I actually get by pretty well with a vintage style one channel tube head, a 2x12 closed back cab, a quality distortion pedal (I had to try out MANY before I found *mine*), and an OD pedal (again, tried out many). The head is the heaviest thing in the rig @ 50lbs, and the 2x12 can be awkward, but it's very portable.
I would actually steer you clear of any tube combo. They're heavy, but mostly bulky, which makes lugging it around pretty difficult. Myself, I prefer to make two trips with smallish, heavy things, than one trip with a heavy AND large thing.
If you can go as high as $2000, there's no reason to get an amp that is "too much" of an amp. Chances are good that you'll just end up wanting more down the line. Getting all you can for $2000 may end up saving you money down the road. Figure, getting that super-sweet amp that does it all for $2000, versus getting this one to get you by at $800, another with the next feature you want for $1000, nah, you want to downgrade, $900... etc ad nauseum