The best road cycling routes around Southold
4.7
(11)
396
riders
18
rides
Want to go road cycling around Southold? We’ve reviewed all of the road rides around Southold to identify the best. Explore them all here, and find your perfect road cycling route around Southold.
Last updated: December 20, 2025
4.8
(4)
74
riders
40.8km
01:56
320m
320m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
Moderate
5.0
(1)
44
riders
34.8km
01:33
60m
60m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
Easy
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24
riders
51.3km
02:10
150m
150m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
Moderate
15
riders
164km
06:27
660m
660m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
Hard
5.0
(2)
17
riders
21.5km
00:57
160m
160m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
Easy
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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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