Recently, i've really enjoyed:
Movies -
Harvey,
The Secret Life of Walter Mitty,
Cloud Atlas. DEFINITELY recommend Harvey for you for an uplifting thought-provoking movie if you watch it with an open mind (the beginning is a little slow). If you like animated movies, i would recommend anything by Hayao Miyozaki, you can find a very giddy, childish positivity in
My Neighbor Totoro.
Books - anything by Mitch Albom,
For One More Day shares lessons about the bonds you maintain/don't maintain with family and the ramifications of that, and
The Time Keeper tell you about the value we place on time and watching clocks. His books aren't exactly positive, but more so thought provoking. If you're looking for positive/uplifting i've been dabbling in buddhist literature (more progressive/western of course) and i've been enjoying that.
The Tao of Pooh uses the characters from Winnie the Pooh as a metaphor for taoism.
The Buddah Walks into a Bar is terrific too.
Music - Jason Mraz always makes me happy, any of his albums are wonderful. Owl City's earlier albums are full of really uplifting/happy songs as well.
Oneeskimo
The Paper Kites
Bibio