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Routes
Road cycling routes
United States
Kentucky
Jefferson County
St. Matthews

Cherokee Park – Cherokee Park Scenic Loop loop from St. Matthews

Routes
Road cycling routes
United States
Kentucky
Jefferson County
St. Matthews

Cherokee Park – Cherokee Park Scenic Loop loop from St. Matthews

Hard

4.9

(1604)

18,771

riders

Cherokee Park – Cherokee Park Scenic Loop loop from St. Matthews

07:17

141km

1,480m

Road cycling

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: May 25, 2026

Waypoints

A

Start point

Parking

Get Directions

1

4.72 km

Cherokee Park

Highlight • Natural

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.

Tip by

2

5.12 km

Cherokee Park Scenic Loop

Highlight (Segment) • Trail

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 …

Tip by

10.8 km

South Fork Beargrass Creek

Lake

4

11.1 km

South Fork Beargrass Creek

Highlight • River

One of the three main branches of Beargrass Creek, the South Fork originally ran through downtown Louisville. However, this was rerouted in the 1850s and a gain in the 1920s. …

Tip by

5

68.4 km

Pendleton Hill

Highlight • Summit

Pendleton Hill is a 853-foot hill in Shepherdsville, Kentucky. This is a nice little climb if you're looking to add a little elevation to your ride on a quiet, open, rural residential road.

Tip by

6

79.6 km

Mitchell Hill

Highlight • Summit

Mitchell Hill is a 856-foot hill just west of the Jefferson Memorial Forest on Mitchell Hill Road. This is a nice little climb in an attractive, rural-feeling area.

Tip by

B

141 km

End point

Parking

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Way Types & Surfaces

Way Types

89.4 km

33.4 km

14.4 km

3.56 km

< 100 m

Surfaces

85.9 km

54.4 km

430 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (280 m)

Lowest point (130 m)

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Weather

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Today

Wednesday 22 July

26°C

19°C

14 %

Additional weather tips

Max wind speed: 14.0 km/h

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Description

The Cherokee Park – Cherokee Park Scenic Loop loop from St. Matthews is one of those road cycling routes that truly tests your endurance, offering a difficult 87.4-mile (140.6 km) journey with 4205 feet (1282 metres) of climbing over roughly 6 hours and 56 minutes. This is a significant ride for experienced cyclists looking for a long day in the saddle, combining urban access with a historic park's natural beauty.

What to expect on Cherokee Park – Cherokee Park Scenic Loop loop from St. Matthews

This route takes you from St. Matthews into the heart of Cherokee Park, a masterpiece designed by Frederick Law Olmsted. You will navigate a varied landscape of rolling hills, open meadows, and dense woodlands, particularly within the scenic Beargrass Creek valley. The core Cherokee Park Scenic Loop features a dedicated paved path, offering a safer and more enjoyable experience with separate lanes for recreational users. Keep an eye out for notable landmarks like Baringer Springs, Hogan's Fountain, and Christensen Fountain as you cycle. While the park's internal loop has moderate hills, the full distance and elevation from St. Matthews make this a challenging ride best suited for well-conditioned road cyclists.

Planning your visit

Starting from St. Matthews, you will find generally easy, paved roads leading into Cherokee Park. Once inside, the park's thoughtful design with separate lanes for cyclists enhances safety, allowing you to focus on the ride. There are no specific permits or fees mentioned for accessing the park. Given the substantial distance and duration, plan to start early to allow ample time to complete the loop comfortably, especially if you want to enjoy the park's features without rushing.

Trail details

  • Distance: 87.4 miles (140.6 km)
  • Elevation gain: 4205 feet (1282 metres)
  • Difficulty: difficult
  • Estimated time: 6 hours and 56 minutes

Nearby routes

Moderate

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Louisville Loop Trail

02:17h

43.9km

280m

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