4.5
(297)
9,908
riders
451
rides
Road cycling routes around Philipshill Wood are situated within the Chilterns Area of Outstanding Natural Beauty (AONB), offering a landscape characterized by rolling hills and ancient woodlands. The geology of the area is primarily chalk, contributing to varied terrain suitable for road cycling. While Philipshill Wood itself features woodland paths, the surrounding region provides a network of roads for cyclists. The area includes both gentle and steeper sections, with elevations generally under 200 meters.
Last updated: July 1, 2026
7
riders
15.6km
00:38
80m
80m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4.0
(4)
24
riders
20.8km
00:58
150m
150m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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4.8
(12)
177
riders
45.9km
02:09
360m
360m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.7
(13)
139
riders
50.2km
02:05
250m
250m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
16
riders
43.6km
02:19
480m
480m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Had a white ute driver drive towards us as he was on his cellphone
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Chenies climb is a hard climb and if you like climbing you will probably do it easily
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This is just a typical lovely rural lane to cycle through that is well paved and affords gorgeous views of the surrounding Colne Valley landscape. You're only a stone's throw away from busy London here so it's a great one to escape the city bustle.
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Fantastic for road cycling- just be weary of some drivers- they like to speed through here- make sure you have lights on at all times
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Pednor House is a Grade II listed building in Chartridge, Buckinghamshire. Originally a 17th-century farmhouse, it was enlarged in 1910 under the architects Forbes and Tate in the Arts and Crafts style. The house is a large U-shaped structure with a cylindrical dovecote and stands in a beautiful setting. The grounds were originally designed by Gertrude Jekyll.
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The history of the village of St Leonard's is tightly connected with the chapel of Leonard's - and this dates back to the 12th century. The present church, however, was built in the 15th century. As many such places, it has had a tumultuous history. For instance, after the Dissolution of the Monasteries, the chapel continued being used and Queen Elizabeth inquired in 1586 into why the chapel and the lands had not reverted to the Crown. The church feel into disrepair in the 17th century. What can be seen today is in the simple Queen Anne style, and was rebuilt around 1700s. The whitewashed walls are striking and give the church a unique look. In the winter, it can look brilliant after snow, and in the spring, when the snowdrops come up (plenty of them in the church grounds), it also looks terrific.
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There are over 450 road cycling routes available around Philipshill Wood, catering to various skill levels. This includes approximately 160 easy routes, 245 moderate routes, and 45 more challenging options.
The region around Philipshill Wood, part of the Chilterns AONB, features a landscape of rolling hills and ancient woodlands. The geology is primarily chalk, which contributes to varied terrain with both gentle and steeper sections. Elevations generally remain under 200 meters, offering a mix of climbs and flatter stretches.
Yes, there are many beginner-friendly options. An easy route is the Burton's Lane β Amersham Community Mural loop from Chorleywood, which is about 15.6 km with gentle gradients. Another good choice is the Slade Oak Lane β Gorelands Lane loop from Chalfont St Giles, an easy 20.8 km path through rural lanes.
For more advanced cyclists, routes like the Chenies Climb and Village β St Leonard's Church loop from Chorleywood offer a good challenge. This moderate 45.9 km trail includes significant climbs and leads through various villages, typically taking over two hours to complete.
The spring, particularly from late April to mid-May, is a beautiful time to visit, as the ancient woodlands, including Philipshill Wood itself, are known for their stunning bluebell displays. Generally, spring and summer offer pleasant conditions for road cycling, though the varied terrain is enjoyable year-round.
While Philipshill Wood itself is an ancient woodland with diverse flora and fauna, the road cycling routes in the surrounding Chilterns AONB offer picturesque views of rolling hills and countryside. You'll pass through charming villages and alongside historic hedgerows, some estimated to be 900 years old, providing a scenic backdrop to your ride.
Yes, many road cycling routes in the Chilterns AONB pass through or near charming villages such as Chorleywood and Chalfont St Giles. These villages typically offer local cafes and traditional pubs where you can stop for refreshments and a break during your ride.
The road cycling routes around Philipshill Wood are highly rated by the komoot community, with an average score of 4.5 stars from over 240 reviews. Cyclists often praise the varied terrain, the beauty of the ancient woodlands, and the well-maintained roads that make for an enjoyable experience.
Yes, for those looking for longer distances, routes like the Burton's Lane loop from Chorleywood extends to over 50 km, offering a substantial ride through the local countryside with moderate elevation gains.
Parking facilities are generally available in the villages and towns surrounding Philipshill Wood, such as Chorleywood and Chalfont St Giles, which serve as common starting points for many road cycling routes in the area. It's advisable to check local parking regulations before your visit.
While the area is popular, the extensive network of over 450 routes in the Chilterns AONB means you can often find quieter roads, especially outside of peak times. The region offers a good balance, allowing for both popular routes and more secluded options.
The elevation gain varies significantly across routes. Easy routes, such as the Burton's Lane β Amersham Community Mural loop, have minimal climbs (around 79 meters). More challenging routes, like the Chenies Climb and Village β St Leonard's Church loop, can feature over 360 meters of ascent, providing a good workout.


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