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Visiting Eastern Europe - planes, trains, and stamps?

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I am an American citizen who is an avid passport stamp collector and I was wondering if someone could help with this situation. I will be spending some time in Europe in October and am interested in taking a train around several Eastern European countries. I know that when one passes from the UK into the EU (like when I took the train from London to Paris and back) I was stamped in/out both directions on both sides. I am unsure what the protocol is for Eastern European countries - my Danish friend said that because they are former Soviet countries they would have passport control between each country but I would like confirmation of that.

The plan is to fly into Madrid, spend the weekend with a friend, then travel on to EE. It looks like quite a few of the countries are now considered EU - so does this mean arriving in, say, Zagreb I would not receive a stamp since I am coming from within the EU in Madrid? Also is there passport control on the trains when passing into a new country? I've done the Benelux+Germany Eurail pass and did not ever receive a stamp since they are all EU, so I did not know if this would be different.

We will have 3-4 days of traveling by train then I will proceed to fly to Amsterdam for a wedding. If we end in, say, Macedonia am I correct in assuming I will get stamped out there and then stamped in to AMS?

If someone could advise a route to see several cities that would be fantastic. It looks like a good mix of EU/non-EU countries all border one another. I would love as many stamps as feasible since my passport expires next year and I'm not too far from having it completely filled (which is a goal I'm hoping to achieve!)

I know this post kinda makes me sound like a crazy person so hopefully everyone understands what I am asking and I appreciate any advice that is provided :)

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