Since this is our 7th year of going to Oktoberfest and Germany.....we've hit most of the sights in and around Munich and southern Germany. So most of our activities are in Munich. There are plenty of brewery tours, bier gardens, and other fun stuff to do in Munich to keep up entertained. We do hit the fest a lot thuogh!

It's still probably the funnest thing I've ever been too. Even after going for 7 years. You meet some of the coolest people from all over the world and get to drink some awesome beer.
If you plan on seeing Munich I would recommend staying in the Munich area if at all possible. Even if it's on the outskirts of the city. Taking a train to and from Stuttgart just for the day gets a little old. We did that for a couple of years. The last few trains out of the city are packed with drunks and the train is packed to the gills with people. Not fun for a 3 hours ride! Plus the last train leaves I think around 10:30PM so you miss some of the Munich nightlife.
I'll be staying at my friends flat which is right near the downtown area. There are plenty of fun things to do in the city. If you'll be around the city for a few days we could plan on hitting up the fest, going to a bier garden in the suburbs to see how everyday Germans live, taking a brewery tour, walking around Marienplatz, have a beer at the Hofbrau Haus

and have a BBQ down on the banks of the Isar river which is where a lot of Germans go at meet their friends. Very fun...carry your case of beer, put it into the river to keep it cold and fire up the BBQ!
Good times! If you guys have any other questions about Munich or Stuttgart let me know! Hopefully we can find time to meet up and drink a few beers! Would be glad to show you around the city if our schedules work out!