4.3
(11)
587
riders
35
rides
Road cycling around Gerrards Cross offers diverse landscapes, situated near the Chiltern Hills Area of Outstanding Natural Beauty. The region features undulating terrain with a mix of challenging climbs and rewarding descents, alongside extensive networks of country lanes. Cyclists can also find routes through ancient woodlands like Burnham Beeches, characterized by well-paved surfaces. The area provides varied road cycling routes suitable for different preferences and fitness levels.
Last updated: July 3, 2026
5.0
(3)
110
riders
49.9km
02:15
370m
370m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
92
riders
103km
05:14
1,090m
1,090m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

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5.0
(1)
30
riders
99.5km
04:46
1,040m
1,040m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
32
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
27
riders
72.6km
03:17
580m
580m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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In the summer there are tours for £3 donation from 2pm on Sunday
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The Thames at Cookham Bridge is an attractive spot. It is lined with trees, and there are boats dotted about along the riverside. The bridge works on a traffic light system, but there is a pavement area to stop for photos if you feel the urge to do so. There is a good pub at the bridge too called the Ferry Inn.
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Marlow is a picturesque town on the edge of the Chiltern Hills AONB, and the bridge is one of the highlights. Connecting Buckinghamshire and Berkshire, there has been a bridge on this site since at least 1530, with an original crossing dated at around 1309.
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If you’re looking for a ride cafe, Michele’s cafe at flat Harry’s. North of Maidenhead, attached to the bike shop
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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 (1843–1917), 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 30 road cycling routes around Gerrards Cross, catering to various skill levels. You'll find 7 easy routes, 23 moderate routes, and 4 difficult routes, ensuring options for everyone from beginners to experienced cyclists.
The Chiltern Hills and surrounding areas are beautiful year-round. Spring and autumn offer pleasant temperatures and vibrant scenery, while summer provides longer daylight hours. Winter cycling is possible, but be mindful of colder temperatures and potentially wet conditions on some minor roads.
Road cycling around Gerrards Cross is characterized by undulating terrain, particularly as you approach the Chiltern Hills. You'll encounter a mix of challenging climbs and rewarding descents. Routes range from easy, mostly flat rides around areas like Burnham Beeches, to difficult routes with significant elevation gain, such as the Bryants Bottom Road – Penn Village loop from Gerrards Cross.
Yes, many routes pass by notable landmarks and natural features. You can cycle past the ancient woodlands of Burnham Beeches, explore the extensive Black Park, or visit highlights like Ebury Way Cycle Path, Stocker's Lock and Stone Bridge, or Old Amersham Town Centre. Some routes also lead to scenic lakes such as Shardeloes Lake.
Absolutely. Many road cycling routes in the Chilterns region, accessible from Gerrards Cross, weave through historic villages and market towns. You can incorporate visits to country pubs and National Trust properties into your rides, experiencing the rich heritage of the area.
Yes, areas like Burnham Beeches offer undulating tarmac lanes that are suitable for all ages and fitness levels, with options for shorter, well-surfaced rides. Black Park also provides easy, paved routes ideal for families looking for a relaxed cycling experience.
Most of the road cycling routes originating from Gerrards Cross are designed as loops, offering circular journeys back to your starting point. Examples include the popular Roughwood Lane – Chalfont St Giles Country Lane loop from Gerrards Cross and the longer Marlow Suspension Bridge – Dolesden Lane loop from Gerrards Cross.
Gerrards Cross serves as an excellent starting point, with various routes directly accessible from the town. Parking options are generally available within the town centre or at designated car parks near popular cycling areas like Black Park and Burnham Beeches, though specific availability may vary.
Gerrards Cross has good public transport links, including a train station, making it accessible for cyclists arriving by rail. From the town, many routes are directly accessible, allowing you to start your ride without needing a car. Check local bus services for connections to specific starting points further afield.
The Chilterns region is dotted with historic villages and market towns that often feature welcoming country pubs and cafes. Many routes are designed to pass through these areas, providing ideal spots for a refreshment stop during your ride.
The road cycling routes primarily utilize minor roads and well-paved surfaces. Areas like Burnham Beeches feature closed tarmac roads, while the Chilterns Cycleway incorporates a mix of minor roads, surfaced cycle lanes, and occasionally towpaths or bridleways. Generally, surfaces are suitable for road bikes.
The area is highly rated by the komoot community, with an average score of 4.5 stars from over 10 reviews. Cyclists often praise the diverse landscapes, the mix of challenging climbs and rewarding descents, and the extensive network of country lanes that allow for varied and scenic rides.
Yes, for experienced riders seeking a challenge, routes like the Roughwood Lane – Marlow Suspension Bridge loop from Gerrards Cross offer significant elevation gain and longer distances. The Chiltern Hills themselves are known for tougher climbs such as Whiteleaf and Watlington Hill Road, which are incorporated into some of the more difficult routes.


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