The best running trails around Chesham
4.8
(8)
516
runners
45
runs
Last updated: October 22, 2025
7
runners
1. Tyler's Hill and River Chess loop from Chesham — Chiltern Hills
8.28km
00:56
100m
110m
Intermediate run. Good fitness required. Mostly accessible paths. Some sure footedness required.
5.0
(1)
22
runners
2. Chesham Clock Tower loop from Lowndes
7.53km
00:47
30m
30m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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20
runners
3. Chesham Clock Tower – Thomas Harding Memorial loop from Chesham
26.5km
02:52
190m
190m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
14
runners
4. Chesham Clock Tower – Hebert's Hole loop from Chesham
14.2km
01:29
150m
150m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
12
runners
5. Chesham Clock Tower loop from Chesham
12.6km
01:21
150m
150m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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