The best road cycling routes around Winchester
4.6
(282)
9,153
riders
22
rides
Last updated: November 30, 2025
4.6
(20)
518
riders
36.1km
01:28
160m
160m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
74
riders
78.0km
03:17
480m
480m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
Sign up for free
46
riders
62.9km
02:43
470m
470m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
16
riders
116km
05:02
900m
900m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
11
riders
88.2km
03:52
650m
650m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Most popular attractions around Winchester
Get inspired with the komoot mobile app
Explore more
Browse the best Road cycling routes in other regions.
Get ready to conquer new peaks
Sign up for Free