Chess Valley loop from Amersham — Chiltern Hills
Chess Valley loop from Amersham — Chiltern Hills
4.8
(10)
52
hikers
05:19
20.2km
180m
Hiking
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.
Last updated: April 23, 2026
Tips
Your route passes through protected areas
Please check local regulations for:
Waypoints
Start point
Train Station
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9.76 km
Highlight • Natural
Tip by
10.6 km
Highlight • Monument
Tip by
10.7 km
Highlight • Viewpoint
Tip by
14.8 km
Highlight • Structure
Tip by
20.2 km
End point
Train Station
Way Types & Surfaces
Way Types
7.18 km
6.17 km
2.56 km
1.91 km
1.16 km
1.00 km
214 m
Surfaces
10.7 km
3.13 km
2.95 km
2.70 km
749 m
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Elevation
Highest point (170 m)
Lowest point (70 m)
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Weather
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Monday 18 May
17°C
9°C
90 %
Additional weather tips
Max wind speed: 28.0 km/h
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This route was planned by komoot.