4.5
(241)
8,794
riders
145
rides
No traffic road cycling routes around Philipshill Wood are situated within the Chilterns Area of Outstanding Natural Beauty, characterized by rolling chalk hills and ancient beech woodlands. The terrain offers diverse cycling experiences, from gentle ascents to more challenging climbs. While Philipshill Wood itself is primarily woodland trails, its location provides access to an extensive network of minor roads suitable for road cycling. The region features undulating landscapes with varied elevation changes.
Last updated: July 13, 2026
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.

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16
riders
43.6km
02:19
480m
480m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
19
riders
38.0km
01:49
320m
320m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.0
(1)
16
riders
25.8km
01:12
170m
170m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Popular around Philipshill Wood
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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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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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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Local night club that is open 9-3 on Thursday, Friday, and Saturday nights.
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Long quite stretch with a nice fast downhill dip and back up before the end of the road.
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Philipshill Wood itself is an ancient woodland with paths primarily suited for walking and hiking, not road cycling. However, its location provides excellent access to the wider Chilterns road cycling network, which features many routes designed to minimize traffic, often using minor roads and quiet lanes.
The komoot community has curated over 150 road cycling routes in the broader Philipshill Wood area, focusing on minimizing traffic. These routes range in difficulty, offering options for various experience levels.
The Chilterns, where Philipshill Wood is located, are characterized by rolling chalk hills and ancient beech woodlands. You can expect undulating terrain with both gentle ascents and some challenging climbs, providing a varied and scenic cycling experience.
Yes, among the routes available, there are over 60 easy and 70 moderate road cycling routes that prioritize low-traffic conditions. These are often suitable for families or beginners looking for a more relaxed ride in the Chilterns countryside.
The Chilterns Cycleway is a 170-mile circular route that traverses the wider Chilterns AONB. While Philipshill Wood is not directly on it, its location offers easy access to sections of this route. The Cycleway primarily uses minor roads, offering stunning scenery and opportunities to explore historic villages, though some sections may be unsurfaced.
While direct parking at Philipshill Wood is limited, nearby towns like Chorleywood, Rickmansworth, and Chesham offer parking options. Many komoot routes in the area, such as the Chenies Climb and Village loop from Chorleywood, often start from locations with convenient parking.
Yes, the Chilterns are dotted with charming villages and market towns. Many routes pass through or near these, offering opportunities to stop at country pubs and cafes for refreshments. Towns like Chorleywood and Chesham, common starting points for rides, have several options.
The area is highly rated by the komoot community, with an average score of 4.5 stars. Reviewers often praise the beautiful rolling landscapes, the quiet country lanes that minimize traffic, and the challenging yet rewarding climbs found throughout the Chilterns.
Yes, towns like Chorleywood, Rickmansworth, and Chesham are well-connected by public transport, including train services. These towns serve as excellent starting points for many of the road cycling routes in the area, allowing you to access the Chilterns without a car.
Absolutely. For experienced riders seeking a challenge, routes like the Herbert's Hole Road β Ashridge Lane and Horse Hill loop from Chorleywood offer significant distances and elevation gains, providing a demanding yet rewarding experience on quiet roads.
Spring and autumn are particularly popular for road cycling in the Chilterns. Spring brings vibrant greenery and blooming wildflowers, including bluebells in late April to mid-May, while autumn offers stunning foliage. Summer is also pleasant, though routes can be busier. Winter cycling is possible, but be mindful of colder temperatures and potentially wet conditions on some minor roads.


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