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Road cycling routes
United States
Kentucky
Menifee County

Clifty Wilderness

The best road cycling routes in Clifty Wilderness

61

riders

4

rides

Road cycling in Clifty Wilderness is not permitted within the wilderness boundaries; however, the surrounding Daniel Boone National Forest offers numerous routes. This region is characterized by rugged terrain, high cliffs, and steep valleys, with the Red River bisecting the area. Cyclists can explore routes through dense hemlock forests, hardwoods, and rhododendron thickets, encountering sandstone arches and rock shelters in the broader Red River Gorge area. The landscape provides a challenging environment for road cycling on paved and unpaved roads…

Last updated: July 2, 2026

6

riders

#1.

Nada Tunnel – Red River loop from Hoedown Island

98.9km

04:37

1,150m

1,150m

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

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Hard

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

Moderate
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Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

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

Moderate

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Tips from the Community

Andrus
July 23, 2025, Red River

Flowing 97 miles from the Cumberland Plateau to the Kentucky River, the Red River winds through eastern Kentucky’s rugged landscapes and forms the Red River Gorge. Its 1,400-square-mile watershed has deep ravines, sandstone cliffs, and hemlock forests, creating a haven for outdoor recreation. A 19-mile designated Wild and Scenic River segment offers opportunities for paddling, from thrilling rapids in the upper gorge to calm stretches downstream. Anglers will find trout and bass in its cool, clear waters, while hikers and bikers can explore riverside trails, waterfalls, and natural arches. The Red River is both a lifeline for biodiversity and a gateway to unforgettable backcountry adventure.

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Andrus
July 23, 2025, Nada Tunnel

This narrow, one-lane tunnel is considered to be the gateway into the Red River Gorge. If you plan on riding through here be sure to have your lights ready as the tunnel it long enough to get very dark in the middle.

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Frequently Asked Questions

Can I road cycle directly within Clifty Wilderness?

No, road cycling and other mechanized equipment are prohibited within the boundaries of Clifty Wilderness itself. However, the surrounding Daniel Boone National Forest offers excellent road cycling opportunities, and the routes in this guide explore that broader area.

Where can I find road cycling routes near Clifty Wilderness?

While cycling is restricted within Clifty Wilderness, the broader Daniel Boone National Forest, which encompasses the area, provides numerous roads suitable for road cycling. Our guide features routes that explore the scenic Red River Gorge area, known for its dramatic rock formations and features like the historic Nada Tunnel.

What is the typical difficulty level for road cycling routes in this region?

The road cycling routes in this region are generally considered moderate to difficult. You can expect significant elevation changes and challenging climbs. For example, the Nada Tunnel – Red River loop from Hoedown Island is rated difficult, featuring over 1100 meters of elevation gain.

Are there any beginner-friendly road cycling routes available?

The routes listed in this guide are primarily moderate to difficult, with no easy options. Cyclists should be prepared for challenging terrain and elevation. If you are a beginner, consider shorter sections of these routes or look for flatter options further afield in the Daniel Boone National Forest.

What are some scenic highlights along the road cycling routes?

The routes in this region often pass through the Red River Gorge area, offering views of rugged terrain, high cliffs, and sandstone formations. A notable feature is the historic 900-foot Nada Tunnel, which cyclists pass through on routes like the Red River – Nada Tunnel loop from Ash Branch Climbing Area.

What is the best season for road cycling in this area?

Spring and fall generally offer the most pleasant conditions for road cycling, with milder temperatures and beautiful foliage. Summers can be hot and humid, while winters may bring cold temperatures and potential for icy roads, especially in shaded areas.

Are there loop road cycling routes available?

Yes, all the road cycling routes featured in this guide are loops, allowing you to start and end at the same point. Examples include the Nada Tunnel – Red River loop from Hoedown Island and the Red River – Nada Tunnel loop from Peace of Mind Campground.

What should I pack for a road cycling trip in this region?

Given the rugged terrain and potential for varying weather, it's advisable to pack essentials such as plenty of water, snacks, a repair kit, and appropriate layers of clothing. A helmet is mandatory, and a GPS device or a downloaded komoot tour is highly recommended for navigation, as trails can be less marked in wilderness-adjacent areas.

Are there places to eat or refuel along the routes?

While the immediate vicinity of the wilderness area is remote, you may find cafes and restaurants in nearby towns and communities within the broader Red River Gorge area. It's always a good idea to plan your stops in advance and carry sufficient provisions, especially for longer rides.

How long are the road cycling routes in this guide?

The road cycling routes in this guide vary in length. For instance, the Nada Tunnel – Red River loop from Hoedown Island is approximately 45 km, while the Nada Tunnel – Red River loop from Hoedown Island (the longer version) extends to nearly 98 km.

What makes road cycling in the Red River Gorge area unique?

Road cycling in the Red River Gorge area offers a unique blend of challenging climbs, scenic vistas of dramatic sandstone cliffs and arches, and the experience of riding through the historic Nada Tunnel. The region's rich biodiversity and designation as a National Wild and Scenic River add to its distinctive character.

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