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Routes
Cycling routes
United States
Kentucky
Jefferson County

St. Matthews

The best cycling routes around St. Matthews

4.7

(18)

485

riders

44

rides

Touring cycling routes around St. Matthews offer access to the distinctive rolling Bluegrass landscapes of central Kentucky. The area features gentle hills and lush farmlands, providing a scenic backdrop for cyclists. St. Matthews benefits from its integration into the larger Louisville park system, including historic Frederick Law Olmsted parks. These connections provide varied terrain for cycling, from urban park trails to sections of the Louisville Loop.

Best touring cycling routes around St. Matthews

  • The most popular touring cycling route is…

Last updated: April 26, 2026

40

riders

#1.

Cherokee Park – Cherokee Park Scenic Loop loop from Bellewood

21.1km

01:31

150m

150m

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

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Easy

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

Moderate
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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
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Popular around St. Matthews

Hiking around St. Matthews

Road Cycling Routes around St. Matthews

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Tips from the Community

oliviakellis
June 23, 2025, Iroquois Park

Iroquois Park in Louisville offers scenic landscapes, hiking trails, playgrounds, and an amphitheatre. Designed by Frederick Law Olmsted, it's a popular spot for outdoor recreation and community events.

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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 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.

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Andrus
May 6, 2025, Cherokee Park

Cherokee Park is one of the original parks designed by "the father of landscape architecture in the United States", Frederick Law Olmsted. The 2.3 mile paved Scenic Loop is a great addition to any ride through the park.

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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.

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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.

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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!

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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.

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Frequently Asked Questions

How many touring cycling routes are available around St. Matthews?

There are over 40 touring cycling routes available around St. Matthews, offering a wide range of options for exploring the area. Most of these, around 33 routes, are rated as easy, while 11 are moderate.

What kind of terrain can I expect on touring cycling routes around St. Matthews?

The routes around St. Matthews are characterized by the picturesque rolling Bluegrass landscapes of central Kentucky. You'll find gentle hills and lush farmlands, along with well-maintained paths within the Louisville park system, including historic Frederick Law Olmsted parks like Cherokee Park. Sections of the expansive Louisville Loop are also accessible, offering varied terrain from urban park trails to scenic natural areas.

What is the best time of year for touring cycling in St. Matthews?

The spring and fall seasons generally offer the most pleasant conditions for touring cycling in St. Matthews, with mild temperatures and beautiful scenery. Summer can be warm and humid, while winter may bring colder temperatures, though many routes remain accessible year-round.

Are there easy touring cycling routes suitable for beginners in St. Matthews?

Yes, St. Matthews offers many easy touring cycling routes perfect for beginners. For instance, the Cherokee Park – Cherokee Park Scenic Loop loop from Bellewood is an easy 13.1-mile trail that winds through scenic hills and woodlands. Another accessible option is the Big Four Bridge – Big Four Station Park loop from St. Matthews, which is 17.2 miles and leads through urban parks and along riverfront paths.

Are there circular touring cycling routes available around St. Matthews?

Yes, many touring cycling routes in the St. Matthews area are designed as loops, allowing you to start and end at the same point. Examples include the Cherokee Park – Cherokee Park Scenic Loop loop from Bellewood and the Cherokee Park Scenic Loop – Cherokee Park loop from Strathmoor Village, which explores more of the park system's rolling terrain.

What interesting sights or landmarks can I see along the touring cycling routes?

Many routes offer access to notable landmarks and attractions. You can cycle past the iconic Big Four Bridge, explore the natural beauty of Cherokee Park, or visit the Louisville Waterfront Park. The Ohio River Greenway Entrance also provides access to scenic riverfront paths.

Are the touring cycling routes around St. Matthews family-friendly?

Yes, many routes are suitable for families, especially the easier, mostly paved paths within the park systems. The extensive Louisville Loop, particularly sections like the Parklands of Floyds Fork, offers well-maintained, multi-use paths that are great for family outings. Cherokee Park also features a scenic loop ideal for a peaceful ride with children.

Can I bring my dog on the touring cycling routes in St. Matthews?

Many parks and multi-use paths in the St. Matthews and Louisville area are dog-friendly, typically requiring dogs to be on a leash. It's always best to check specific park regulations before you go, but areas like Cherokee Park and sections of the Louisville Loop generally welcome leashed dogs.

Where can I find parking for touring cycling routes in St. Matthews?

Parking is generally available at various access points for popular routes. For example, Cherokee Park has designated parking areas, and there are parking facilities near the Big Four Bridge and other access points to the Louisville Loop. Specific parking details can often be found on individual route pages or park websites.

Is public transportation available to access touring cycling routes?

Louisville's public transportation system (TARC) serves the St. Matthews area and can provide access to various parts of the city, including some areas near cycling routes and parks. Cyclists should check TARC's policies regarding bikes on buses for specific routes and times.

What do other touring cyclists enjoy the most about touring cycling in St. Matthews?

The area is highly rated by the komoot community, with an average score of 4.6 stars from over 10 reviews. Reviewers often praise the beautiful rolling Bluegrass landscapes, the well-maintained paths within the historic Olmsted parks, and the accessibility of sections of the Louisville Loop, which offer diverse and scenic riding experiences.

Are there any longer, more challenging touring cycling routes in the area?

While most routes are easy to moderate, some longer options provide more of a challenge. For example, the Cherokee Park – Splash Pad at Waterfront Park loop from St. Matthews is a moderate 38.2-mile route with over 870 feet of elevation gain, offering a more extensive ride through varied urban and park landscapes.

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