4.5
(260)
2,676
riders
285
rides
Touring cycling around Philipshill Wood offers routes through an ancient woodland located within the Chilterns Area of Outstanding Natural Beauty (AONB). The area features mature beech and oak trees, providing a consistent woodland environment. Terrain is generally gentle, with some rolling hills characteristic of the wider Chilterns region. Historic trackways and well-maintained paths are present, suitable for touring cyclists.
Last updated: June 24, 2026
4.5
(2)
6
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
16
riders
41.3km
02:27
260m
260m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(3)
11
riders
18.8km
01:13
230m
230m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3
riders
14.0km
01:00
100m
100m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4.0
(2)
13
riders
37.7km
02:12
200m
200m
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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Friendly Indian cafe / restaurant for a post-ride tea, coffee, little bites or lunch. Opens at 11am but don't go there too early as they really only get going around 11:30am.
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Footpath closed and train viaduct visible in the distance in 2024
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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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The striking clock tower in the centre of Chesham looks older, but it's not: it was built in 1992! However, it's the tower that's new, not the clock itself, which used to be a part of Chesham Town Hall.
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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 (1843β1917), 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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Worth having a look at for the local points of interest, everyone loves it as they pass by. Nice bench seat too for having coffee or a food break
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Merlinβs Cave is a true country pub with a bustling bar area, a menu filled with homely comforts, and a gorgeous garden; the perfect space to unwind in the heart of Chalfont St Giles. Located opposite the village green and nestled between the River Misbourne and the parish church. Our beautiful garden is the perfect place to relax for an after-work drink or a weekend family get-together.
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There are over 280 touring cycling routes available around Philipshill Wood, offering a wide variety of options for different preferences and skill levels.
The terrain around Philipshill Wood is generally gentle, characterized by rolling hills typical of the Chilterns Area of Outstanding Natural Beauty (AONB). You'll cycle through ancient woodlands with mature beech and oak trees, and along historic trackways, providing a scenic and varied experience.
Yes, Philipshill Wood offers a good selection of routes suitable for beginners and families. There are over 80 easy touring cycling routes, allowing for a relaxed experience. An example of an easy route is the Lane Wood Bridleway β Westwood Bridleway loop from Chorleywood, which covers about 14 km with minimal elevation gain.
Yes, for more experienced cyclists seeking a challenge, there are over 60 difficult touring cycling routes available. These routes often feature longer distances and more significant elevation changes within the rolling Chilterns landscape.
Touring cycling around Philipshill Wood is unique due to its location within the Chilterns AONB, offering a blend of ancient woodland, picturesque countryside, and historic trackways. In springtime, typically late April to mid-May, the woodland floor is carpeted with vibrant bluebells, creating a stunning visual spectacle.
Many of the touring cycling routes around Philipshill Wood are circular, allowing you to start and end your ride at the same point. For instance, the Flaunden Village β Latimer Village and Obelisk loop from Chalfont St Giles is a moderate 22.7 km circular route that navigates through picturesque countryside.
The best time to go touring cycling in Philipshill Wood is generally from spring through autumn. Spring, particularly late April to mid-May, is ideal for experiencing the famous bluebell display. The gentle terrain makes it enjoyable in most conditions, though winter rides might require checking trail conditions.
While specific parking areas directly adjacent to Philipshill Wood are limited, you can often find parking in nearby villages such as Chorleywood, Chalfont St Giles, or Chalfont St Peter, which serve as common starting points for many routes. Always check local signage for parking restrictions and availability.
Yes, the villages surrounding Philipshill Wood, such as Chorleywood, Chalfont St Giles, and Chalfont St Peter, offer various cafes, pubs, and other establishments where you can refuel before or after your ride. Many routes pass through or near these villages.
The area is highly rated by the komoot community, with an average score of 4.6 stars from over 200 reviews. Reviewers often praise the serene ancient woodlands, the gentle rolling hills of the Chilterns AONB, and the well-maintained paths that make for an enjoyable touring cycling experience.
Yes, several routes provide expansive views of the Chilterns AONB. For example, the Pednor Road β Chesham Clock Tower loop from Chorleywood is a moderate 41.3 km route that offers scenic vistas of the characteristic rolling hills of the region.
Absolutely. Many routes around Philipshill Wood offer a diverse landscape, combining sections through ancient woodland with stretches across open fields and even views of the River Chess valley. This variety enhances the scenic appeal for touring cyclists.
Yes, touring cycling routes in this area often incorporate historic trackways and paths that wind past ancient features. The Old Shire Lane, an ancient trackway forming part of the county boundary, borders the wood and is an example of the historical elements you might encounter on your ride.


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