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
Start point
Parking
Get Directions
21.9 km
Highlight • Waterfall
Tip by
43.7 km
End point
Parking
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
Highest point (410 m)
Lowest point (270 m)
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Weather
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Today
Friday 10 July
28°C
21°C
78 %
Additional weather tips
Max wind speed: 13.0 km/h
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This route was planned by komoot.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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