@ Jakoda - He was not crated at previous home, due to wife's disability she was home 24/7 with him which I'm sure is not helping the current situation. We've had him 3 weeks today, surprisingly we never had any issues getting him used to the idea of the crate being a good place, he willingly goes in when I walk by to see if he'll get a treat out of it. From what I can tell, he's quiet when I leave the house and quiet when I return but only God and the cats know what he's doing in between. I suspect he's howling based on the nights when we are home. I'm not opposed to bringing the crate to the first floor, it's certainly worth a try.
@ Shade - Like I said to Jakoda, we really never had any problems getting him inside the crate, he's never been afraid of it and even after the stints where he HOWLS for hours, he readily goes back in the next time I say "Stu Crate", gets his treat and sits there quietly until I'm too far away (i.e. in bed) and then howls. We also always leave the TV on, usually music but it makes zero difference in his behavior while in the crate or even outside the crate.
He's very attached to me, even if I get up from one room to go to the next with the intention of returning to the original room he gets up and attends the "event" with me. In the crate he's calm and lying down relaxed when I get to it after the hours of howling but I'm not sure what position he's in when the howling is occurring...it probably wouldn't hurt to set up a camera to see the events unfolding....