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Road trip suggestions (US midwest)


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So my gf and I are driving from New York to Saskatchewan, Canada in a couple of days. Basically, we have everything planned but we don't know where to stop in-between Chicago and New York. Anywhere halfway will be fine but we don't really know those cities in that area very well. Basically we are looking for halfway cheap in terms of a hotel, but also somewhere with plenty of things to do/record stores/vegetarian restaurants. Also, my gf is huge into music gear too.

Any ideas would be helpful!

Cheers!

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