Assuming you're going to be taking I-95 down to Williamsburg, the most obvious place to stop off would probably be Fredericksburg.
Fredericksburg and Chancellorsville battlefields are located fairly close to one another, as well as being significant engagements and reasonably close to the highway, so you won't have to wander too far off the beaten track to see 'em.
The Wilderness and Cedar Mountain battlefields are relatively close as well, but they're a little farther afield, and it'll likely take more time getting to and from than you're willing to spend.
You may want to consider Caroline street for lunch or dinner, I dunno. It's been a while since I've been there, but I recall there being some good local places to check out. CJ would probably know.
If you're specifically interested in the Confederacy, then you'll obviously want to make a stop in Richmond, which is also on the way.
I don't think you'll have any trouble finding places that interest you in Williamsburg.
I'm pretty familiar with Annapolis. The harbor is a nice place to spend an afternoon, but I wouldn't necessarily recommend eating there as the bars and restaurants are usually crowded with tourists and families visiting the Academy.
In my ever-humble opinion, the best place to spend a few hours if you've got 'em is at Davis' Pub: good beer on tap, but more than that, it's just a really (sometimes very) cozy, local joint. Dockside. Everyone is very friendly.
Conversely, if you're just interested in getting some excellent grub to go with your craft beer, check out Punk's Backyard Grill at the Mall. I know it looks like a chain, but it's not. Really friendly staff, and as I said, great food and beer. You'll like it, trust me. Make sure you get a seat at the bar.
Also, in my opinion, you may want to consider condensing your trip. Seems like a lot of driving to me.


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