4.5
(261)
2,678
riders
163
rides
No traffic touring cycling routes around Philipshill Wood are set within an ancient, 77-acre woodland in the Chilterns Area of Outstanding Natural Beauty. The terrain features largely gentle rolling hills, making it accessible for various fitness levels. This area is characterized by mature beech and oak trees, with historic features such as Old Shire Lane, a green lane that once marked ancient kingdom boundaries. The network of paths winds through woodland scenery, often connecting to adjacent areas like No Dragonβ¦
Last updated: July 13, 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.
6
riders
20.2km
01:37
150m
150m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Philipshill Wood
Very nice for cycling, except the very last bit towards the Chalfont road end, as it was quite muddy with big potholes that you can see as it is a very shaded section
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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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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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This quaint village pub with rooms, set in the Chilterns Area of Natural Beauty, lies 3 miles from Bekonscot miniature village and 8 miles from Cliveden country estate.
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Flaunden is a charming village nestled in the rolling hills and picturesque countryside of the Chiltern Hills. The village is home to two quintessential country pubs, The Green Dragon and Bricklayer's Arms, as well as a traditional church and village hall.
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There are over 160 no-traffic touring cycling routes available around Philipshill Wood. You'll find a good mix of options, with approximately 40 easy routes, 80 moderate routes, and 40 more challenging routes to explore.
The terrain around Philipshill Wood is largely gentle with rolling hills, characteristic of the Chilterns Area of Outstanding Natural Beauty. While generally accessible for various fitness levels, routes can feature varied paths through ancient woodlands. For example, the Lane Wood Bridleway β Westwood Bridleway loop from Chorleywood is an easy route with about 100m of elevation gain, while more challenging options like the Latimer House β Latimer Village and Obelisk loop from Chorleywood can involve over 580m of ascent.
Spring, particularly from late April to mid-May, is a beautiful time to cycle around Philipshill Wood, as the ancient woodland comes alive with stunning displays of bluebells. The gentle rolling hills and mature beech and oak trees offer pleasant cycling conditions throughout spring, summer, and early autumn. Always check local weather conditions before heading out.
Yes, Philipshill Wood offers several easy, no-traffic routes that are suitable for families. These paths often wind through the woodland scenery and are generally accessible. Look for routes marked as 'easy' in the guide, which typically have less elevation gain and shorter distances, making them ideal for younger riders or those seeking a relaxed pace.
Cycling through Philipshill Wood allows you to experience its rich natural and historical features. You'll pass through ancient woodlands with mature beech and oak trees, and in spring, beautiful bluebell displays. Keep an eye out for wildlife such as tawny owls, great spotted woodpeckers, badgers, and muntjac deer. Historic elements like Old Shire Lane, which once marked the boundary between ancient kingdoms, and old earthworks, hedgerows, saw pits, and charcoal burning earths add an element of exploration to your ride.
Yes, many of the no-traffic touring cycling routes around Philipshill Wood are circular, allowing you to start and end at the same point without retracing your steps. An example is the Flaunden Village β Latimer Village and Obelisk loop from Chalfont St Giles, which offers a scenic circular tour through the countryside.
While specific parking areas directly adjacent to Philipshill Wood are limited, you can often find parking in nearby villages such as Chalfont St Giles, Chorleywood, or Chalfont St Peter, which serve as common starting points for many routes. Always check local parking regulations and availability before your visit.
The area is highly rated by the komoot community, with an average score of 4.58 stars. Reviewers often praise the peaceful, traffic-free nature of the routes, the beautiful ancient woodland scenery, and the opportunity to explore historical features and diverse flora and fauna. The accessibility of the terrain for various skill levels is also frequently highlighted.
Yes, the villages surrounding Philipshill Wood, such as Chalfont St Giles, Chalfont St Peter, and Chorleywood, offer various cafes and traditional pubs where you can stop for refreshments. Many routes are designed to pass through or near these villages, providing convenient opportunities for a break during your ride.
Philipshill Wood is situated within the Chilterns, and while direct public transport to the wood itself might be limited, nearby towns and villages like Chorleywood are accessible by train (e.g., Metropolitan Line and Chiltern Railways). From these points, you can often connect to the cycling routes, though you may need to cycle a short distance on local roads to reach the traffic-free sections.
Many routes offer scenic views as they traverse the ancient woodlands and rolling hills of the Chilterns. The M25 Overpass β Shire Lane Cycling Route loop from Chalfont St Peter, for instance, incorporates sections of the historic Old Shire Lane, providing a picturesque journey through diverse landscapes and historical points of interest.


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