My wife and I have hiked both of these trails before (click here for pictures). This time we embarked on the challenge of walking up Bobs Hill and continuing for a total of 9 miles (out and back). To get the 9 miles we needed to walk to Bobs Hill Overlook, then continue on to Cat Rock via the Cat Rock Connector.
For a virtual map you can click here.
We hiked this trail on August 27th, 2016. The temperature was in the mid 90's and humid. Just like the last time we hiked this trail. We've done a couple of 8-mile loops at Catoctin and we felt that we were in much better shape than last year, and we are. Bob's hill was still brutal. At the beginning of the trail for the first tenth of a mile the elevation gain is 159 feet. Which translates into about a 25 - 30% grade. The last tenth of a mile just before the overlook sign post is also very steep. That is the section with all the steps. The rest of the hill is about a 17% grade. The total altitude gain was 1,500 feet.
Here's a link to the interactive profile of this hike: Click here. You can run your cursor of the trail or the profile to see how much distance and height we traveled. This data was obtained from a gpx file that was downloaded from my wife's Garmin gps watch. I edited the gpx file to remove the return trip portion of the hike since it overlapped the outbound portion. So the total mileage recorded here is around 4.3 miles or so. The actual trail is less than 9 miles out and back, but we also walked to one of the overlooks and the gps beeped that we reached 9 miles as we were walking back to the car (which was parked across the road from the trail).