The Charles C. Deam Wilderness Area located in the Hoosier National Forest near Bloomington, Indiana is very popular with day-hikers, backpackers, and horseback riders. Parking is limited in the Wilderness Area and fills up quickly, especially with backpackers parking Friday night and not leaving till Sunday afternoon.
To hike the Sycamore Trail we parked at the Hickory Ridge Fire Tower and followed Terrill Ridge Trail about 0.2 miles (you will also return to the parking lot via this trail) to a sign for the Sycamore Trail.
There are great views from the ridges and pretty creeks run through the valleys. There is dispersed camping along the Sycamore Trail (as well as throughout the Deam Wilderness).
After 4.7 miles of walking along ridges, down in the valley, and back up on the ridge, you come to a T. If you turn right the Terril Ridge Trail continues for a half mile. We turned left at the T and followed the trail the other direction 1.1 miles back to the Hickory Ridge Fire Tower Parking area. Overall, it was about a 6 mile hike.
If you live in Indiana and are preparing for a strenuous hike somewhere, the Charles C. Deam Wilderness Area would be a great place to train due to the elevation changes.