Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Cycling routes
United States
Kentucky
Jefferson County

Rolling Hills

The best cycling routes around Rolling Hills

4.1

(5)

156

riders

15

rides

Touring cycling around Rolling Hills offers routes through a landscape characterized by gentle, undulating terrain and varied natural settings. The region features accessible paths suitable for different fitness levels, often traversing local parks and green spaces. These routes provide opportunities to experience the area's natural contours and established cycling infrastructure. The topography supports enjoyable cycling without consistently demanding steep climbs, making it ideal for touring.

Best touring cycling routes around Rolling Hills

  • The most popular touring cycling route is Cherokee…

Last updated: June 24, 2026

44

riders

#1.

Cherokee Park – Cherokee Park Scenic Loop loop from Bellewood

21.2km

01:30

150m

150m

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

Navigate with device

Send to Phone

Save

Moderate

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

Moderate
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

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

The Big Four Bridge – Cherokee Park loop from St. Matthews offers a delightful touring cycling experience, blending urban riverfront views with the tranquil landscapes of a historic park. You'll…

Easy
Sign up for free to see 11 more rides around Rolling Hills.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Rolling Hills

Hiking around Rolling Hills

Running Trails around Rolling Hills

Road Cycling Routes around Rolling Hills

Tips from the Community

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.

1

0

The Lewis and Clark Bridge was built to connect two disjointed stretches of Interstate 265, to form part of the Louisville ring road. Ample space was built in for pedestrian and bicycle access.

0

0

The Scenic Loop is a paved path through Cherokee Park that is open to both bikes and foot-traffic. It is next to the road a lot of the time, so you will have cars close by for a lot of the run. This is a great addition to the actual trail loop that you can also run in the park.

0

0

Situated along the Louisville Loop Trail, this fountain is a nice spot for a short break. There is a large green space on the other side, making it an ideal spot for a picnic with great views of the Ohio River.

0

0

The Louisville Extreme Park is one of the top skate parks in the country, featuring a 24-foot full pipe and a blend of street, transition, and vert skating areas. Opened in April 2002, it spans 40,000 square feet of outdoor concrete space, including a wooden vert ramp and restrooms, and is accessible 24 hours a day. Catering to skateboarders, inline skaters, and bikers of all ages and skill levels, the park is centrally located downtown, near Waterfront Park and Slugger Field. It can be easily reached by bus, car, or by walking and biking along the RiverWalk. Designed with local input, it’s also a great place to relax and people watch!

0

0

Big Four Station Park covers ten acres at the base of the Big 4 Bridge. It is a picturesque spot with plenty of green space, restrooms, picnic tables, paved pathways, and a bike-sharing station. It is a hub for walkers and cyclists traveling between Louisville and Indiana. There are stunning views of the Ohio River and the Louisville skyline, and the bridge is filled with lights at night, making it a popular destination in the evening. There is also a great local farmers market here on Saturdays.

0

0

Waterfront Park is an attractive riverside park with benches, picnic areas, open areas, and paved walking/biking paths. You get great views over the river and of the Big Four Bridge, a pedestrian/ cycling bridge which spans the Ohio River, connecting Louisville, Kentucky, and Jeffersonville, Indiana.

0

0

Matthew
March 25, 2025, Scenic Loop

The Scenic Loop is a paved path through Cherokee Park that is open to both bikes and foot-traffic. It is next to the road a lot of the time, so you will have cars close by for a lot of the walk. This is a great addition to the actual trail loop that you can also walk in the park.

0

0

Frequently Asked Questions

How many touring cycling routes are available in Rolling Hills?

Rolling Hills offers a selection of 13 touring cycling routes. These routes cater to various skill levels, with 6 easy routes and 7 moderate routes, ensuring options for both beginners and more experienced cyclists.

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

The terrain in Rolling Hills is characterized by gentle, undulating slopes and rounded peaks, making it generally accessible and enjoyable for cycling. You'll find routes traversing park trails, river valley paths, and urban greenways, offering a constantly changing and visually appealing backdrop without consistently demanding steep climbs.

Are there easy touring cycling routes suitable for beginners or families in Rolling Hills?

Yes, Rolling Hills has 6 easy touring cycling routes perfect for beginners or families. A great option is the Cherokee Park – Cherokee Park Scenic Loop loop from Bellewood, which is 13.1 miles (21.1 km) long and takes about 1 hour 30 minutes to complete, offering a scenic ride through a well-known park.

