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United States

Kentucky

The best cycling routes in Kentucky

4.6

(46)

1,046

riders

97

rides

Touring cycling in Kentucky offers diverse landscapes, from the rolling hills of the Bluegrass Region to the rugged terrain of the Appalachian foothills. The state features extensive forested areas and unique geological formations, providing varied cycling experiences. Riders can explore scenic byways, dedicated bike paths, and gravel roads. The topography includes gentle gradients in some areas and more challenging climbs in others.

Best touring cycling routes in Kentucky

  • The most popular touring cycling route is Versailles to Keeneland Race Course loop, a 27.7 miles (44.6 km) trail that takes 2 hours 40 minutes to complete. This route traverses the iconic Bluegrass Region, known for its horse farms and picturesque countryside.
  • Another top favourite among local touring cyclists is Bluegrass Bike Tour, a moderate 37.8 miles (60.8 km) path. This route showcases the region's characteristic rolling hills and expansive farmland.
  • Local touring cyclists also love the Whitley City to Cumberland Falls, a 27.1 miles (43.7 km) trail leading through the Appalachian foothills, often completed in about 2 hours 46 minutes.
  • Touring cycling in Kentucky is defined by rolling hills, lush forests, and sandstone cliffs. The network offers options for different ability levels, from easy paved paths to more challenging routes with significant elevation changes.
  • The routes in Kentucky are highly rated by the komoot community with an average score of 4.4 stars from more than 50 reviews. More than 1200 touring cyclists have used komoot to explore Kentucky's varied terrain.

Last updated: April 24, 2026

#1.

Versailles to Keeneland Race Course loop

44.6km

02:41

340m

340m

Cycle a moderate 27.7-mile loop from Versailles to Keeneland Race Course, exploring Kentucky's scenic horse country and historic landmarks.

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Moderate

60.8km

03:38

390m

390m

Cycle 37.8 miles (60.8 km) through Kentucky's Bluegrass region, exploring horse farms and charming towns on this moderate touring route.

Moderate
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Cycle 27.1 difficult miles through Daniel Boone National Forest to Cumberland Falls, gaining 1739 feet in 2 hours 46 minutes.

Hard

Cycle the easy 10.5-mile Brighton and Liberty Trails Loop in Lexington, Kentucky, enjoying paved paths, tree-lined sections, and parks.

Easy

This easy 6.8-mile touring cycling loop from downtown Lexington explores the University of Kentucky area and The Arboretum.

Easy

4.7

(3)

69

riders

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Popular around Kentucky

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Andrus

Tips from the Community

Darin Graber
July 23, 2025, Cumberland Falls

The well-known and well-visited Cumberland Falls can show different faces depending on the season and recent weather. Viewable from both banks of the Cumberland River, the falls is a popular site for a reason!

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mtm05005
June 23, 2025, Cherokee Park

Cherokee Park is a 400‑acre municipal park in East Louisville. It was created in 1891 by landscape architect Frederick Law Olmsted. It has several trails, including a paved loop trail, as well as restrooms and picnic areas.

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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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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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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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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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Andrus
May 13, 2025, Mt Horeb Pike

This is a beautiful stretch of country road through the bluegrass and horse pastures. If you want a true Kentucky experience, this is the place to find it!

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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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Frequently Asked Questions

How many touring cycling routes are available in Kentucky?

Kentucky offers a wide variety of touring cycling routes, with over 100 options available. These routes cater to different skill levels, from easy rides to more challenging adventures.

What kind of terrain can I expect when touring cycling in Kentucky?

Kentucky's touring cycling routes feature diverse terrain. You'll find everything from the iconic rolling hills and expansive farmlands of the Bluegrass Region to the more rugged Appalachian foothills with significant climbs. The state also boasts lush forests and unique geological formations, providing varied cycling experiences.

Are there any family-friendly touring cycling routes in Kentucky?

Yes, Kentucky has several easy touring cycling routes suitable for families. For example, the Brighton and Liberty Trails Loop is an easy 10.5-mile (16.9 km) ride. Another accessible option is the University of Kentucky loop from downtown, which is just under 7 miles (10.9 km) and also rated easy.

What are some notable natural features or landmarks I can see along Kentucky's touring cycling routes?

Kentucky's routes offer access to stunning natural features. You can cycle near the magnificent Cumberland Falls, known as the 'Niagara of the South.' The region also features the dramatic sandstone cliffs and natural arches of the Red River Gorge area, and the vast Daniel Boone National Forest. For unique geological formations, explore areas around Mammoth Cave National Park.

Are there any circular touring cycling routes in Kentucky?

Many touring cycling routes in Kentucky are designed as loops, offering convenient circular journeys. Examples include the popular Versailles to Keeneland Race Course loop, the Big Four Bridge – Big Four Station Park loop from Jeffersonville, and the Cherokee Park – Cherokee Park Scenic Loop loop from Bellewood.

What is the best time of year for touring cycling in Kentucky?

The spring and fall seasons generally offer the most pleasant weather for touring cycling in Kentucky, with moderate temperatures and beautiful scenery. Summer can be hot and humid, while winter may bring colder temperatures and potential for snow or ice, especially in the eastern parts of the state.

Are there options for long-distance touring cycling in Kentucky?

Yes, Kentucky is home to several long-distance cycling opportunities. The Cave Country Bicycle Route (USBR 23) is a 109-mile path connecting Mammoth Cave National Park to the Tennessee border. The state also features sections of the Transcontinental Route (USBR 76) and the north-south USBR 21. Additionally, the Dawkins Line Rail Trail is Kentucky's longest rail trail, spanning 36 miles.

What do other touring cyclists say about their experience in Kentucky?

The touring cycling routes in Kentucky are highly rated by the komoot community, with an average score of 4.4 stars from over 50 reviews. Cyclists often praise the picturesque countryside, the variety of terrain, and the opportunity to explore unique natural and cultural landmarks.

Are there any routes that offer a unique historical or cultural experience, like the Bourbon Trail?

Absolutely! The Kentucky Bourbon Trail® offers cycling tours that allow riders to explore distilleries and Thoroughbred horse farms amidst the stunning bluegrass landscape. While the terrain includes constant rises and valleys, it provides a unique cultural experience. The Thoroughbred Park – Lexington, Kentucky loop from Lexington also showcases the region's equestrian heritage.

Are there any specific regulations or permits needed for cycling in certain areas like national parks?

While most public roads and designated bike paths in Kentucky do not require special permits, it's always advisable to check specific regulations for national parks or state resort parks. For example, Mammoth Cave National Park has specific guidelines for bicycling within its boundaries. You can find more information on their official website: nps.gov.

What are some challenging routes for experienced touring cyclists in Kentucky?

For experienced touring cyclists seeking a challenge, routes like Whitley City to Cumberland Falls offer significant elevation changes through the Appalachian foothills. The Red River Gorge area, while not exclusively for touring, features scenic byways with considerable climbs and descents, providing a demanding experience amidst spectacular scenery.

Can I access public transportation near cycling routes in Kentucky?

Public transportation options vary across Kentucky. Major cities like Lexington and Louisville have local bus services, but access to specific cycling routes, especially in more rural or forested areas, might be limited. It's recommended to research local transit options for your specific starting and ending points if you plan to use public transport.

Most popular routes in Kentucky

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Check out more Cycling routes throughout Kentucky below and find the perfect route in your destination.

Fayette CountyBullitt CountyCampbell CountyJessamine CountyCalloway CountyLouisvilleShelby CountyJefferson CountyBoone CountyTrigg CountyMarshall CountyKenton CountyOldham CountySpencer County

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