Cycling in Winchester
Discover a map of 15 cycling routes and bike trails near Winchester, created by our community.
Region portrait
Get to know Winchester
Find the right bike route for you through Winchester, where we've got 15 cycle routes to explore.
479 km
Tracked distance
15
Cycle routes
18,368
Population
Community
Most active users in Winchester
From our community
The best bike routes in and around Winchester
Walking trail to Loves truck stop (I-75) on 627
Cycling route in Winchester, Kentucky, United States of America
25 mile ride there and back. Fairly straight but big hills to climb each way coming up from the Kentucky River
- 20.6 km
- Distance
- 159 m
- Ascent
- 160 m
- Descent
Van Meter, Clintonville to Paris, Bethlehem, 57 loop, 39 mi.
Cycling route in Winchester, Kentucky, United States of America
Beautiful ride on mostly country roads with rolling hills the majority of the way.
- 62.8 km
- Distance
- 238 m
- Ascent
- 238 m
- Descent
Van Meter to Ironworks to Bethlehem Rd
Cycling route in Winchester, Kentucky, United States of America
Very nice ride on country roads. Light traffic on Van Meter and Ironworks, more traffic on Clintonville Rd. Rolling hills will make you work the shifters over.
- 19.6 km
- Distance
- 138 m
- Ascent
- 135 m
- Descent
18 Waveland Ave, Winchester to 20 Waveland Ave, Winchester
Cycling route in Winchester, Kentucky, United States of America
- 5.6 km
- Distance
- 62 m
- Ascent
- 52 m
- Descent
Discover more routes
20 Waveland Ave, Winchester to 2400 Corporate Dr, Winchester- Distance
- 5.9 km
- Ascent
- 31 m
- Descent
- 48 m
- Location
- Winchester, Kentucky, United States of America
Half Bike route for WinSprint- Distance
- 5 km
- Ascent
- 38 m
- Descent
- 59 m
- Location
- Winchester, Kentucky, United States of America
20 Waveland Ave, Winchester to 22 Waveland Ave, Winchester- Distance
- 7.1 km
- Ascent
- 64 m
- Descent
- 69 m
- Location
- Winchester, Kentucky, United States of America
Winchester-Hodgenville, Kentucky- Distance
- 203.6 km
- Ascent
- 617 m
- Descent
- 699 m
- Location
- Winchester, Kentucky, United States of America
long- Distance
- 100.8 km
- Ascent
- 300 m
- Descent
- 265 m
- Location
- Winchester, Kentucky, United States of America
22 Waveland Ave, Winchester to 22 Waveland Ave, Winchester- Distance
- 5.3 km
- Ascent
- 40 m
- Descent
- 45 m
- Location
- Winchester, Kentucky, United States of America
127 Hibiscus Ln, Winchester to 127 Hibiscus Ln, Winchester- Distance
- 1.7 km
- Ascent
- 39 m
- Descent
- 13 m
- Location
- Winchester, Kentucky, United States of America
Moderate route in Winchester- Distance
- 9.5 km
- Ascent
- 123 m
- Descent
- 118 m
- Location
- Winchester, Kentucky, United States of America