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This portion of the Cumberland Trail Grassy Cove Segment (http://www.cumberlandtrail.org/section5.html)covers 7.8 miles along the ridges of Brady Mountain. From the Jewitt Road trailhead, ascend 0.5 miles up to the gap and a road between Brady's Dorton Knob to the west and Bear Den Mountain to the east. Cross the road and join the trail moving off through the woods to the left to soon rejoin a logging road which then rises to the ridge top of Brady Mountain. Turning north, the trail follows the ridge, alternating between wide sweeping forests to narrow spiny ridges. Soon you will see a spur trail, yellow blazes, moving off to the right 100 yards to an overlook offering spectacular views of the south end of Grassy Cove, Bear Den to the east, and Dorton Knob, at 2,980 feet, the tallest point of Brady, to the south. You are 1.6 miles from the trailhead. Rejoin the trail and continue to ascend along the crest over the second highest point on Brady at 2,920 Feet. An additional 1.8 miles brings you to an additional spur trail with views of the Grassy Cove below, Black Mountain to the north, and the Smoky Mountains to the east. This side trail is often difficult to locate and is approximately 100 yards past a road junction on the right -- look for the yellow blazes and small stacks of stones marking the entrance. Rejoining the main trail, over the next 1.8 miles you will pass interesting stacked rock formations before reaching a large overhanging rock shelter offering dry shelter for the hiker. Soon the trail begins a steep descent off the north end of Brady and in 1 mile rejoins a roadbed at Lowe's Gap. Follow the road 1 mile to the Hwy. 68 trailhead.
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