Depends on if you’re allowed to bring the Pi in at all. Might be safer to just buy what you need “on site”. There’s a lot more to this than just the technical side.

Whatever you do, just be careful. A lot of places don’t play easy with foreigners breaking the law. It can be easy to hide what you’re specifically doing over a network, but they don’t need to know what you’re spefically doing to say “bypassing the filter at all is illegal”, “using tor gives us probable cause”.

Depending on your situation and how they check things you bring in, it might be better to just load up a/some big hard drive(s) with enough content to carry you through until your next trip outside the filter. Knew someone who was in a similar situation for a long while that would emulate their way through old console game libraries like that.

May be worth looking into how political dissidents can protect themselves. Hidden encrypted containers. Private vps outside the filter that you connect to, doing all your questionable shit on the remote server outside, so the only data transfer is video feed to/from.

So much of this depends on specifics it may not be safe for you to share. Probably worth asking questions in some of the privacy focused communities.