Are there more challenging touring cycling routes for experienced cyclists in Rolling Hills?

For those seeking a moderate challenge, Rolling Hills features 7 routes. The Pope Lick Trestle Memorial loop from Southeast Christian Church is a popular choice, spanning 27.0 miles (43.5 km) with a significant elevation gain, leading past a local memorial.

What are some notable landmarks or attractions I can see along the touring cycling routes?

While cycling in Rolling Hills, you can encounter several interesting landmarks. Consider routes that pass near the Lewis and Clark Bridge or the picturesque Stone Arch Bridge in Seneca Park. The Crescent Hill Reservoir also offers a scenic point of interest.

Are there any circular touring cycling routes in Rolling Hills?

Many of the touring cycling routes in Rolling Hills are designed as loops, providing a convenient way to start and end your ride at the same point. For example, the Cherokee Park – Cherokee Park Scenic Loop loop from Bellewood is a popular circular option.

What do other touring cyclists enjoy most about cycling in Rolling Hills?

The touring cycling routes in Rolling Hills are highly rated by the komoot community, with an average score of 4.0 stars from over 3 reviews. Cyclists often praise the region's undulating park trails, river valley paths, and urban greenways, which offer varied scenery and enjoyable rides for different ability levels.

What are the typical distances and durations for touring cycling routes in Rolling Hills?

Route distances vary, from shorter rides like the Cherokee Park – Cherokee Park Scenic Loop loop from Bellewood at 13.1 miles (21.1 km) taking about 1 hour 30 minutes, to longer excursions such as the Cherokee Park – Splash Pad at Waterfront Park loop from St. Matthews, which is 38.2 miles (61.5 km) and typically takes around 3 hours 37 minutes.

Are there any routes that combine urban and natural landscapes?

Yes, several routes in Rolling Hills offer a blend of urban and natural environments. The Cherokee Park – Splash Pad at Waterfront Park loop from St. Matthews is a great example, leading through varied urban and park landscapes, allowing you to experience both aspects of the region.

Can I find routes that offer views of bridges or water features?

Absolutely. The region's routes often incorporate scenic elements like bridges and water. For instance, the Big Four Bridge – Big Four Station Park loop from St. Matthews offers views of the Big Four Bridge, and you might also pass by the Crescent Hill Reservoir on some rides.

What is the best time of year to go touring cycling in Rolling Hills?

Rolling hills regions generally offer pleasant cycling conditions across multiple seasons. The diverse vegetation provides varying colors and textures throughout the year, making spring and autumn particularly scenic. However, the gentle gradients mean routes are often enjoyable for much of the year, weather permitting.

Are there any routes that are particularly good for exploring local parks?

Many routes in Rolling Hills are designed to take advantage of the local parks and green spaces. The Cherokee Park – Cherokee Park Scenic Loop loop from Bellewood is a prime example, offering a dedicated scenic loop through a well-known park, perfect for a leisurely ride.

Most popular routes around Rolling Hills

Easy hikes around Rolling Hills

Most popular attractions around Rolling Hills

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Cycling routes in other regions.

LouisvilleRolling FieldsIndian HillsStrathmoor VillageSeneca GardensKingsleyWest BuechelStrathmoor ManorWellingtonDouglass HillsRiverwoodJeffersontownNorwoodSt. Regis ParkHouston AcresWindy HillsBeechwood VillageDruid HillsMiddletownLyndonHurstbourne AcresAudubon ParkGlenviewSpring ValleyGlenview HillsOld Brownsboro PlaceNorthfieldHurstbourneBlue Ridge ManorWoodlawn ParkLangdon PlaceMoorlandBriarwoodMockingbird ValleyLynnviewCreeksideSt. MatthewsGraymoor-DevondaleBancroftMeadowview EstatesMurray HillShivelyWoodland HillsMeadow ValeBellemeadeHollow CreekAnchorageTen BroeckBroeck PointeForest HillsHeritage CreekManor CreekProspectWorthington HillsFincastleColdstream

Nearby adventure guides

Things to Do around Meadow Vale

Natural areas to explore nearby

Things to Do in Otter Creek Outdoor Recreation Area

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy