Hopson --the bar -- has had its ups and downs over the last several years. When managed properly, with good bands for entertainment and advertising to get the word out, it can be as fun of a place to party as any I have ever been to. The atmosphere can also be as dead as a doornail when not managed properly. It has lacked consistency, which has hurt it. A good experience brings folks back for more. A bad experience or two, and they don't come back.
The Shack-Up Inn is a cool looking place. I have never stayed there since my only need for overnight lodging in Clarksdale has been the Blues Fest, and the Inn has always been completely booked for this event. And as indicated above, even when I tried to make reservations about a year in advance for the festival, they would not let me do this ---EVEN IF I PREPAID. They were holding the rooms for VIP out of state guests/performers for the festival. I was not a VIP.
But, they now have more rooms to rent with the expansion into the old gin. So, things may have changed, I don't know.
Hopson Plantation has really rocked on occasions in the past. It is roomy with lots of cool memorabilia on the walls and everywhere within. Big, long bar ---so, its easy to get a drink. Lots of tables and places to sit. Lots of places to stand in the back. Lots of history in the building and good atmosphere. And, the acoustics are good. Perfect venue to see a really good band. One really, really has to try hard to screw up such a good thing.