Mapping A Bugbear Fort

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So...not gonna lie here. Mapping is not necessarily my strong suit. I have to use grid paper and pencils to create an area and I'm not good with depiction and drawing (my forest areas are just rectangles drawn on the paper and trees are represented by dots). And I don't have game mats to just throw out a combat area whenever I need it and we damn sure don't have the money to play with figures. xD

But, if anyone could help me with drawing up an abandoned fort in the middle of a forest, it'd be much appreciated. I'm thinking something along the lines where nature has managed to grow and intertwine with the fort. Some parts are dilapidated, but much is still usable and is used by the bugbears residing there. I'm thinking maybe 5 levels. Two basement levels, one being the prison/dungeon the players start out in (most likely the bottom floor). Ground level which is exposed to the elements with a few indoor locations that lead back into the walls/halls of the fort. And one or two levels above ground level.

My main issue here is, I'm not sure about each floor layout. I have some vague ideas, but I could use some good ideas for ancient traps, room themes/decorations and whatever else you guys can think up (don't worry, I'm certainly sitting here thinking up my own ideas).

The system is 3.5 and my characters are level 3. The fort is in the middle of the forest, so feel free to use anything from a typical forest to play with some ideas. Also, anyone know of a good map generator for this sort of thing? Would come in handy, so that I could map it out on the paper by hand. 
My username should actually read: Lunar Savage (damn you WotC!) *Tips top hat, adjusts monocle, and walks away with cane* and yes, that IS Mr. Peanut laying unconscious on the curb. http://asylumjournals.tumblr.com/
I use a scan of a graph paper as the basic blank page and draw on it using MS Paint.




You will find it really easy to use. 
The Citadel Megadungeon: http://yellowdingosappendix.blogspot.com.au/2012/08/the-citadel-mega-dungeon-now-with-room.html
I use a scan of a graph paper as the basic blank page and draw on it using MS Paint.




You will find it really easy to use. 



Holy crap that's freakin' brilliant. I never thought to use MS paint in that manner. xD Now I just need to go find a picture of clean graph paper (I can't scan things).

I need a printer... sooooo....soooooooooooooo .........sooooooooooooooooooooooooooooo ..........SSSSSSSSSSSSSSSSSOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOO bad. >.<
My username should actually read: Lunar Savage (damn you WotC!) *Tips top hat, adjusts monocle, and walks away with cane* and yes, that IS Mr. Peanut laying unconscious on the curb. http://asylumjournals.tumblr.com/
The Citadel Megadungeon: http://yellowdingosappendix.blogspot.com.au/2012/08/the-citadel-mega-dungeon-now-with-room.html
WHEEEEEEEE!

Now to actually determine the layout and flow of each floor....>_> 
My username should actually read: Lunar Savage (damn you WotC!) *Tips top hat, adjusts monocle, and walks away with cane* and yes, that IS Mr. Peanut laying unconscious on the curb. http://asylumjournals.tumblr.com/
Thanks @yellowdingo for that great idea. I had never thought about using paint either, especially with blank graph paper.

@LunarSavage, try a Google image search at Paizo.com. I seem to recall maps for an abandoned fort being posted on there from one of their adventure (set in the Darkmoon Vale; I'll edit the name in later when I remember it).
Cheers Imruphel aka Scrivener of Doom
I taped together a few sheets of graph paper, then took them to a copy shop and had them laminated with 10mm laminate.  Now we have nice big battleboards, graphs inside, and can just use dry erase felts to plot everything out.  It's been one of the best (and cheapest) DM tools I ever gathered.  We use monoply and board game pieces for figures, and everyonce in a while a player goes out and buys a special figure for themselves.
Thanks guys. I'll be sure to use these ideas when I sit down tomorrow to take care of this all.

That said, I'll actually have to go buy a board game with some pieces...as I don't think we have any right now. I could be wrong, I'll take a look around. 
My username should actually read: Lunar Savage (damn you WotC!) *Tips top hat, adjusts monocle, and walks away with cane* and yes, that IS Mr. Peanut laying unconscious on the curb. http://asylumjournals.tumblr.com/
Spare dice work for figures, also.  Everyone I play with always has a ton of extras, so that can work.  Or coins.

 A lot of folks use tokens instead of miniatures - both the DM Kit and Monster Vault come with some, and it's trivially simple to make your own (if you have a printer). You could also save the images of the tokens to a cd and take that to a print shop or a store like Staples and have them print it on cardstock.
 You can also buy sets of printed stand-ups from various companies. Some are simply flat cardstock printed on both sides with a front and back image of the character, slotted into a base, while others are long rectangular strips with the front and back images placed basically head-to-head with extra space on the bottom of each and are folded over with the bottoms interlocked to form a triangle shape.

Show

I am the Magic Man.

(Pay no attention to the man behind the curtain.)

 

I am the Lawnmower Man.

(I AM GOD HERE!)

 

I am the Skull God.

(Koo Koo Ka Choo)

 

There are reasons they call me Mad...

Check this idea out:
www.angelfire.com/rpg2/dungeonsunlimited...

We used to use these wooden spools to track combat.
Now we use corks of different sizes (Home depot) and pushpins/flags stuck into the corks to mark conditions and such.

More maps here:
dungeonsunlimited.blogspot.ca/

Here's a map:

Excellent stuff.

My lack of a printer infuriates me. So does my lack of funds.

That said, finding play pieces like that could most definitely work. I'll see what I can find.

Anyway, I'll work with MS Paint and post anything I come up with so anyone else can feel free to use them. Though, expect that to come later. As I'm also having to do it by hand too without a printer. So I'm essentially mapping the same place twice. Once on my computer and once by hand. Which'll take me some time. Won't be as fancy as that wonderfully colored and detailed map, because I suck as an artist, but...it's something. >_>
My username should actually read: Lunar Savage (damn you WotC!) *Tips top hat, adjusts monocle, and walks away with cane* and yes, that IS Mr. Peanut laying unconscious on the curb. http://asylumjournals.tumblr.com/
K, quick update. I've mapped the layout of the two basement levels. Now comes the super pain in my ass. The ground level. This part has indoor and outdoor sections. I think after that, I'm only going to bother with a few rooms one story higher being built into the walls instead of two above ground levels.

Will probably borrow heavily from the last pic posted.

Nothing in MS paint yet, probably not for another day or two. The session is supposed to be tomorrow night, I think. Which means I gotta finish mapping and jot down all the various details of the rooms and determine bugbear patrol routes. Then beef up the bugbear captain and jot down a stat block for the mind flayer over lord...disguised, of course. And obviously not meant to fight the PCs yet.

>_> They're very much the kind of players to do "Kick in the Door, Kill'em all, ask questions later". So, I might have the over lord disguise himself as a prisoner to manipulate/help them. Then reveal him in full just before he disappears with a blast of magic or something. That'll gain their ire...

Anyway, any suggestions for about how big the fort should be at ground level? I'm doing a general 1 square = 5 foot for the mapping.
My username should actually read: Lunar Savage (damn you WotC!) *Tips top hat, adjusts monocle, and walks away with cane* and yes, that IS Mr. Peanut laying unconscious on the curb. http://asylumjournals.tumblr.com/
Maybe 100x200 feet for the base level... that leaves loads of room for different spaces inside and isn't so small that it feels weird.  How many rooms do you want on the base floor?
I'm thinking 6 rooms. 1 large room that leads down into the basement levels. 1 war room/planning room. 1 mess hall of sorts. And as for the rest, not sure. I've already put some living quarters in the basement levels, but an old barracks housing the place where lots of soldiers would have slept is needed.
My username should actually read: Lunar Savage (damn you WotC!) *Tips top hat, adjusts monocle, and walks away with cane* and yes, that IS Mr. Peanut laying unconscious on the curb. http://asylumjournals.tumblr.com/
How many Bugbears would be in the fort, maximum?
I'd say about 20-30. With at least a party of 10 of those being out wandering/patrolling/hunting in the forest during the time this whole shebang starts.
My username should actually read: Lunar Savage (damn you WotC!) *Tips top hat, adjusts monocle, and walks away with cane* and yes, that IS Mr. Peanut laying unconscious on the curb. http://asylumjournals.tumblr.com/
With that many residents, I'd still say somewhere between 100x100 and 100x200.   It'd be easy to then divide the area into quarters, to make 4 large rooms.  Divide two of those large rooms in half again, and you'd have 2 large rooms and 4 medium sized rooms.  Add connecting doors, and stairwells and you're most of the way home.  All that's left is to layout the rooms themselves.
Done. Wound up having 4 rooms, all about medium sized and two connecting corridors in the walls of the fort. Sometime in the coming week, I'll map each floor out in MS Paint and post'em all. I'll let you guys know how the session goes. I still need to jot down details of the rooms. The session tonight is looking iffy though. One of the players isn't sure he can make it.

Oh well...back to work.

The fort itself is about 100 x 100 ft.

I decided not to go with any dilapidated walls. 
My username should actually read: Lunar Savage (damn you WotC!) *Tips top hat, adjusts monocle, and walks away with cane* and yes, that IS Mr. Peanut laying unconscious on the curb. http://asylumjournals.tumblr.com/