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You should have been in Milwaukee last summer. One of oldest and best was just torn down. The old 41 twin(actually had 4 screens) is making way for a huge banking complex.
There's a drive-in in Monroe, WI. It's on the Southern border and there's not much else there. I haven't had the privalige or going yet (by my in-laws house and just want to leave) But they still have new movies every once in a while.
Boy this sure does bring back some good memories! I was one of those gals who lost their cherry at a drive in to a boy who later became my husband. We've been going strong for over 10 years now!
Not in Wisconsin, but 30 miles from the WI-IA border , in Maquoketa Ia ,on highway 61 there is a drive-in movie theater. I believe they have a website.