I have the same question and have been wanting to start a towing log so others can help me figure out how much I can tow and I will provide a first data point. I just got a Justin hitch and planned a trip toto see my daughter in Denver via the Black Hills. I was initially planning on a ~3,000lb UVW, >300lb hitch weight trailer but chickened out and ended up with a ~2,100lb GVW pop-up with 2-300lb hitch weight. My chickening was based on the idea of my 1st tow trip to be into the mountains with a heavy trailer. Also, I can speak to the drag issue as I had 2 bikes and a Yakima on the roof of the Allroad.
That said, from what I've read chris86vw is right on about hitch weight but in addition to frontal area is lateral area which can lead to swaying in x-winds. From what I can tell, with the drop down style hitch, you will not be able to use a weight distributing hitch so optimised hitch weight (10-15% of GVW) and a brake controler will be needed for stability.
The car: 2004 Allroad 6MT, RS4 clutch & flywheel, APR Stage 1 (315HP, 375TQ), 17Z brakes w red stuff pads, coilovers with 14kg spriings and Hochkis swaybars + brake controller available for trailers w brakes
The load: 2,100lb GVW pop-up (2011 Jayco 1007), no brakes, <300lb hitch weigh, 2 bikes and a small Yakima on the roof of the Allroad
The results:
1) Car pulled the weight easily, definitiely took longer to stop no problems 2,500mi with a LOT of hills (Black Hills and West Iowa) and a general ~4,500ft increase in elevation
2) beware criuse control, down shift for almost all uphills at almost all speeds
3) even when the speed limit is 80, that may be too fast. Fine at 75 in 5th but >80 drag seemed a big factor, 6th bogged down with a slight uphill
All in all I'm ready to try a trailer at a bit over 3,000lb GVW with a brake controller on the flat lands with a few hills. However, until I try this I will hold off on a trip over the Rockies (Yosemite is on my bucket list)
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