The best road cycling routes around Ocoee
4.7
(41)
1,486
riders
52
rides
Last updated: November 11, 2025
4.9
(11)
211
riders
1. West Orange Trail – Downtown Winter Garden loop from Winter Garden
56.5km
02:22
240m
240m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3.0
(1)
119
riders
2. Downtown Winter Garden – West Orange Trail loop from Winter Garden
71.9km
03:08
550m
550m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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4.8
(5)
181
riders
3. Downtown Winter Garden – West Orange Trail loop from Oakland
39.5km
01:40
200m
200m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4.7
(3)
174
riders
4. Downtown Winter Garden – West Orange Trail loop from Ocoee
60.3km
02:29
180m
180m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
4.7
(7)
99
riders
5. West Orange Trail – Downtown Winter Garden loop from Oakland
26.1km
01:01
60m
60m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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