4.5
(20)
79
riders
13
rides
Gravel bike trails around Chepping Wycombe are set within the Chiltern Hills, an Area of Outstanding Natural Beauty. The region features a diverse topography, including rolling hills, ancient woodlands, and chalk escarpments. Riders can expect varied surfaces, from chalk paths and woodland trails to open countryside, providing a mix of challenging climbs and rewarding descents. This landscape is well-suited for gravel biking, offering both paved and unpaved sections.
Last updated: July 3, 2026
4.0
(3)
14
riders
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.3
(3)
11
riders
54.8km
03:05
160m
160m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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4
riders
46.9km
03:10
530m
530m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.0
(1)
10
riders
52.8km
03:25
680m
680m
Hard gravel ride. Very good fitness required. You may need to push your bike for some segments of this route.
4.9
(8)
10
riders
38.3km
02:12
270m
270m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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!
0
0
Pretty level ride close to the Thames. Only hassel is several 'reduced width' barriers en-route requiring a dismount.
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Lovely wide gravel path alongside the quiet & serene Jubilee River.
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This is a short tough climb which demands your full attention. Loved it.
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Nice little quiet climb up Holloway Lane, nothing too crazy gradient wise but fairly narrow if you come across any cars.
1
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In the summer there are tours for Β£3 donation from 2pm on Sunday
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There are over 20 gravel bike trails in the Chepping Wycombe area, offering a diverse range of experiences. These routes are set within the beautiful Chiltern Hills, an Area of Outstanding Natural Beauty.
The Chiltern Hills offer enjoyable gravel biking throughout much of the year. Spring and autumn provide pleasant temperatures and beautiful scenery with changing foliage. While winter can be ridden, some woodland trails might become muddy, so checking local conditions is advisable. Summer is also great, especially on shaded routes through ancient woodlands.
The terrain around Chepping Wycombe is varied, featuring rolling hills, ancient woodlands, and chalk escarpments. You'll encounter a mix of surfaces, from chalk paths and woodland trails to open countryside, with both paved and unpaved sections. Routes range from moderate to difficult, with 16 moderate and 4 difficult trails available, ensuring options for different skill levels. For a challenging ride with significant elevation, consider the Wendover Village Centre β Great Missenden village loop from Hazlemere.
Yes, the region offers options suitable for families. While specific 'easy' gravel routes are fewer, many trails incorporate sections that are less demanding. For general family outdoor activities, places like Wendover Woods and Black Park offer walking and cycle trails, play areas, and other attractions. For specific gravel routes, look for those with lower elevation gains and shorter distances.
Many trails in the Chiltern Hills are dog-friendly, especially those that follow public bridleways and footpaths. However, it's always best to keep dogs under control, particularly around livestock or in nature reserves. Be mindful of local signage and ensure your dog is comfortable with the distance and terrain. Always carry water for your dog, especially on longer rides.
The gravel trails around Chepping Wycombe offer access to several notable natural and historical sites. You might encounter beautiful lakes like Shardeloes Lake or serene ponds such as Penn Common Pond. The River Chess Stepping Stones and Weir are a charming natural monument. Additionally, you can explore ancient woodlands, including areas like Bluebell Woodland in Chilterns National Landscape, which are particularly stunning in spring.
Yes, many of the gravel routes in the Chepping Wycombe area are designed as loops, allowing you to start and finish at the same point. For example, the Knowl Hill Bridleway Circuit β Holyport Village Green loop from Maidenhead is a popular circular option. Another great loop is the Phoenix Trail β The Phoenix Trail loop from Speen.
The komoot community highly rates the gravel biking experience in Chepping Wycombe, with an average score of 4.8 stars from over 30 reviews. Riders frequently praise the varied terrain, the scenic beauty of the Chiltern Hills, and the mix of challenging climbs and rewarding descents through ancient woodlands and open countryside.
Parking is generally available at various points near the start of many trails and in nearby villages. Specific parking information is often detailed on individual route pages on komoot. Many routes start from locations with public parking, such as village greens or designated car parks in towns like Maidenhead or Hazlemere, which serve as good starting points for tours like the Jubilee River Weir β View of the Jubilee River loop from Maidenhead.
The villages and towns scattered throughout the Chiltern Hills, such as Great Missenden or Marlow, offer various cafes, pubs, and accommodation options. Many routes pass through or near these settlements, providing convenient stops for refreshments. Planning your route with komoot allows you to identify such points of interest along your chosen path.
Chepping Wycombe and the surrounding towns in the Chiltern Hills are accessible by public transport, primarily train and bus services. Major towns like High Wycombe have train stations with connections to London and other areas. From these hubs, local bus services can take you closer to specific trailheads. It's advisable to check public transport schedules and bike carriage policies in advance.
Yes, for experienced riders seeking a challenge, there are several difficult-grade gravel trails around Chepping Wycombe. These routes often feature more significant elevation changes and potentially more technical sections. An example of a challenging route is the Wendover Village Centre β Great Missenden village loop from Hazlemere, which includes substantial climbs through the Chilterns.
The Chiltern Hills are renowned for their scenic beauty, offering numerous routes with expansive views. Trails that traverse the open countryside and chalk escarpments often provide far-reaching vistas. The Jubilee River Weir β View of the Jubilee River loop from Maidenhead offers picturesque views of the Jubilee River and surrounding landscapes. Routes through ancient woodlands also provide a different kind of scenic beauty, especially during spring and autumn.


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