![Cover image](https://images.tarmacs.app/cycling-routes/photos/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/12343480/maidenhead-bridge-1.webp)
The Chiltern Hills Road Challenge
A road cycling route starting from Maidenhead
Cycle through the picturesque Chiltern Hills
Map
![Map miniature of "The Chiltern Hills Road Challenge" cycling inspiration in Berkshire, Buckinghamshire and Oxfordshire, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/maidenhead/road/358261.webp)
This challenging road route takes you through the stunning Chiltern Hills in Buckinghamshire. With a total ascent of 451 meters and a distance of 89 kilometers, this route is perfect for experienced cyclists looking for a challenge. The highlights along the route include Cliveden Southern Viewpoint, providing a stunning panoramic view of the surrounding countryside, and Maidenhead Bridge, a beautiful historic bridge over the River Thames. Overall, this route offers a mix of challenging climbs and scenic views, making it a must-try for road cycling enthusiasts.
road
89 km
451 m
Tough
Route profile
Highlights on the route
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Start: Taplow Village centerMaidenhead: Discovering urban and rural cycling in Maidenhead
Maidenhead, located in the Berkshire, Buckinghamshire, and Oxfordshire region of the United Kingdom, offers a mix of urban and rural cycling experiences. The town itself has many cycling-friendly paths and routes, allowing for convenient and safe cycling within the area. Nearby, the Chiltern Hills Area of Outstanding Natural Beauty offers scenic rides with rolling hills and picturesque villages. For more challenging climbs, cycling enthusiasts can venture to routes near nearby towns including Henley-on-Thames and Stokenchurch. Overall, Maidenhead provides a varied cycling experience, with options ranging from urban rides to rural explorations.0 km
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Cliveden Southern ViewpointViewpointCliveden Southern Viewpoint offers a breathtaking panoramic view of the surrounding countryside.
1 km
1 km
Maidenhead BridgeAttractionMaidenhead Bridge is a historic bridge that provides a picturesque crossing over the River Thames.
20 km
20 km
SunninghillVillageSunninghill is a charming village with traditional English cottages and beautiful gardens.
22 km
22 km
Kings Hill85 mPeakKings Hill is a popular spot for cycling enthusiasts, known for its challenging climb and stunning views at the top.
34 km
34 km
FrimleyTownFrimley is a quaint village with traditional brick houses and a charming atmosphere.
41 km
41 km
Lions' ViewViewpointLions' View is a scenic viewpoint that offers panoramic views of the surrounding countryside.
54 km
54 km
EversleyVillageEversley is a peaceful village with traditional thatched-roof cottages and charming pubs.
63 km
63 km
ShinfieldVillageShinfield is a picturesque village with historic buildings and beautiful countryside surroundings.
76 km
76 km
Hare HatchVillageHare Hatch is a serene countryside area with beautiful walking and cycling routes.
86 km
86 km
MaidenheadTownMaidenhead is a lively town with a range of amenities, attractions, and scenic routes for cycling enthusiasts.
89 km
89 km
Finish: Taplow Village centerMaidenhead: Discovering urban and rural cycling in Maidenhead
Cycling routes from Maidenhead:
Riverside Road Adventure The Chiltern Hills Road Challenge The Gravel Adventure of Henley-on-Thames Hidden Gems of Oxfordshire Road Adventure The Maidenhead Gravel Escape Berkshire Hill Challenge Chiltern Gravel Adventure The Riverside Gravel Excursion Historic Buckinghamshire Gravel Ride The Buckinghamshire Road Adventure
Cycling routes nearby:
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![Image of Stoke Poges](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/stoke-poges-5.webp)