Mattimore's has a round toe and a fat ankle. A fat calf can be stuffed with grenades. The fat ankle means your heel keeps slipping up and making a suction sound when you walk. Wool foot pads just raise your foot up; they don't make the ankle tighter.
I'd trust Mattimore for ACW, but not 2WW. They have pebble-grained uppers and don't even have hobnails for that price. (Take a look at the 1WW boots and see what you think). You want a smooth upper with a rough-out vamp (toe section).
Do you have a time limit? Do you need them for the Gap? If not, I'd seriously consider Underwood. Underwood's is in GBP (£165), then there is the shipping, based on how much the boots weigh(£12 for <2Kg, £20 for >2Kg), and for the Yanks, there is a 17.5% reimbursement for Value Added Tax. That was how I calculated $305 USD. Depending on the time for shipment, I'd go with Underwood. It's hard to get a decent pair of riding boots for under $300.
For $200 you can get something decent. For about $300 US, you can rest assured and not wonder, "was this a good purchase?"
P.S. as of 2007-XII-31 RAU's boots are out of stock.