The orcs are expected to be camped by the river. The ridge is east of the river, but it's not terribly close on an encounter-scale map (though you can assume that the land still raises toward the east of the river). Tommi's idea is fine; you can travel above the ridge, using the forest for cover to get there unseen, but then you'll have to work your way down to the river to find the orcs.
With that in mind, I'd like some skill checks! We've done it here before, but here's modified text from my post in "Blizzard at Revel's End" explaining a "Three Skill Challenge" (though I've been avoiding calling it a "Skill Challenge" because
some people have instant negative reactions to anything that sounds like a 4e thing) but I think you guys trust me, whatever your feelings on skill challenges might be:
"In an IRL game, I'd probably let a scene play out as it goes along, asking for skill checks whenever they are relevant. On the other hand, PBP takes
forever to do that, so I've come up with a thing I call an "x skill scene" - where x is the number of skills you'll roll checks for.
It works like this:
1) I'll define a broad scenario or goal as to what the scene is about. (The Big Picture).
2) I'll chose a number of skill checks I'd like to see play out (Usually 3).
3) Usually I'll let you come up with it yourself but sometimes I'll provide some examples as to what skills I'd prefer you to roll.
4) You'll post a little descriptive post telling me what your character is attempting and your skill rolls, but don't go too far into the results (positive or negative) - leave that up to me.
5) You can add as much or as little detail to the scene as you like, I'll use what you post, or make it up myself (if you're too busy or just can't imagine the scene very well, you can post as little as just your rolls).
Notes:
a) I probably won't share the DCs of any of the tasks with you, unless you really want me to.
b) I'd prefer it if you don't just roll the same skills or your best skills over and over again.
c) Failure should be fun. To me, the result of failure on any given skill check is that something interesting happens. Constant success is boring. Don't sweat it if you roll like crap.
d) On the other hand, super-high rolls can be fun too. I usually try to make that cause cool things to happen too."
So... A three skill challenge where the big picture is "Safely deliver the War-Wagon and NPCs to the Manor house; Travel the ridge without being spotted; Get the drop on the orcs at the riverside camp."
(You won't go all the way to the manor house, but you might not want to just leave one NPC with a prisoner, three horses, and a mule to look after. Maybe this is a good opportunity for Sir Dafin to send away all his guards? He'd feel more like an adventurer again. I'll leave that up to
@Neurotic ).
Obviously, I think Stealth is probably locked in as one of the skills that each of you should roll, but the other two are up to you, I think. (Though I expect to see a few perception rolls!)