Christmas in the Hundred Acre Wood is full of warmth, friendship, and simple joys—and these Winnie the Pooh Christmas coloring pages capture that magic beautifully. Featuring beloved characters like Winnie the Pooh, Piglet, Tigger, and Eeyore, this festive collection brings holiday cheer to children and families who love classic stories and gentle adventures.
From decorating Christmas trees and exchanging thoughtful gifts to sledding through the snow and sharing cozy moments by the fireplace, each illustration celebrates the heart of Christmas: kindness, togetherness, and joy. These printable pages are perfect for quiet winter afternoons, classroom activities, or holiday family time.

Pooh and Piglet Decorating Christmas Tree Coloring Page
Winnie the Pooh and Piglet decorate a Christmas tree together, wearing Santa hats, surrounded by ornaments and wrapped presents in the Hundred Acre Wood.

Tigger Bouncing with Candy Cane Merry Christmas Coloring Page
Tigger leaps through sparkling snowflakes holding a giant candy cane, with playful “Merry Christmas” text in the sky.

Pooh and Friends on Sled Coloring Page
Tigger, Pooh, and Piglet pull Eeyore on a sled through a snowy path beneath a festive “Merry Christmas” banner.

Coloring of Tigger in Santa Hat Bouncing with Piglet
Tigger Bouncing with Piglet in the snow, both wearing Christmas hats.

Eeyore with Christmas Tree Coloring Page
Eeyore sits quietly beside a Christmas tree topped with a star in the calm winter forest.

Piglet Giving Honey Gift to Pooh Coloring Sheet
Piglet gives Winnie the Pooh a honey pot wrapped with a red bow, with “Merry Christmas” displayed above them.

Eeyore with Gift and Merry Christmas Coloring Sheet
Eeyore sits quietly wearing a Santa hat beside a wrapped present as snow falls, with “Merry Christmas” displayed above.

Santa Pooh and Piglet with Honey Pot Coloring Page
Winnie the Pooh wears a Santa outfit holding a honey pot labeled “Sweet Christmas,” while Piglet waves beside him and “Merry Christmas” appears below.

Eeyore Pulling Sled with Gifts and Friends Coloring Page
Eeyore slowly pulls a sled filled with wrapped gifts while Pooh and Piglet walk beside him through the snow.

Pooh and Piglet by Fireplace Reading Merry Christmas Card Coloring Page
Pooh and Piglet sit by a warm fireplace sharing a honey jar while reading a Christmas card that says “Merry Christmas.”

Tigger Hugs Piglet Merry Christmas Coloring Page
Tigger wraps Piglet in a long Christmas scarf and hugs him as they smile under bright “Merry Christmas” text.

Coloring of Eeyore Receiving Blanket Gift in Snow
Pooh and Piglet gently give Eeyore a cozy blanket as a Christmas gift while snow falls softly around them.

Winnie and Piglet Hugging Beside a Christmas Tree Coloring Page
Winnie and Piglet Hugging Beside a Christmas Tree Coloring Page

Pooh and Friends Singing Christmas Carols Coloring Page
Pooh, Piglet, and Tigger sing Christmas carols together under a glowing lantern, surrounded by snowflakes.

Merry Christmas from Winnie the Pooh and Friends Coloring Page
Winnie the Pooh, Piglet, Eeyore, and Tigger stand together in the snow wearing Santa hats and waving beneath festive holiday lights and “Merry Christmas” text.

Tigger with Christmas Presents to Color
Tigger energetically wraps presents as ribbons and wrapping paper scatter playfully around him.
Why Kids Love Winnie the Pooh at Christmas
Winnie the Pooh stories are timeless, and their Christmas themes feel especially comforting. These coloring pages help children:
- Connect with familiar, lovable characters
- Feel calm and relaxed during the busy holiday season
- Express creativity through festive colors and designs
- Understand positive values like friendship, generosity, and sharing
Because the scenes focus on gentle emotions rather than fast action, they’re especially well-suited for younger children and quiet learning moments.
Fun Holiday Ideas Using These Coloring Pages
These Winnie the Pooh Christmas coloring pages can be enjoyed in many creative ways beyond simple coloring:
- Christmas Cards
Color a page, fold it in half, and write a holiday message inside to give to family or friends. - Holiday Wall Art
Display finished pages on walls, doors, or bulletin boards to create a cozy Christmas atmosphere. - Gift Wrap or Gift Tags
Use colored pages to wrap small presents or cut out characters to make unique gift tags. - Classroom Activities
Perfect for December classroom fun, quiet time, or holiday-themed art lessons. - Family Coloring Night
Print several pages and enjoy a warm family evening with hot cocoa and coloring together.
Perfect for Home, School, and Holiday Fun
Whether you’re a parent looking for screen-free holiday activities, a teacher planning festive classroom content, or simply a fan of Winnie the Pooh, this Christmas coloring collection offers something special. The familiar characters, cozy winter scenes, and cheerful holiday details make these pages a joyful part of the season.
Print your favorites, grab your coloring tools, and enjoy a heartwarming Christmas adventure in the Hundred Acre Wood—one page at a time 🎄🖍️