I'll give my two cents for what it's worth. I actually have two rigs, a rack setup with a Carvin power amp, pre amp and TC Electronics G major and BOSE setup that I used for smaller gigs. For the Bose, believe it or not I bought a cheap Digitech RP80. I've bought and had all the stuff, envelope filters, Qtrons, compressor, wahs, Line6 PodXT, all that stuff. And, it sounded great, but you know what, it was a major PIA to lug it everywhere, and there was always some issue I was having. I've spent thousands of dollars in effects over the years and at this point, am just looking for sounds that are good and an easy setup.
So, to make a long story short, I bought this RP80 and spent probably 10 hours with it, fiddling. Has to the easiest effects pedal to program, simple, fast and for under $100, a great value. With a set of headphones on, I twiddled and combined with downloading some other peoples settings (if you visit the Digitech "patch" site you can download my settings btw), I got about 10 sounds that are perfect for a variety of what the Dead played. I plug this thing into my Bose (which sounds incredible by the way, expensive but well worth it in my book), or right into the mixer, and viola! Great sound and no issues. Now you old schoolers out there are going to say I'm crazy, but the quality of the digital effects now is tremendous and for VERY little money you can get a superb sound (if you have the time to twiddle). Line6 is also good, but frankly, a lot of overkill - too many amp tones etc, most unusable. My experience with a lot of the "all in ones" is that you have to take the time to twiddle and find the sounds you like. Once you have it set, you're good to go.
For those of you who are all about the Jerry sound - after much research, money and pain, the absolute key for any good sounding guitar is the pickups. Yes, the body is important and the neck, blah, blah, but if you have an axe that you are comfortable playing and are looking for the Jerry sound, replace your humbuckers with DiMarzio Super IIs, and you've got it. Seriously folks, I had over 40 guitars, and I can honestly say it comes to good quality pickups.
For you gearheads, my main two axes are an older Carvin that I changed out all the pickups on and a 2005 PRS 25th Anniversary McCarty Hollowbody Spruce. The Carvin I had for years and made the mistake of buying the PRS, when all I had to do was replace with pu's with DiMarzio Super 2 humbuckers - they are the key to the Jerry sound folks - spot on. So I did that, then put in the single coils - a YJM in the neck and a Cruiser in the middle. I like Dimarzios - good sound and great value. This makes for a very flexible setup that allows you to play Dead, Floyd, U2, Blues, Country pretty much anything. The Super IIs are definitely hotter than the others tho, and you'll hear a volume uptick when you switch over. At this pt, the PRS just hangs on the wall. It's a great guitar, but the Carvin, I just learned on it and the neck is faster and just feels better to me.
For now, the tube amp rig is packed away and soon be on Ebay. Again, I'm a once a week player, with wife and kids, so simple, small, inexpensive, but good, is the key for me.