
Cycling in Winchester
Discover a map of 22 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 22 cycle routes to explore. Most people get on their bikes to ride here in the month of July.
500 km
Tracked distance
22
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
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
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
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
- 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
- Half Bike route for WinSprint
- Distance
- 5 km
- Ascent
- 38 m
- Descent
- 59 m
- Location
- Winchester, Kentucky, United States
- 20 Waveland Ave, Winchester to 22 Waveland Ave, Winchester
- Distance
- 7.1 km
- Ascent
- 64 m
- Descent
- 69 m
- Location
- Winchester, Kentucky, United States
- Winchester-Hodgenville, Kentucky
- Distance
- 203.6 km
- Ascent
- 617 m
- Descent
- 699 m
- Location
- Winchester, Kentucky, United States
- long
- Distance
- 100.8 km
- Ascent
- 300 m
- Descent
- 265 m
- Location
- Winchester, Kentucky, United States
- Waveland Avenue to Waveland Avenue
- Distance
- 4.2 km
- Ascent
- 81 m
- Descent
- 52 m
- Location
- Winchester, Kentucky, United States
- 22 Waveland Ave, Winchester to 22 Waveland Ave, Winchester
- Distance
- 5.3 km
- Ascent
- 40 m
- Descent
- 45 m
- Location
- Winchester, Kentucky, United States
- Park & Clinic 10
- Distance
- 3 km
- Ascent
- 98 m
- Descent
- 68 m
- Location
- Winchester, Kentucky, United States