4.5
(359)
5,054
riders
14
rides
Touring cycling around Chepping Wycombe offers diverse routes within the Chilterns Area of Outstanding Natural Beauty. The region features varied terrain, including chalk escarpments, ancient woodlands, and river valleys carved by the River Thames and River Wye. Cyclists can navigate both paved and unpaved paths, encountering a mix of gentle slopes and more challenging ascents. The landscape provides scenic views across open countryside and through forested areas.
Last updated: April 28, 2026
4.2
(6)
39
riders
20.6km
01:17
190m
190m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.9
(12)
76
riders
28.7km
01:53
330m
330m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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3.0
(1)
20
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
17
riders
11.8km
00:44
60m
60m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
3.0
(1)
3
riders
34.2km
02:06
290m
290m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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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Truly a village that is steeped in olde worlde charm. Some great restaurants and pubs. The history seeps through its pores. The Kings Arms Hotel & The Crown Hotel & Pub in Amersham, was the set of a scene the 4 Weddings and a funeral movie.
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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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There is an off road bridleway after Christmas Common. Fairly straightforward on a wide tyre bike. It’s probably 1.5 km long
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Beautiful town and perfect to finish off hike/ walking trail, great choice of Café, try sitting outside @ Amersham House for coffee/ brunch
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Stunning little pond on Penn Common with a charming pub nearby. A great place to stop for a break, or just to enjoy the view as you ride past. Especially beautiful as the sun is going down.
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Winchmore Hill goes back to the 12th century: there used to be a small settlement here supporting farms grouped around a Common and a pond (those were the days). In 1958, the pond was filled in, but luckily the Common is still here, on the edge of what used to be Wycombe Heath: 4,000 acres of open common land providing grazing for animals and material for firewood. It's a lovely hamlet. There is a great information board, from which you can learn more about the history of the place. And a good pub in a village can never be wrong! - so make sure you make a stop at The Plough!
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Chepping Wycombe offers a wide selection of touring cycling routes, with over 10 routes tracked on komoot. These routes cater to various skill levels, allowing cyclists to explore the diverse landscapes of the Chilterns Area of Outstanding Natural Beauty.
The touring cycling routes around Chepping Wycombe offer a good mix of challenges. You'll find 3 easy routes perfect for a relaxed ride, 10 moderate routes for those looking for a bit more distance or varied terrain, and 1 difficult route for experienced cyclists seeking a greater challenge.
Touring cyclists in Chepping Wycombe will experience a rich variety of landscapes within the Chilterns AONB. Expect to traverse open countryside, dramatic chalk escarpments, and lush valleys. Routes often pass through ancient woodlands dominated by beech trees and follow picturesque river valleys like the Wye, Hughenden, and Hambleden, with the River Thames also featuring prominently.
Yes, Chepping Wycombe and its surroundings offer several family-friendly cycling options. While specific routes vary, the region is known for dedicated off-road paths in forested areas and quiet roads suitable for older children. The Dyke Waterfall – The Dyke Café loop from Wooburn is an easy 7.3-mile route that could be suitable for families looking for a shorter, less challenging ride.
Absolutely. Many of the touring cycling routes in Chepping Wycombe are designed as circular loops, allowing you to start and finish at the same point. For example, the popular Cookham High Street – Marlow Suspension Bridge loop from Flackwell Heath is a 12.8-mile circular route that takes you past the iconic Marlow Suspension Bridge.
Chepping Wycombe's touring cycling routes can lead you to several interesting attractions. You might pass by the historic Marlow Suspension Bridge, a Grade I-listed structure over the River Thames. Other notable sites in the wider area include Hughenden Manor, the former home of Benjamin Disraeli, and the unique Little Hampden Church with its ancient wall paintings.
Yes, the Chilterns AONB, which encompasses Chepping Wycombe, is renowned for its scenic beauty. Many routes will take you to elevated points or through open countryside offering panoramic views across the region. The topography, with its chalk escarpments, naturally provides numerous opportunities for picturesque vistas.
Chepping Wycombe offers a mix of paved and unpaved paths suitable for touring cyclists. You can find routes that venture into forested areas and common lands, providing an off-road experience. The Penn Common Pond – Hodgemoor Wood Bike Park loop from Gomm Valley is a moderate 17.8-mile route that explores woodland areas and local common land, offering a taste of unpaved terrain.
The touring cycling routes in Chepping Wycombe are highly rated by the komoot community, with an impressive average score of 4.3 stars from over 200 reviews. Cyclists often praise the varied terrain, the beauty of the Chilterns AONB, and the well-maintained paths that make for an enjoyable experience. The presence of historical landmarks and charming villages along the way also contributes to the positive feedback.
Yes, some touring cycling routes in the Chepping Wycombe area will take you past serene bodies of water. For instance, the Penn Common Pond – Hodgemoor Wood Bike Park loop from Gomm Valley specifically features Penn Common Pond. Other highlights in the region include Shardeloes Lake and Pond in Park Wood, which may be accessible via various routes.
Yes, the River Thames is a significant natural feature in the region, and several touring cycling routes incorporate its scenic banks. The Cookham High Street – The River Thames at Cookham loop from Flackwell Heath is a 27.6-mile route that specifically highlights the river, offering picturesque views and a pleasant ride along its course.
For cyclists looking for longer rides, Chepping Wycombe offers routes that extend further into the Chilterns. The Boulters Lock – Cookham High Street loop from Wooburn is a substantial 50.2-mile route, providing a full day's adventure through varied landscapes and charming towns.


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