Running around Chesham Bois is one of the best ways to explore more of this region. To help you discover the most beautiful places to run, we’ve reviewed our full collection of routes around Chesham Bois—and are proud to present the best running trails. Click on any of the routes for more details and browse real tips and photos uploaded by other runners.

Tyler's Hill and River Chess loop from Chesham — Chiltern Hills	Intermediate 00:56 8.28km
Hebert's Hole – Chesham Clock Tower loop from Amersham	Expert 05:18 46.7km
Penn Wood loop from Amersham	Expert 02:03 18.4km
Chesham Bois Common loop from Chesham Bois	Intermediate 00:47 7.40km

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Map data © OpenStreetMap contributors
1
1
Tyler's Hill and River Chess loop from Chesham — Chiltern Hills
00:56
8.28km
6:43/km
100m
110m
Intermediate
8
Intermediate run. Good fitness required. Mostly accessible paths. Some sure footedness required.
Map data © OpenStreetMap contributors
2
2
Hebert's Hole – Chesham Clock Tower loop from Amersham
05:18
46.7km
6:48/km
520m
520m
Expert
4.0
(1)
60
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Map data © OpenStreetMap contributors
3
3
Penn Wood loop from Amersham
02:03
18.4km
6:42/km
210m
210m
Expert
24
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Map data © OpenStreetMap contributors
4
4
Chesham Bois Common loop from Chesham Bois
00:47
7.40km
6:24/km
40m
40m
Intermediate
26
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.