As for playing Army in late October, early November, the game I attended there was last Saturday of September, the high was about 62 degrees, and the trees through the Hudson Valley were all looking like Bradford Pears look the day before they drop every leaf in 15 minutes. Early in the Stoops years he brought his team to the Air Force in September to play in front of an almost solid crimson crowd in 60 degree weather. Have never been to a game in Annapolis, but have visited Camden Yard (great weather) and to inaugurations (almost froze to death).
But I think the Service Academy Home/Home rotation would be great for fans. And telling recruits they are going to New York City, DC, and Denver/Colorado Springs can't be a bad thing.
Just my thoughts......