4.6
(2758)
17,085
hikers
864
hikes
Hikes around Ashley Green explore the rural landscapes of the Chiltern Hills Area of Outstanding Natural Beauty. The region is characterized by a mix of woodlands and open fields, with nearly half of the area covered in forests. The terrain consists of rolling hills and gentle valleys, with walking trails passing through meadows and shaded woods.
Last updated: May 9, 2026
4.3
(4)
12
hikers
9.46km
02:31
100m
100m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.8
(4)
14
hikers
13.9km
03:48
210m
210m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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18
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(3)
15
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.0
(2)
15
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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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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St Mary's Church was first mentioned in 1227. In the 19th century, it fell into disrepair, and was subsequently rebuilt in 1856 by the architect William White. He used flint-and-brick materials and gave the church a style specific to the 1850s known as "constructional polychromy" (the practice of architectural decoration using a variety of colours). The tower, I find, is particularly attractive. Worth stopping at: it's a lovely little church.
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It's a lovely pub here in Botley Road for some food and drink. Be sure to go around the back - in the summer, you should be able to witness a lovely wildflower meadow on the grass here!
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Top tip: this area gets pretty soggy in the winter. This little valley has lots of deadly but stunning foxgloves β do not touch or eat! The path is singletrack with lovely natural arches.
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Beautiful sweeping valley view with lots and lots of wildflowers. The bushes to the right-hand side of the trail have plenty of sloe berries. Gin anyone?
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Enjoy wonderful views over the rolling landscapes of the Chiltern Hills toward Friar's Hill and Little Missenden.
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The walk between Wildmore and Captain Wood's affords you picture-postcard scenery featuring rolling hills, wildflower meadows, and lush green landscapes.
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Yes, there is a wide variety of trails. You can explore over 870 routes in the region, ranging from gentle strolls through ancient woodlands to more challenging hikes across the rolling hills of the Chilterns.
The walking routes around Ashley Green are very well-regarded by the komoot community. Hikers often praise the beautiful mix of quiet beechwoods, open meadows, and the well-maintained network of footpaths throughout the Chiltern Hills.
Absolutely. For a shorter, accessible outing that's great for families, consider the Pancake Woods Picnic Benches β Wellingtonia Grove loop from Ashlyns Estate. It's a pleasant 5 km walk that takes you through some of the area's lovely woodland scenery.
Yes, the area is very dog-friendly, with many footpaths crossing open fields and woodlands where dogs can often walk off-leash. Remember to be mindful of livestock in fields and local signage. Many local pubs, like The Golden Eagle, are also welcoming to dogs.
The region is perfect for circular walks, allowing you to start and end in the same place without retracing your steps. A great example is the Pancake Woods Picnic Benches β Wellingtonia Grove loop from Ashley Green, an 8 km route that showcases the classic Chilterns landscape.
The terrain is typical of the Chilterns AONB, featuring rolling hills and gentle valleys rather than steep mountains. Most trails involve a mix of field paths, woodland tracks, and quiet country lanes. While some routes have moderate inclines, they are generally manageable for most regular walkers.
There is on-street parking available within the village of Ashley Green, but it can be limited, especially on weekends. It's best to arrive early or consider starting your walk from nearby towns like Chesham, which may offer more public parking options.
Yes, the nearby town of Chesham is well-connected by the London Underground's Metropolitan line. From Chesham, you can access a network of footpaths that lead towards Ashley Green and the surrounding countryside, making it a great starting point for a car-free day of hiking.
Walks around Ashley Green offer classic English countryside scenery. Expect to pass through ancient beechwoods, which are a hallmark of the Chilterns, cross open fields with expansive views, and follow paths alongside hedgerows teeming with wildlife. You may also encounter historical sites like Iron Age forts and medieval farms.
Many routes in the area can be planned to include a stop at a traditional country pub. The village of Ashley Green itself has The Golden Eagle pub. You can also find trails that loop from or pass by pubs in neighboring villages, offering a perfect opportunity for a mid-hike lunch or a post-walk drink.
The area is rich in history. Depending on your route, you could walk past an Iron Age fort near Whelpley Hill, the site of a medieval moated manor at Grove Farm, or see historic buildings within Ashley Green village itself. The landscape is dotted with features that tell the story of the region's long history.
Autumn is a fantastic time to hike around Ashley Green. The extensive beechwoods, a key feature of the Chilterns, provide a spectacular display of autumn colour. The paths can become muddy after rain, so waterproof footwear is highly recommended.


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