I'll be attending the JD/LLB program in the fall. I've considered going to school for a year and transfering. One issue with the JD/LLB program is that many of the first year courses are taken at U-Windsor. Those credits may be difficult to transfer to another school in the states.
What I find most appealing about UDM's joint degree program is their graduates seem to have a lot of flexibility with where they work. U-Windsor has a high placement rate in Toronto, and last years' grads ended up everywhere from Washington (state) to New York. Most lower tiered schools (including UDM's traditional JD) are very regional. A financial incentive I stumbled upon is that U-Windsor offers all US citizens in the JD/LLB program a 6,000 scholarship - which I'm assuming you'll qualify for. Last year's JD/LLB tuition was also considerably less than UDM's traditional JD program because U-Windsor costs less. In all, 22,500 v. 25,500. With the reduced tuition and the scholarship, the JD/LLB program is going to be cheaper than just about anywhere. Comparing UDM with Vermont is difficult. If you're really, really interested in environmental law, go to Vermont. They have a good reputation in that field of law. If you're interested in business or international trade, I'd probably say UDM.
Good luck choosing! If you want me to forward my emails from the Windsor financial aid office I'd be happy to.