery, with bluebells in the woodlands during spring. Summer is also popular, though some sections of the Chilterns Cycleway can experience heavy traffic during rush hour. Always check weather conditions before heading out.
Absolutely. Many routes weave through charming historic villages and lively market towns, offering opportunities to stop at traditional country pubs or cafes. The Penn Common Pond – Penn Village loop from Hazlemere is one such route passing through historic villages. Ewelme Village is also a picturesque stop on routes like the Aston Hill Climb – Ewelme Village loop from Marlow.
The road cycling routes in Wycombe are highly rated by the komoot community, with an average score of 4.5 stars from over 100 reviews. Reviewers often praise the varied terrain, stunning scenery of the Chiltern Hills, and the mix of challenging climbs and enjoyable descents.
Yes, for those seeking longer rides, the region is home to the Chilterns Cycleway, a substantial 170-mile circular route that traverses Buckinghamshire, Oxfordshire, Bedfordshire, and Hertfordshire. Additionally, routes like the Radcliffe Camera – Lacey Green Windmill loop from Saunderton cover over 100 miles, offering a significant challenge.


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