Strike up the band with Pooh, Tigger, Darby and all your favorite friends in a spectacular full-length movie featuring seven original songs. It's a perfect day for a picnic, and you're invited! To thank Rabbit for planning this delightful event, his pals appoint him Mayor. But Rabbit has a lot to learn about what it takes to keep everyone in the Hundred Acre Wood one big, happy family! Join in the excitement as Pooh and the gang share laughter, surprises and the joys of friendship. Bursting with laughter, beloved characters and unforgettable new music, this instant family classic is the biggest showstopper ever!

Trish and her six-year-old niece, Patsy, make their living by picking pockets. But when they try to take advantage of holiday shoppers with fat wallets, they run into a little snag - a department store security guard named Bert catches them in the act. The store owner wants them arrested, but decides to wait until Christmas is over. To ensure they don't make a run for it, he entrusts their care to Bert. With jail on the horizon, Trish and Patsy are scared for their future. But as the holiday nears its end, it looks as though a budding romance might just save them after all.

It's Christmastime in the Hundred Acre Wood and all of the gang is getting ready with presents and decorations. The gang makes a list of what they want for Christmas and send it to Santa Claus - except that Pooh forgot to ask for something. So he heads out to retrieve the letter and get it to Santa by Christmas...which happens to be tomorrow!

When the gang from the Hundred Acre Wood begin a honey harvest, young Piglet is excluded and told that he is too small to help. Feeling inferior, Piglet disappears and his pals Eeyore, Rabbit, Tigger, Roo and Winnie the Pooh must use Piglet's scrapbook as a map to find him. In the process they discover that this very small animal has been a big hero in a lot of ways.

Awakened by a rumbling that could only be made by the much-feared Heffalump, the Hundred Acre Wood crew sets forth to catch the dreaded creature. Disregarded as too young to partake in such a dangerous expedition, little Roo opts to search on his own--with far greater success than his friends. But in meeting a young, playful Heffalump named Lumpy, Roo quickly discovers that Heffalumps are nothing like the creatures of the ominous stories heâ™s been told, and that the creature is equally afraid of his silly pals. Roo and Lumpy strike up a sweet friendship and work together to dispel the unfounded fears of their respective friends and families.