4.5
(156)
579
riders
98
rides
Mountain biking around Penn offers a diverse landscape of rolling hills and extensive woodlands, characteristic of the Chilterns Area of Outstanding Natural Beauty. The region features a network of well-maintained bridleways and singletrack trails, often winding through ancient woods and past open common land. Elevation changes are moderate, providing a mix of climbs and descents suitable for various skill levels.
Last updated: May 9, 2026
4.8
(4)
13
riders
26.0km
01:32
250m
250m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.
4.5
(2)
14
riders
34.4km
02:52
520m
510m
Moderate mountain bike ride. Good fitness required. Advanced riding skills necessary.

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3.0
(1)
15
riders
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.
5.0
(1)
2
riders
61.8km
03:43
570m
570m
Moderate mountain bike ride. Good fitness required. Suitable for all skill levels.
1
riders
33.7km
01:55
170m
170m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.
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Beautiful village and a great Sunday roast at the Bull and Butcher. Well worth the trip
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This is a great single track that goes up through Pond Wood, past Longdown Farm, and onwards into Pulpit Wood. It can be muddy in bad weather. It is an established trail though and forms part of the Icknield Way Trail, so beware of hikers and other path users.
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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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On a gravel bike, one packed for a multi-day exploration of the Icknield Way, this was one of the more challenging, slow-going segments due to the narrowness and roots.
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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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This here is one of the entrances to the beautiful Penn Wood. It's a truly spectacular bit of woodland: dense, green, with lovely paths to run on. Some trees are ancient: one, thought to be the oldest in the wood, is the Holey Oak (there is a hole in the trunk...), and the other is the Penn Pollard, memorable for its very open crown. You're in for a treat here!
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There are nearly 100 mountain bike trails available around Penn, offering a wide variety of routes for different preferences and skill levels. The region is known for its rolling hills and extensive woodlands, characteristic of the Chilterns Area of Outstanding Natural Beauty.
Penn offers a good mix of trails for various skill levels. You'll find 46 easy routes, perfect for beginners or those looking for a relaxed ride, and 52 moderate trails for more experienced riders seeking a challenge. There are no trails classified as difficult in this area.
The Chilterns, including the Penn area, are generally enjoyable for mountain biking year-round. Spring and autumn offer pleasant temperatures and beautiful scenery, especially with the changing foliage. While summer is great for dry trails, winter rides can be muddy, so appropriate gear is recommended. Always check local conditions before heading out.
Yes, Penn has many beginner-friendly mountain bike trails. An excellent option is the Great Beard's Wood Bridleway – Hodgemoor Wood Bike Park loop from Gomm Valley, an easy 13.7-mile route through established woodlands. Another great choice is the Jubilee River Cycle Path – Cookham High Street loop from Beaconsfield, which is 20.9 miles and also rated easy.
Many of the mountain bike trails around Penn are circular, making them convenient for starting and ending at the same point. For example, the popular Penn Village – Paul's Hill War Memorial loop from Penn is a 16.1-mile easy route that explores local villages and climbs to a war memorial with scenic views.
Absolutely! The Penn area, nestled within the Chilterns AONB, offers numerous trails with scenic views. The Penn Village – Paul's Hill War Memorial loop from Penn, for instance, includes a climb to a war memorial that provides expansive vistas of the surrounding countryside. Many routes wind through ancient woodlands and past open common land, offering picturesque landscapes.
While mountain biking around Penn, you can encounter several natural attractions. Highlights include the tranquil Pond in Park Wood and the beautiful Bluebell Woodland in Chilterns National Landscape, especially vibrant in spring. You might also pass by Penn Common Pond or the historic Burnham Beeches.
Yes, the Penn area features varied terrain, including dedicated singletrack sections. The Pulpit Wood singletrack – Longdown Hill loop from Hazlemere is a moderate 21.4-mile path specifically known for its challenging singletrack sections and rolling hills. Additionally, the Great Beard's Wood Bridleway – Hodgemoor Wood Bike Park loop from Gomm Valley leads through established woodlands and hints at bike park elements.
The mountain biking trails in Penn are highly rated by the komoot community, with an average score of 4.5 stars from over 150 reviews. Riders frequently praise the diverse landscape of rolling hills and extensive woodlands, the network of well-maintained bridleways, and the varied singletrack. Many appreciate the options available for different ability levels and the overall scenic beauty of the Chilterns.
Generally, dogs are welcome on public bridleways and byways in the Penn area, which make up a significant portion of the mountain bike trail network. However, it's always best to keep dogs under close control, especially around livestock or in nature reserves. Some specific trails or private land might have restrictions, so look out for signage.
Many mountain bike trails in the Penn area start from villages or common land where parking is often available. While specific parking details vary by trailhead, you can usually find parking in or near the starting points of routes, such as in Penn village or Hazlemere. It's advisable to check the route details on komoot for specific parking recommendations before your ride.
Penn and the surrounding villages are served by local bus routes, and nearby towns like Beaconsfield have train stations with connections to London. While some trailheads might be a short ride from a bus stop or station, accessing the more remote sections of trails directly by public transport can be challenging. Planning your route with public transport links in mind is recommended, especially if you're not driving.
Yes, the Penn area is dotted with charming villages and traditional pubs, and many mountain bike routes are designed to pass through or near them. The Penn Common Pond – Penn Singletrack Trail loop from Beaconsfield, for example, starts near Beaconsfield and passes through areas where local pubs are easily accessible for a refreshment stop.


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