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Routes
Bike touring routes & trails

Whitley City to Cumberland Falls

Routes
Bike touring routes & trails

Whitley City to Cumberland Falls

Hard

Whitley City to Cumberland Falls

02:47

43.7km

530m

Cycling

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

Last updated: February 26, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Daniel Boone National Forest

Waypoints

A

Start point

Parking

Get Directions

1

21.9 km

Cumberland Falls

Highlight • Waterfall

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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B

43.7 km

End point

Parking

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Way Types & Surfaces

Way Types

36.2 km

6.45 km

1.04 km

Surfaces

42.7 km

585 m

457 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 (410 m)

Lowest point (270 m)

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Weather

Powered by Foreca

Today

Friday 10 July

28°C

21°C

78 %

Additional weather tips

Max wind speed: 13.0 km/h

to get more detailed weather forecasts along your route

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Frequently Asked Questions

How challenging is the touring bicycle route from Whitley City to Cumberland Falls?

This route is rated as difficult for touring cyclists. It features significant elevation changes with rolling hills and many twists and turns through the Daniel Boone National Forest. You should have very good fitness, especially if carrying gear, as some sections may involve unpaved forest roads.

What kind of terrain can I expect on this cycling route?

You'll primarily ride on state highways like US 27 and KY 90, which are winding roads. Expect a mix of paved and potentially unpaved sections, especially if venturing onto forest roads. The area is characterized by rolling hills and challenging climbs and descents.

What are the main scenic highlights along the way?

The route offers beautiful scenery through the Daniel Boone National Forest, with dense woodlands and sandstone cliffs. The ultimate highlight is Cumberland Falls, known for its rare moonbow. You might also encounter views of the Cumberland River and potentially natural arches like Yahoo Arch or Natural Arch.

Where can I park to start this touring cycling route?

While specific parking for this exact point-to-point route isn't detailed, you can typically find parking in Whitley City to begin your journey. Cumberland Falls State Resort Park also offers amenities and parking at the other end of the route.

Is this cycling route suitable for beginners or families?

Given its difficult rating, significant elevation changes, and potential for mixed road surfaces, this route is generally not recommended for beginners or young families. It requires very good fitness and experience with road cycling, especially when sharing roads with vehicular traffic.

What is the best time of year to cycle from Whitley City to Cumberland Falls?

Spring and fall generally offer the most pleasant cycling conditions with milder temperatures and beautiful foliage. Summer can be hot and humid, while winter may present icy conditions on roads, making it less ideal for touring cycling.

Are dogs allowed on the cycling routes in McCreary County?

While specific regulations for dogs on cycling routes aren't detailed, generally, dogs are permitted in the Daniel Boone National Forest and Cumberland Falls State Resort Park on a leash. Always ensure your dog is well-behaved and that you clean up after them.

Do I need any permits or pay entrance fees to cycle through the Daniel Boone National Forest?

Generally, there are no specific permits or entrance fees required for cycling on public roads or designated trails within the Daniel Boone National Forest. However, always check the official USDA Forest Service website for any specific area restrictions or changes before your trip.

Does this route intersect with any other notable trails?

Yes, while primarily a road cycling route, it does intersect with sections of other paths. You may encounter parts of the Sheltowee Trace NRT (Sections 29, 30, 28, 27 "Moonbow"), Blue Bend Loop Trail, Old Falls Cabin Road, Eagle Creek Falls Trail, and Cumberland Falls Trail #6.

What should I be aware of regarding safety when cycling on these roads?

Kentucky law allows bicycles to use most roadways, but dedicated cycling infrastructure can be limited. Always ride on the right side of the road, use hand signals, and ensure you have lights and reflectors, especially in low visibility. Motorists are legally required to give you at least three feet of space when passing, but always exercise increased caution due to traffic.

Are there places to stop for food or amenities along the route?

Whitley City has points of interest like the historic Dairy Bar diner, which can be a good stop. At the end of your ride, Cumberland Falls State Resort Park offers various amenities, including lodging and dining options.

Nearby routes

Hard

Whitley City to Cumberland Falls

02:47h

43.7km

530m

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