RoutesPlannerFeaturesUpdates
App
Login or Signup
Get the App
Login or Signup
Routes
Road cycling routes
United States
Kentucky
Jefferson County

St. Matthews

The best road cycling routes around St. Matthews

4.8

(19)

1,595

riders

15

rides

Road cycling around St. Matthews, Kentucky, offers a network of multi-use trails and scenic routes, integrating with Louisville's extensive park system. The region features diverse terrain, including rolling Bluegrass landscapes and gently rolling hills within Frederick Law Olmsted-designed parks. Paved surfaces are common, with Beargrass Creek adding to the natural setting. This area provides access to the Ohio River and connections to broader cycling infrastructure.

Best road cycling routes around St. Matthews

  • The most popular road cycling route is Ohio…

Last updated: September 27, 2026

5.0

(2)

28

riders

#1.

Cherokee Park – Big Four Bridge loop from Druid Hills

31.0km

01:26

120m

120m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Navigate with deviceSend to Phone
Save
Easy

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

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

Moderate

13

riders

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

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

Hard
Sign up for free to see 11 more rides around St. Matthews.

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 St. Matthews

Hiking around St. Matthews

Cycling around St. Matthews

Running Trails around St. Matthews

MTB Trails around St. Matthews

Tips from the Community

Andrus
May 12, 2025, Big Four Bridge

Originally constructed in 1895 as a railroad bridge the Big Four Bridge was converted as pedestrian and bike connector between Louisville, Kentucky, and Jeffersonville, Indiana. This has proven to be an extremely popular conversion as the bridge sees over 1.5 million crossings per year.

0

0

This is a nice, riverside park with ample parking and restrooms, which makes it a great place to start and finish your ride. The, as yet, incomplete Louisville Loop Trail runs through the park, giving riders access to other parts of the city.

0

0

Patrick Star and Mr. Krabs brighten up the side of an otherwise unremarkable building.

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

Zachary
September 25, 2024, Big Four Bridge

This railroad bridge from 1895 is now a scenic walkway and bikeway that spans the Ohio River. Nearly a half mile long and easily accessible from both waterfronts, it carries you cross the Indiana-Kentucky border with splendid views all around.

0

0

Alex
September 16, 2024, Big Four Bridge

The Big Four Bridge, originally completed in 1895 as a railroad bridge, now connects Louisville, Kentucky, and Jeffersonville, Indiana, for pedestrians and cyclists. After closing for rail use in the sixties, the bridge reopened in 2013 with ramps for walkers and bikers. Spanning 2,525 feet, the bridge offers a two-mile roundtrip, including the ramps. It attracts an average of 1.5 million visitors annually, making it a key recreational link between the two cities. There are bike rental places close by to the bridge too.

1

0

AaronLavanchy
August 1, 2024, Seneca Park

This park is located in the Seneca Gardens neighborhood and offers an excellent trail system, as well as amenities such as restrooms, playgrounds, a golf course, tennis courts, and even a 5k course. The park also connects to Cherokee Park, so you can ride through both parks without leaving the green space.

0

0

Frequently Asked Questions

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

There are nearly 100 road cycling routes around St. Matthews, offering a wide range of options for different skill levels. The komoot community has explored 97 routes in the area.

What kind of terrain and difficulty can I expect on road cycling routes in St. Matthews?

The routes around St. Matthews offer varied terrain, from mostly flat sections to rolling hills, particularly within the Olmsted-designed parks like Cherokee Park. You'll find options for all skill levels, including 32 easy routes, 63 moderate routes, and 2 more challenging routes, with elevation gains varying accordingly.

Are there any family-friendly road cycling routes in St. Matthews?

Yes, many routes in St. Matthews are suitable for families, especially those utilizing the paved, multi-use trails within parks. Seneca Park, for instance, offers a 3.3-mile paved loop that caters to all skill levels, providing a safe and enjoyable experience for families. The Louisville Loop also offers accessible sections.

What are some notable landmarks or attractions I can see along road cycling routes in St. Matthews?

