Hello Sophie and welcome to the Disney Parks Moms Panel.
As soon as I read your great question, I knew an adventure was about to happen!
Since I was a young Mouseketeer I've always loved A.A Milne's tales of Winnie the Pooh, Christopher Robin and their many delightful friends who live in Hundred Acre Wood; which is why I can totally understand your wish to meet dear little baby Roo for a hug and a keepsake photograph during a magical visit to Walt Disney World Resort.
At present Guests can meet Hundred Acre Wood residents at
Meet Tigger and Friends near Many Adventures of Winnie the Pooh in Fantasyland within the Magic Kingdom Park, but to the very best of my knowledge Roo is currently not included within that greeting.
As a Winnie the Pooh lover you must be sure not to miss visiting
The Many Adventures of Winnie the Pooh Attraction where I'm sure you'll catch a glimpse of Roo and his Mother, Kanga. Plus
Hundred Acre Goods is the perfect
hunny spot for finding a tasty Winnie the Pooh inspired souvenir of your adventures.
Fancy a smackeral of something nice to eat during your Disney day? Then you'll love this all-you-care-to-enjoy
Buffet with Character at
The Crystal Palace where you could be joined by Winnie the Pooh himself plus Piglet and Tigger too!
Wishing you a magical and adventurous upcoming visit to Walt Disney World Resort.
Have a great Disney day.
~ Jane