The best road cycling routes around Oakham
4.6
(55)
2,099
riders
162
rides
Last updated: October 27, 2025
6
riders
1. Rutland County Boundaries loop
106km
05:01
910m
910m
Expert road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(3)
153
riders
2. Oakham Castle – Empingham Village loop from Oakham
27.2km
01:08
180m
180m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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70
riders
3. Sigma Sports – Sludge Hall Hill loop from Oakham
64.3km
03:10
690m
690m
Intermediate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
75
riders
4. Newbold Manor Sector – Owston Lane loop from Oakham
92.9km
04:24
860m
860m
Intermediate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(2)
68
riders
5. Empingham Village – The Bull Climb loop from Oakham
39.9km
01:41
230m
230m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
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