I've got a more than 10 year old Kuryakyn bag that must be a better made version of the same one you're NOT recommending. I like it for weekend trips and I also attach it to the grab rails so it sits on the rear seat. For longer trips I add this to the luggage rack.

With both bags I could be gone for month's at a time. I keep quick access stuff in the top and sides of the Kuryakyn bag. I also don't put clothes in the saddle bags since it's easier to unstrap the bag(s) and carry into the hotel.