Pinnacle Overlook loop from Cumberland Gap
Pinnacle Overlook loop from Cumberland Gap
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hikers
Pinnacle Overlook loop from Cumberland Gap
03:18
10.7km
400m
Hiking
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels. The starting point of the route is right next to a parking lot.
Last updated: April 22, 2026
Tips
Your route passes through a protected area
Please check local regulations for:
Waypoints
Start point
Parking
Get Directions
267 m
Pinnacle Overlook
Highlight • Viewpoint
In the late 18th and early 19th centuries (until the railway lines were built), the "gap" at Cumberland Gap was essentially the colonization of Kentucky and the American West by white settlers, who were on the "Wilderness Road" from the east coast through the Appalachian Mountains moved. The route was developed by pioneer and scout Daniel Boone, who lived in the area and is credited as a model for the "Leatherstocking" character in the J.F. Cooper's applies.
Explore that history and beautiful mid-mountain scenery at Cumberland Gap National Historical Park, which includes Pinnacle Overlook.
More at nps.gov/cuga/index.htm and wildernessroad-virginia.com.
Translated by Google •
Tip by
10.7 km
End point
Parking
Way Types & Surfaces
Way Types
8.74 km
1.67 km
295 m
Surfaces
6.01 km
2.74 km
1.97 km
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Elevation
Highest point (770 m)
Lowest point (410 m)
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Weather
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Today
Sunday 5 July
31°C
20°C
73 %
Additional weather tips
Max wind speed: 7.0 km/h
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Description
If you're looking for a proper hike to earn those iconic views, the Pinnacle Overlook loop from Cumberland Gap delivers. This moderate hiking route covers 6.7 miles (10.7 km) with a significant 1321 feet (403 metres) of elevation gain, taking approximately 3 hours and 18 minutes to complete. It's an excellent choice for hikers who want more than just a quick roadside stop, offering a rewarding journey to one of the region's most popular viewpoints.
What to expect on Pinnacle Overlook loop from Cumberland Gap
This route takes you through the forested slopes of Cumberland Gap National Historical Park, offering a more immersive experience than simply driving to the top. Expect a steady ascent through the trees, with the terrain becoming more varied as you climb. The real payoff comes at the Pinnacle Overlook itself, where you're treated to spectacular 180-degree panoramic views across three states: Kentucky, Virginia, and Tennessee. You'll see the historic Cumberland Gap, the Powell Valley, and even the unique town of Middlesboro, Kentucky, nestled within an ancient meteor crater. This trail is best suited for those who enjoy a good workout leading to a memorable vista.
Planning your visit
While the Pinnacle Overlook itself is highly accessible by car, this specific loop starts lower down, offering a more strenuous hike. Parking is available near the trailhead, but it's always wise to arrive early, especially on weekends or during peak fall foliage season. For the most dramatic views, consider timing your hike for sunrise or sunset, or visit in the fall when the vibrant colors transform the landscape. Always carry enough water, especially during warmer months, as sections of the trail can be exposed.
Trail details
- Distance: 6.7 miles (10.7 km)
- Elevation gain: 1321 feet (403 metres)
- Difficulty: moderate
- Estimated time: 3 hours and 18 minutes
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