13 days Itinerary Jr pass

Jan 23rd fly into Osaka
Jan 24th hp world and possible Osaka castle
Jan 25th possibly osaka castle then onto nara nara
Jan 26th arishyama
Jan 27th kyoto main temples
Jan 28th more kyoto sightseeing then travel too nagano
Jan 29th snow monkeys and travel to hakuba by bus
Jan 30th snow
Jan 31st snow
Feb 1st snow
Feb 2nd snow
Feb 3rd travel to matsumoto castlr from hakuba then on to Tokyo
Feb 4th be in Tokyo (not too interested in big cities and will be over castle and temples...any suggestions maybe see Disney World as night...
Feb 5th fly out of tokyo

Main questions
Do I need a Jr pass?
Should I fit matsumoto somewhere else?
My accommodation is all booked except for the 29th...i could stay in matsumoto instead of nagano get up early see the castle then go on to nagano to see snow monkeys then onto hakuba big day but would save me having to stop on the way to Tokyo and will get to see more of Tokyo?

Thanks in advance...

JR-Pass(7d/14d) too much.

Nagano(city) is not so far from Mastumoto by train.
http://www.go-nagano.net/modules/contents02/

And no "Disney World" in Japan.
"Disney Land(TDL) and SEA(TDS)" as Tokyo Disney Resort(TDR).
http://www.tokyodisneyresort.jp/en/about/index.html