4.6
(1572)
8,505
hikers
630
hikes
Hikes around Chesham Bois explore the rolling landscapes of the Chiltern Hills Area of Outstanding Natural Beauty. The region is characterized by extensive ancient woodlands, such as Chesham Bois Wood, and paths that follow the chalk stream of the River Chess. The terrain consists mainly of gentle hills and well-maintained footpaths through forests and open meadows, making it accessible for many ability levels.
Last updated: May 25, 2026
4.8
(10)
53
hikers
20.2km
05:19
180m
170m
Embark on the Chess Valley loop from Amersham, a difficult hike through the picturesque Chiltern Hills. This challenging route covers 12.5 miles (20.2 km) with 576 feet (175 metres) of elevation gain, typically taking around 5 hours and 18 minutes to complete. You will experience varied terrain, from tranquil riverside paths along the sparkling River Chess to narrow dirt tracks and open fields. Keep an eye out for wildlife like kingfishers and water voles as you pass charming village cottages and sheep farms, enjoying sweeping valley views, especially from elevated points overlooking Latimer Park Farm.
Planning your visit requires some preparation, as the trail can become extremely muddy, particularly after rain. You will definitely want waterproof hiking boots with good grip; some sections might even call for wellington boots. The route is easily accessible from London via the Metropolitan line, making it a popular escape for city dwellers seeking a refreshing outdoor experience.
This trail is rich in history and natural beauty, following one of the Chilterns' famed chalk streams, the River Chess. You will encounter historical elements like the grand Latimer Estate, which dates back to the 12th century and played a role in WWII, as well as a Roman farm villa at Latimer. While generally well-marked with a distinctive blue and white fish symbol, some sections may require careful navigation, so it is wise to carry detailed instructions or a map.
4.8
(11)
35
hikers
6.59km
01:45
70m
70m
Embark on an easy hike along the tranquil River Chess, a beautiful chalk stream winding through the Chilterns National Landscape. This 4.1-mile (6.6 km) loop offers a pleasant journey with just 214 feet (65 metres) of elevation gain, making it perfect for a relaxed outing. You can expect to complete the route in about 1 hour and 44 minutes, enjoying varied terrain that includes narrow paths and wooden walkways. Keep an eye out for the charming Mill Waterfall as you pass by, and take in expansive views of Chesham from the hills. The atmosphere is peaceful, with opportunities to spot local wildlife near the water.
Planning your visit to the Chess Valley Chesham Loop is straightforward, especially if you're coming from London. The trail is easily accessible by public transport; simply take the Metropolitan Line directly to Chesham station. Once you arrive, you'll find the route is stile-free, which makes for an uninterrupted walk. Be prepared for potentially muddy conditions, particularly after rain, so waterproof footwear is highly recommended to ensure a comfortable experience.
This route stands out as a prime example of the natural beauty found within the Chilterns National Landscape. Following the clear waters of the River Chess, you're traversing a vital chalk stream ecosystem, known for supporting diverse wildlife like kingfishers and water voles. The trail offers a unique blend of riverside serenity and elevated views, showcasing the picturesque surroundings of Chesham and highlighting the ecological significance of the Chess Valley.

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4.8
(4)
29
hikers
4.43km
01:14
80m
80m
Embark on the Amersham & Old Amersham loop, an easy hike covering 2.8 miles (4.4 km) with a gentle 263 feet (80 metres) of elevation gain, typically completed in 1 hour and 13 minutes. This route guides you through a varied landscape of rolling hills, ancient woodlands, and serene chalk stream valleys, including sections along the River Misbourne. You will pass through Old Amersham's historic town center, notable for its traditional timber-framed houses, and can spot landmarks like St Mary's Church and the Martyr's Memorial.
This accessible trail is suitable for most fitness levels and offers a convenient escape into the Buckinghamshire countryside. You can easily reach the trailhead from London via the Metropolitan Line to Amersham station, making it a great option for a day trip. While the paths are generally well-maintained, some sections near the River Misbourne can become muddy, so consider appropriate footwear.
The Amersham & Old Amersham loop is nestled within the Chilterns Area of Outstanding Natural Beauty (AONB), ensuring picturesque views and opportunities to observe wildlife such as skylarks, red kites, horses, and sheep. The route incorporates parts of the longer Chiltern Heritage Trail and the South Bucks Way, highlighting its regional significance. You will also find numerous pubs and cafes in the charming villages along the way, perfect for a refreshment stop.
5.0
(6)
25
hikers
Embark on an easy hike through the Bois Wood and River Chess weir loop from Waterside, a delightful journey spanning 2.5 miles (4.0 km) with a gentle elevation gain of 218 feet (66 metres). You can comfortably complete this route in about 1 hour and 6 minutes. The trail winds through ancient beech woodlands and open meadows, offering well-maintained footpaths and undulating ground levels, especially as Chesham Bois Wood overlooks the clear, mineral-rich waters of the River Chess. A highlight is the River Chess Weir and its stepping stones, affectionately known as the "Steps of Heaven," providing a tranquil spot to cross the river.
