4.6
(1819)
12,874
hikers
23
hikes
Hiking around Penn offers a variety of trails through woodlands and open countryside, characterized by rolling hills and local ponds. The region provides accessible routes for different skill levels, with many trails starting conveniently from bus stations. These paths often traverse natural areas, offering views of the local landscape and connecting to nearby villages.
Last updated: May 3, 2026
5.0
(5)
51
hikers
10.3km
02:46
120m
120m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
18
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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5.0
(3)
16
hikers
14.0km
03:45
160m
160m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
3.0
(2)
6
hikers
8.13km
02:09
70m
70m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
12
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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The area is gorgeous! To end it off with a lunch at the Red Lion is superb.
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Just come and walk this AONB world and be mesmerised. The Chilterns has a long association with kings, queens and royalty, poets, authors and artists throughout history.
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The Chilterns are a wonderful treat. Just a short journey from the centre of London, you are in the most beautiful countryside. If you live walks with a pub stop at many destinations, this is for you.
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Netherland Wood, Brown's Wood and Great Beard's Wood make up this large area of woodland northeast of Knotty Green. There are a series of footpaths crossing the woods, offering peaceful strolls sheltered from the weather and sun.
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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 15 distinct hiking routes accessible from bus stations around Penn, offering a variety of experiences for different skill levels. Most of these are moderate, with one challenging option for experienced hikers.
While most routes are rated moderate, many are suitable for families with some hiking experience. For a shorter, less strenuous option, consider the Netherland Wood Trails loop from Beaconsfield, which is just over 8 km with minimal elevation gain. Always check the route details to ensure it matches your family's fitness level.
Many of the trails around Penn are dog-friendly, especially those through woodlands and open countryside. However, it's always best to check specific trail regulations and be mindful of livestock in fields. Routes like the Penn Wood – Penn Wood loop from Penn offer plenty of natural spaces for dogs to enjoy.
The region around Penn is characterized by beautiful woodlands, rolling hills, and picturesque ponds. You can expect to see features like the stunning Bluebell Woodland in Chilterns National Landscape, tranquil spots like Penn Common Pond, and historic sites such as Burnham Beeches. Many routes offer a mix of open views and shaded forest paths.
Yes, several of the bus accessible routes around Penn are circular, allowing you to start and end at the same point without needing to retrace your steps. Examples include the Penn Wood – Penn Wood loop from Penn and the Penn Common Pond – Coleshill Duck Pond loop from Gomm Valley.
Hikers can discover a variety of interesting spots. Highlights include the unique River Chess Stepping Stones and Weir, the historical The Brick and Tile Works, and the serene Pond in Park Wood. These attractions add historical and natural interest to your hike.
The region is beautiful year-round. Spring is particularly vibrant with bluebells in bloom, especially in areas like the Bluebell Woodland in Chilterns National Landscape. Autumn offers stunning foliage. Summer provides pleasant conditions for longer walks, while winter hikes can be peaceful, though some paths might be muddy. Always check local weather conditions before heading out.
For those seeking a more demanding adventure, the Rough Park Bluebell Woodland – Old Amersham Town Centre loop from Gomm Valley is rated as difficult. This route covers over 20 km with significant elevation gain, offering a rewarding challenge.
The trails around Penn are highly rated by the komoot community, with an average score of 4.6 stars from over 1,700 ratings. Reviewers often praise the peaceful woodland paths, the well-maintained trails, and the charming rural scenery that makes these bus accessible hikes so enjoyable.
Yes, some routes pass by or near local establishments. For example, the Penn Meadow Farm Camping – The Royal Standard of England loop from Beaconsfield includes a stop at The Royal Standard of England, offering a chance to enjoy refreshments during your hike. Many villages in the area also have pubs and cafes accessible from the trails.
Given the varied terrain and potential for changing weather, it's advisable to wear sturdy hiking boots, carry water and snacks, and bring appropriate layers of clothing. A map or a GPS device (like the komoot app) is also recommended, especially for longer routes, to help with navigation and to discover points of interest.


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