4.4
(15)
418
riders
43
rides
Touring cycling routes around Wendover traverse the diverse landscapes of the Chiltern Hills, an Area of Outstanding Natural Beauty. The region features rolling hills, ancient woodlands, and a network of trails including those within Wendover Woods. Cyclists encounter varied terrains, from well-surfaced paths to gravel roads and dirt tracks, providing a range of experiences.
Last updated: April 24, 2026
5.0
(1)
43
riders
30.2km
02:44
510m
510m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.3
(4)
29
riders
33.3km
02:06
340m
340m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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17
riders
20.4km
01:40
240m
240m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
19
riders
42.6km
02:31
200m
200m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.0
(1)
19
riders
57.0km
03:34
480m
480m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Wendover
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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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Lovely cafe serving delicious food. Very welcoming and friendly!
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Best cycling cafe in the area. Great views and coffee.
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Dottie's, which opened in August 2025, is already a fantastic new spot! The coffee and cakes are absolutely lovely. With a great menu that includes breakfast baps and homemade quiches, it's the perfect place for any meal. Plus, it's open seven days a week!
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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 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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Great cycling themed cafe with a large terrace and plenty of bike space. Well worth a stop off on a Chilterns ride.
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Ruth Osborne, known as the "Long Marston Witch," was a tragic victim of superstition and fear. In 1751, she was accused of witchcraft in Long Marston, England, after a local publican claimed she had cursed his cattle. A mob gathered to punish her, subjecting her to a brutal "ducking test" in a nearby pond. Sadly, Ruth Osborne did not survive the ordeal, becoming the last recorded witch to be executed in England.
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There are over 40 touring cycling routes around Wendover, offering a wide variety of experiences. These routes are highly rated by the komoot community, with an average score of 4.5 stars from over 10 reviews.
The routes in Wendover traverse the diverse landscapes of the Chiltern Hills, an Area of Outstanding Natural Beauty. You can expect a mix of rolling hills, ancient woodlands, and varied terrains, from well-surfaced paths to gravel roads and dirt tracks. Routes like Fast Downhill Road – Hale Loop Gravel Trail loop from Wendover specifically feature gravel sections.
Wendover is enjoyable for touring cycling throughout much of the year. Spring and autumn offer pleasant temperatures and beautiful scenery with changing foliage. Summer provides longer daylight hours, while winter can be challenging due to potentially muddy trails and colder weather, though some well-surfaced routes remain accessible.
Yes, Wendover offers several easy routes, with 10 designated as such in the area. Wendover Woods features a well-surfaced Family Cycle Trail, which is generally suitable for all abilities, though it does include some moderate gradients. These routes provide an excellent introduction to woodland riding away from cars.
For experienced touring cyclists, Wendover provides 12 difficult routes. The eastern section of the historic Ridgeway National Trail, which passes through Wendover Woods, offers more wooded and hilly terrain with steeper climbs and narrower tracks. A challenging option is the View from Whiteleaf Hill – Pulpit Wood singletrack loop from Wendover, an 18.8-mile path with significant elevation gain and woodland singletrack sections.
Cycling routes around Wendover offer access to numerous natural features and landmarks. You can explore the ancient woodlands of Wendover Woods, which is home to Haddington Hill, the highest point in the Chilterns. The historic Ridgeway National Trail also passes through the area. Nearby, you can visit viewpoints like Coombe Hill Viewpoint and Boer War Memorial or Coombe Hill Monument, and discover lakes such as Marsworth Reservoir.
Yes, Wendover and its surrounding areas offer several options for refreshments. Wendover Woods has a café and picnic areas. Many routes, like the Parrotts Lane – Chiltern Velo Café loop from Wendover, are designed to pass by charming hamlets and traditional pubs, providing opportunities for a break and a meal.
Many of the touring cycling routes around Wendover are circular, allowing you to start and end your ride in the same location. Examples include the Pavis Wood Singletrack – Hale Wood and Barn Wood loop from Wendover and the Mentmore Village Green – Wendover Village Centre loop from Wendover, both offering varied scenery.
Yes, Wendover is well-connected to several long-distance trails. The historic Ridgeway National Trail, known as 'Britain's oldest road,' passes through Wendover Woods. Other trails like the Icknield Way Path and the Chiltern Link also run past Wendover Woods, allowing for extended touring options and connections to a wider network of trails.
Wendover Woods offers dedicated parking facilities, which are a convenient starting point for many cycling routes in the area. These facilities often include amenities like cafes and restrooms, making them ideal for a day out.
Wendover has a train station, making it accessible by public transport. Cyclists can often bring their bikes on trains, though it's advisable to check the specific rail operator's policy and peak hour restrictions before traveling. This allows for car-free access to the Chiltern Hills and its cycling routes.


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