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Road cycling routes
United States
Kentucky

Woodford County

The best road cycling routes in Woodford County

3.0

(1)

86

riders

22

rides

Road cycling in Woodford County features a landscape characterized by rolling hills, scenic horse farms, and river valleys. The region offers a mix of paved roads that wind through rural countryside and connect historic towns. Road cyclists can expect varied terrain with moderate elevation changes, providing both challenging climbs and enjoyable descents.

Best road cycling routes in Woodford County

  • The most popular road cycling route is Versailles to Lexington loop, a 37.1 miles (59.7 km) trail that takes 2…

Last updated: July 7, 2026

2

riders

#1.

Versailles to Lexington loop

59.7km

02:35

430m

430m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

9

riders

43.7km

02:03

350m

350m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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5

riders

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

3.0

(1)

7

riders

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard

6

riders

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Popular around Woodford County

Road Cycling Routes around Versailles

Road Cycling Routes around Midway

Hiking in Woodford County

Tips from the Community

Andrus
June 16, 2025, Georgetown, Kentucky

Just a short distance outside of Lexington, is a quiet place to ride and enjoy a bit of small town charm. You'll also find Royal Spring Park where the namesake spring has been a source of drinking water for generations. The park is also home to a a log cabin built by former slave Milton Leach, which was added to the National Register of Historic Places in 1973.

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Just 30 minutes outside of Lexington, is a quiet place to ride and enjoy a bit of small town charm. You'll also find Royal Spring Park where the namesake spring has been a source of drinking water for generations. The park is also home to a a log cabin built by former slave Milton Leach, which was added to the National Register of Historic Places in 1973.

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Home to the University of Kentucky and sometimes known as the "Horse Capital of the World", Lexington is the second biggest city in Kentucky. The city has a rich history in the arts, particularly with Bluegrass music, and it is also known for horse racing and the University of Kentucky Wildcats basketball program.

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Versailles is a small town with a few interesting buildings and some good, local restaurants. There's also a large park and frequent farmer's markets, concerts, and other events throughout the summer.

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The Keeneland Race Course is a historic horse racing venue dating back to 1936. The venue has hosted prestigious races such as the Breeders' Cup and the Bluegrass Stakes. It was also featured in the 2010 film "Secretariat" due to the retro look of its track and buildings.

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Frequently Asked Questions

How many road cycling routes are available in Woodford County?

Woodford County offers over 20 dedicated road cycling routes, providing a diverse range of options for exploring the region's scenic landscapes.

What kind of terrain should I expect when road cycling in Woodford County?

You can expect a landscape characterized by rolling hills, picturesque horse farms, and serene river valleys. The routes feature paved roads that wind through rural countryside, offering varied terrain with moderate elevation changes, including both enjoyable descents and some challenging climbs.

Are there any challenging road cycling routes for experienced cyclists in Woodford County?

Yes, for those seeking a more demanding ride, the Kentucky River Crossing loop from Clifton is classified as difficult. This 54.9-mile route features significant elevation changes, providing a robust challenge for experienced road cyclists.

Are there any beginner-friendly road cycling routes in Woodford County?

While most routes in Woodford County are rated moderate due to the rolling terrain, routes like the Versailles, Kentucky loop from Woodford County Park offer a shorter distance of 33.3 miles with manageable elevation, making them suitable for those newer to road cycling or looking for a less strenuous ride.

What is the best time of year for road cycling in Woodford County?

The spring and fall seasons are generally ideal for road cycling in Woodford County. The weather is typically mild, and the scenery, with blooming wildflowers or vibrant autumn foliage, is particularly beautiful. Summer can also be pleasant, though it's advisable to ride earlier in the morning to avoid the warmest parts of the day.

Are there any circular road cycling routes in Woodford County?

Many of the road cycling routes in Woodford County are designed as loops, allowing you to start and finish at the same point. Examples include the popular Versailles to Lexington loop and the Roadbike loop from Midway, both offering scenic circular journeys.

What do other road cyclists enjoy most about cycling in Woodford County?

The area is highly rated by the komoot community, with an average score of 3.0 stars. Cyclists often praise the beautiful rural scenery, the quiet roads winding through horse farms, and the engaging rolling terrain that offers a good workout without being overly technical.

Are there any routes that pass through or near towns where I can find cafes or amenities?

Yes, several routes connect or pass through historic towns where you can find amenities. For instance, the Versailles to Lexington loop connects two prominent Kentucky towns, offering opportunities for refreshment and exploration. The Roadbike loop from Midway also explores the rural areas around Midway, a charming town with local establishments.

Can I find less crowded road cycling routes in Woodford County?

While popular routes like the Versailles to Lexington loop can see more activity, many of Woodford County's routes traverse quieter rural roads. Exploring options such as the Catnip Hill loop from Wilmore or the Roadbike loop from Great Crossing can lead you to more serene and less trafficked paths, especially during off-peak hours.

What are some of the longer road cycling routes available in Woodford County?

For cyclists looking for longer distances, the Kentucky River Crossing loop from Clifton is 54.9 miles (88.5 km) and the Catnip Hill loop from Wilmore is 66.07 km, offering extended rides through the county's beautiful landscapes.

Are the road cycling routes in Woodford County primarily on paved surfaces?

Yes, the road cycling routes in Woodford County are predominantly on paved roads, making them suitable for road bikes. These routes wind through the rural countryside, offering smooth surfaces for an enjoyable cycling experience.

Are there any specific points of interest or landmarks along the road cycling routes?

Woodford County is renowned for its horse farms and historic towns. While specific highlights vary by route, you'll frequently encounter picturesque horse pastures, historic architecture in towns like Versailles and Midway, and scenic views of the Kentucky River along routes such as the Kentucky River Crossing loop from Clifton.

Most popular routes in Woodford County

Hiking in Woodford County

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Check out more Road cycling routes throughout Woodford County below and find the perfect route in your destination.

VersaillesMidway

Nearby adventure guides

Things to Do around Versailles

Things to Do around Midway

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