This loop is generally considered an easy hike, making it suitable for various fitness levels and a pleasant outing for most. While the paths are largely accessible, be aware that the terrain around the River Chess Stepping Stones and Weir can become muddy, particularly after rainfall. For this reason, it is wise to wear appropriate footwear to ensure a comfortable and enjoyable experience on the trail.
The River Chess is a distinctive chalk stream, supporting a unique ecosystem where you might spot egrets, herons, and various wildfowl on the Chess lakes, or woodpeckers and nuthatches in the woods. In spring, the woodlands burst with wildflowers, including wild orchids, while autumn brings a vibrant display of fungi and colorful leaves. Historically, the area around Chesham Bois Wood has been shaped by mineral working, with impressive old chalk quarry pits like Aldridge's Dell nearby, adding a layer of natural history to your walk.
4.7
(3)
6
hikers
15.7km
04:08
130m
130m
Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.
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Truly a village that is steeped in olde worlde charm. Some great restaurants and pubs. The history seeps through its pores. The Kings Arms Hotel & The Crown Hotel & Pub in Amersham, was the set of a scene the 4 Weddings and a funeral movie.
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Beautiful town and perfect to finish off hike/ walking trail, great choice of CafΓ©, try sitting outside @ Amersham House for coffee/ brunch
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There is a lovely little weir on the River Chess here that's worth stopping by. Also, on the same pond, you will see stepping stones (called Steps of Heaven by some) if you'd like to walk across! A good few years ago, I used to live in the street right next to these ponds, so I can vouch for the fact that this is a great place to spend some time at, particularly in the summer.
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Right next to The Church of St Mary here at the heart of Amersham, there is a really beautiful Garden of Remembrance and War Memorial dedicated to those who fell in World War 1. As for the church, it's a very old one, dating from the 13th century. The history of the church includes the persecution of the Lollards (16th century) when a group of locals known as Amersham Martyrs were burnt at the stake on the hill above the town. Since 1958, the church has been a Grade I listed building.
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There is a lovely little weir on the River Chess here that's worth stopping by. Also, on the same pond, you will see stepping stones (called Steps of Heaven by some) if you'd like to walk across! A good few years ago, I used to live in the street right next to these ponds, so I can vouch for the fact that this is a great place to spend some time at, particularly in the summer.
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Yes, there are over 650 hiking routes to explore in the area. These range from gentle woodland strolls to more challenging treks through the Chiltern Hills, with more than half of the trails rated as easy.
The area is highly rated by the komoot community, with an average score of 4.6 stars from over 1,400 reviews. Hikers frequently praise the beautiful beech woodlands, the well-maintained paths along the River Chess, and the variety of circular walks available.
Absolutely. The region has many gentle trails suitable for all ages. A great option is the Amersham & Old Amersham loop, which is a relatively short and easy walk that offers a pleasant introduction to the local scenery.
Yes, the walks around Chesham Bois are generally very dog-friendly. The extensive woodlands like Chesham Bois Wood and Captains Wood are popular spots for dog walkers. As always, please keep your dog under control, especially near farmland and wildlife.
Yes, there are many loop trails of that length. For a route that combines varied scenery, consider the Chesham Old Town to The Lee loop via Herbert's Hole. While it's longer than 5 miles, it provides a fantastic tour of the area's woodlands and countryside.
Hiking here is rewarding year-round, but spring is particularly special when the ancient woodlands are carpeted with bluebells. Autumn also offers stunning scenery with rich colours in the beech forests.
The River Chess is a chalk stream, which is a rare and valuable habitat. Keep an eye out for kingfishers, water voles, and brown trout. The surrounding water meadows and woods are also home to a variety of birdlife.
The area is famous for its ancient beech woodlands. A lovely, easy route that takes you through the heart of the woods is the Bois Wood and River Chess weir loop. It's a short walk that showcases the magnificent trees and a weir on the river.
Yes, there are several trails connecting the two towns. For a longer, more challenging day out, the Chess Valley loop from Amersham is a fantastic option that follows the river and takes in the beautiful scenery of the Chilterns.
Parking is available in Chesham and Amersham town centres, which are good starting points for many routes. Some smaller nature reserves, like Sarratt Bottom, have very limited or no dedicated parking, so it's often best to start your walk from one of the main towns.
The entire Chilterns National Landscape is known for its scenic beauty. Latimer Park is a local favorite, offering wonderful views that change with the seasons and lovely paths along the River Chess. Many trails offer elevated viewpoints over the rolling hills and valleys.
Yes, during the summer months you can visit the Chesham Outdoor Pool for a swim. For more information on opening times and prices, you can check the official website. The area is also great for trail running and cycling.


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