Many routes incorporate scenic landmarks. You can cycle past the iconic Big Four Bridge, which connects Kentucky and Indiana across the Ohio River, offering unique views. Routes also often pass through Cherokee Park, known for its picturesque landscapes and the Beargrass Creek. The Louisville Waterfront Park is another popular point of interest along many routes.

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

Parking is generally available at access points for major parks and trailheads. For routes that incorporate Cherokee Park or Seneca Park, there are designated parking areas within or near these parks. When planning your ride, check the specific route details on komoot for recommended starting points and parking information.

Can I access the Louisville Loop from St. Matthews?

Yes, cyclists in St. Matthews have convenient access to sections of the Louisville Loop, a significant multi-use path that offers extensive mileage for longer rides. Many routes from St. Matthews are designed to connect with or incorporate parts of the Louisville Loop, allowing for broader exploration of the region.

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

The area is highly rated by the komoot community, with an average score of 4.9 stars from over 10 reviews. Reviewers often praise the well-maintained paved surfaces, the scenic beauty of the Olmsted-designed parks, and the excellent connectivity to regional networks like the Louisville Loop and the Big Four Bridge, which provide diverse and engaging rides.

Are there any long-distance road cycling routes starting from St. Matthews?

Yes, St. Matthews serves as an excellent starting point for longer rides. For example, the Cherokee Park – Cherokee Park Scenic Loop loop from St. Matthews is a challenging 87.3-mile (140.5 km) route with significant elevation gain, perfect for experienced long-distance cyclists. Another option is the Cherokee Park – Waterfront Park loop from St. Matthews, which covers 65.2 miles (104.9 km).

Are there any circular road cycling routes in the St. Matthews area?

Many of the road cycling routes around St. Matthews are designed as loops, offering convenient starting and ending points. Examples include the Ohio River – Waterfront Park loop from Bellewood and the Big Four Bridge – Big Four Bridge loop from Brownsboro Village, both providing scenic circular journeys.

What is the best time of year for road biking in St. Matthews?

Spring and fall generally offer the most pleasant conditions for road biking in St. Matthews, with mild temperatures and beautiful foliage. Summer can be warm and humid, while winter rides are possible but require appropriate gear for colder temperatures. Always check the local weather forecast before heading out.

Are there any parks in St. Matthews that are good for a post-ride stroll or relaxation?

Absolutely. After a ride, you can relax at Brown Park, which features concrete walking trails through wooded areas and along Beargrass Creek, offering a tranquil setting with diverse wildlife. Community Park also provides asphalt walking paths and wooded areas for a peaceful escape.

Are there routes that connect to the Big Four Bridge?

Yes, several routes from St. Matthews incorporate the Big Four Bridge. For instance, the Big Four Bridge – Big Four Bridge loop from Brownsboro Village specifically features crossings of this pedestrian and cycling bridge, offering fantastic views of the Ohio River and connecting to Jeffersonville, Indiana.

Most popular routes around St. Matthews

Hiking around St. Matthews

Most popular attractions around St. Matthews

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 Road cycling routes in other regions.

LouisvilleWellingtonStrathmoor ManorIndian HillsSeneca GardensDruid HillsRiverwoodKingsleyGlenview HillsStrathmoor VillageAudubon ParkGlenviewLynnviewWest BuechelRolling FieldsMeadowview EstatesNorwoodShivelyGraymoor-DevondaleWoodland HillsWindy HillsWoodlawn ParkMockingbird ValleyMiddletownLyndonHouston AcresNorthfieldSt. Regis ParkForest HillsHurstbourne AcresBellemeadeSpring ValleyBlue Ridge ManorDouglass HillsJeffersontownBeechwood VillageMoorlandTen BroeckBriarwoodHurstbourneOld Brownsboro PlaceBancroftLangdon PlaceMurray HillWorthington HillsAnchorageColdstreamBroeck PointeManor CreekMeadow ValeRolling HillsCreeksideFincastleProspectHollow CreekHeritage CreekHollyvillaSouth Park View

Nearby adventure guides

Things to Do around Beechwood Village

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 plannerFeaturesRedeem a voucherHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy