Help me decide

There's a bigining to everything. In the end, shooting with film isn't so hard, you just have to be more aware of photography techniques and a little more understanding of the camera itself.

yeah i don't think i could bring both

If you entend to edit what you will shoot, then you might regret your digital camera if you take the film camera. If you think this trip can be covered with authentic film photos, then don't bother, take the film camera.

i've only ever played around with one of my dads old nikon film cameras, so i'm no wealth of information, but what i would say is that, unless you intend to carry around a ton of spare film, you might find yourself feeling limited to how many shot you can actually take. for instance, you see something cool, you may want to take 5+ photos of it, from different angles, distances etc. that 1/5th of a roll of film gone straight away. I'm assuming you're going to be seeing a pretty solid amount of stuff that you are going to want to take shots of if your travelling for 3 months.

I was in a similar predicament to you, im going to Barcelona next week and was considering buying an olympus om10 off a friend, rather than taking my t3i, just because its smaller and im staying in a hostel with shared bedrooms so i would worry about it being stolen, but i ended up thinking that it was just easier to bring my t3i and be super careful and make sure its locked up when im not using it.

So for sheer practicality i would go with your t2i. I think unless you're prepared to bring alot of fil, and not be worried about shots not turning out exactly right then the film camera might be better.

This. Bring your DSLR.

Take both? they're both pretty small, Im sure you're not taking a ton of luggage but still, im sure there is room for both.

I would take both, but I know that Id just be shuffling between cameras the whole time.

the 28mm prime would be good, but you may want to bring a zoom lens if you can simply for convenience. you might find this simulator to be helpful, t2i will be essentially the same as DX, or you can do a little math. Here it is:

http://static.nikonusa.com/Lens-Simulator/simulator.htm

I would go with the 28. Seems more versatile than the 50 on a crop.

Doesn't seem like a hassle to me at all, then you don't have to choose until the time comes.

This, if you need to get something tighter just crop it in post, more than enough MP in your t2i, but it's near impossible to add width in post.

ya its just I have a backpacking backpack and everything has to be in my pack, which is pushing me towards just one camera with a short lens

Take both.

What feels right? Seriously, that's what matters.

What lens to bring doesn't matter if you don't like the focal length or don't think it's appropriate. I like shooting long personally, so I would bring the 50, but that's me. Do you like shooting wide more? then bring the 28!