I went several times when we lived there. I had a discount card and could get in for 5100 yen. I think normal price was around 5800 yen.
Pooh is very different and very cool but very crowded (IMO worse than DL in CA and WDW when we went in 2000). Get the fastpass. Pooh is VERY popular in Japan.
Oh, and you HAVE to get a bucket of honey popcorn across from pooh or on the other side of fantasy land near Peter pan (I THINK). That popcorn ROCKS! We'd keep refilling our bucket all day long. I think the popcorn was about 450 yen. The bucket was abounr 1100 yen and the strap to carry the popcorn was another 100 or 200 yen.
I talked to a CM who gave us a private tour in CA DL and he said they tried the honey popcorn there but the bees made them shut it down. (BTW, the tour wasn't supposed to be private but our family was the only ones on the tour!)
If you are dying for American, there is a restaurant in Tomorrowland. Can't remember the name, but it's very large and they have hamburgers that are mickey shaped.
Understand pizza is not like what we have in the US, you will find chunks of potato, squid, etc on top.
I also liked the restaurant in Adventureland that overlooked the pirates of the carribean ride, but it was very pricey.
This goes for all of Japan but if you stand somewhere long enough looking confused, someone who speaks English will approach you to help.
What a PP said about trains and English is true for major trains and mostly in Tokyo but if you get to smaller stations, etc you won't always get it in English. Learn to say your stop and if you aren't sure at a stop, point to the stop and say the name of your stop as a question (ie. "Machida?") and they'll shake their head yes or no. Also, not all ticket machines have English. I was at Shinjuku (Largest station in Japan) waited in a long line, got there and it was ALL in Japanese! I stood there for a second and the businessman behind me spoke enough English and I spoke enough Japanese to get my ticket.
One little thing I liked about TDL was the songs. They are mostly in Japanese but usually the chorus is in English. At the Mickey Mouse Revue, they were singing the Mickey Mouse clubhouse song and it's supposed to go "M-I-C-K-E-Y M-O-U-S-E!" Well, spelling words in a language other than your own is hard! So instead it goes "Mickey Mouse, Mickey Mouse, Mickey mickey Mouse!"
Oh and one more thing. They opened Buzz when we lived there and they were having a celebration parade and the CMs before the parade were getting the crowd excited, etc (all in Japanese) so we had no idea what was being said, etc. Then all of the sudden the CMs were chanting and the crowd joined in. What were they chanting? "Buzz-O!" So in our family Buzz Lightyear is Buzzo
Rachel