Been going out to Chubb for years; it's a beautiful, albeit, technical trail with lots of rocks and roots (I've taken a lot of spills). Depending on the time of year, it always feels a little different. It's fun to take my dog out here and let her run around and sniff everything. It's a well-maintained trail, and you there are lots of options to hike for as short or as long as you would like.
The trailhead here is pretty, even before you hit the trail. There is some short hills but nothing even this beginner hiker wasn't able to handle. I love the part of the trail that runs along side a long rock bluff. All shady it was comfortable even though it was warm and humid today. It still had some boggy spots from rain a few days ago, and the mosquito were irritating even though we sprayed ourselves with Deep Woods Off, but those two things couldn't dampen our enjoyment of the trail.
One of my favorite trails in the St. Louis Area. I rode it on my horse about 20 years ago and hiked it today. It's very rocky and has a lot of exposed roots, so it can be hard on feet, be it human, horse, or dog. There's a fair amount of up and down but I'm a beginner hiker and was able to tackle it as long as I wasn't in a hurry. If you love looking at rocks you love this trail. The only down side I can think of is it can get boggy in some areas after a lot of rain, and the mosquito can drive you crazy.