Black Mountain Trailhead:
To reach the Black Mountain trailhead, travel 4.2 miles on Highway 68 from the Highway 68/127 intersection east of Crossville, Tennessee, to a left on Cox Valley Road. Take Cox Valley Road about 3.5 miles to a right on Haley Cove Road. There is a playground on your immediate left. Take Haley Cove Road 1 mile to a right on Battown Road and travel 0.9 miles up to a three-way intersection. Take the immediate left at the Cumberland Trail State Park sign and proceed 3 miles up the narrow and steep paved Black Mountain Road to a the paved trail head parking area on the right. Parking is ample and the ADA connector trail begins on the west side of the parking area. Follow the paved connector trail 500 feet to its connection with the Cumberland Trail.
Be aware that this segment of the CT is in Central Time.
The Black Mountain trailhead can also be reached from I-40 at exit 329 and following Battown Road south.
Brady Mountain Trailhead:
To reach the Brady Mountain trailhead, take Highway 68 for 4.6 miles from the Highway 68/127 junction just east out of Crossville, Tennessee. The trail head is a large paved pull off on the right at the top of the rise above Grassy Cove. Brady Mountain Trail head serves as the southern terminus for the Black Mountain Trail and the northern terminus for the Brady Mountain Trail.
Jewett Road Trailhead:
To reach the Jewett Road Trailhead, continue on Highway 68 through Grassy Cove for 8.4 miles to a right turn on Jewett Road. Follow Jewett Road for 6.6 miles to trail head which is easy to overlook so drive slow and watch carefully for the trail head sign on right several yards off the road. There is no constructed trail head parking area, only a wide spot in the road. There is parking directly across the road from the trail head that is large enough for 1 average size car or maybe two small cars. There is another wide spot in the road about 200 feet past the trail head that is large enough for 2 or 3 cars.
A 2 mile extension of the CT south from Jewett Road south to the Head of the Sequatchie State park was under construction as of 2015.
Black Mountain hike description (north to south):
Black Mountain trailhead to Brady Mountain Trailhead: 3.6 miles: easy, (moderate to difficult if you hike uphill, south to north)
From the trailhead parking area atop Black Mountain, follow the paved path to Cumberland Trail and trailhead kiosk which marks the beginning of this hike. Trail switchbacks up a slope. Beyond top of slope, a side trail to left takes hikers out to a spectacular overlook of Grassy Cove. Continue on main trail about 900 feet beyond the side trail, arrive at the intersection of Black Mountain Trail with Black Mountain Loop Trail. Turn left onto Black Mountain Trail and begin a descent through a rock gateway. In winter months, watch for ice here.
Upon descending, the hiker finds oneself among rising narrow bluffs with numerous passageways. Exit the bluffs and continue 0.2 mile over recovered fields and down to the campsite. At campsite, the trail goes left around the campsite and down the west slope of Black Mountain. Many wonderful flowers can be viewed in the spring time in this mainly hardwood forested slope.
After descending Black Mountain, the trail crosses an old roadbed shortly before arriving at a 500 foot long spur trail to Windless Cave. From the spur trail intersection, it is 1.5 miles to Highway 68 and Brady Mountain Trailhead. The trail from the cave spur intersection to Rt. 68 was realigned in 2013.