Thanks to Nate for the vote of confidence on these commentaries on commentaries.
For Deuteronomy, the best ones are as follows: Craigie, McConville, Weinfeld (Jewish), Thompson, Miller, Ridderbos (out of print, but available used), Wright (not N.T.), and Tigay (Jewish).
The next rung down has Merrill, Clements (in the New Interpreter’s Bible), Nelson, Von Rad (op, and hard to find), Christensen, Luther, Driver. A good little book is McConville’s _Grace in the End_, for those who do not want to buy his more expensive commentary. For those with the money, get both. Calvin, KD, and Henry are a must as well.
Forthcoming are Block in NIVAC (this will be a must), and Houtman (given his pedigree on Exodus, this will also be a must), and the second volume of Weinfeld. The two Jewish commentaries mentioned are quite excellent, and of the highest academic caliber.
Liberal commentaries include Weinfeld, Miller (moderate), Tigay, Clements (moderate), Nelson, Von Rad, and Driver.