A new collection of Winnie the Pooh holiday merchandise has arrived at Disneyland Resort, bringing apparel, accessories, and drinkware. The collection features Pooh dressed for Christmas, as well as pastel holiday colors.
Pooh Holiday Merchandise
Apparel
Winnie the Pooh Holiday Pullover Sweatshirt – $39.99


The cream-colored pullover sweatshirt features an illustration of Winnie the Pooh relaxing in an armchair beside a decorated Christmas tree. Pooh wears a Santa hat and holds a red book, while the tree is decorated with simple holiday ornaments. The Disneyland wordmark appears underneath the illustration in dark green lettering.
Winnie the Pooh Holiday Pajama Bottoms – $49.99


The same illustration of Pooh in the chair is depicted on the pajama bottoms as well. They are white and beige checkered with an elastic waistband and a drawstring.
Winnie the Pooh “Ho! Ho! Ho! Bother!” T-Shirt – $39.99


A light mint-green T-shirt features Pooh dressed in a pink Santa-inspired outfit, surrounded by wrapped presents. The illustration is framed by a decorative pink outline, with holly accents and the words “ho! ho! ho!” surrounding him.
Below the artwork, the phrase “ho bother!” appears in a handwritten style, followed by the Disneyland wordmark.
Winnie the Pooh Holiday Youth Sweatshirt – $39.99


The cream-colored youth crewneck sweater features inspired holiday graphics of the Hundred Acre Wood gang gathering around a decorated Christmas tree. Winnie the Pooh sits front and center wearing a Santa hat, flanked by Tigger in a holiday outfit and Eeyore wearing a holiday bell and reindeer ears. The red text above reads “Merry Friend-mas!” and the classic Disneyland Resort logo is in red at the bottom.
Winnie the Pooh Holiday Youth T-Shirt – $29.99


This short-sleeve tee showcases Winnie the Pooh sitting snugly inside a giant evergreen Christmas wreath. The wreath is decked out in festive details, including a massive red bow, stars, and hanging stockings. Pooh himself is dressed in a plush Santa outfit, holding a sack full of gifts. The Disneyland Resort logo sits right below the wreath graphic.
Accessories
Winnie the Pooh Santa Loungefly Mini Backpack – $90

This colorful mini backpack features Pooh dressed as Santa Claus, complete with a red hat trimmed in white. Pooh’s face, framed by fluffy white hair and beard details, rises above the front pocket.
The pocket is designed to look like a honey pot labeled “Hunny,” with Pooh’s paws wrapped around the sides. A glossy honey detail sits near the top of the pot.


Red, golden yellow, and cream-colored sections give the backpack its festive appearance. The logo plate is on one side of the bag.


Inside the backpack is a red background with ornaments and stars featured on it. Located on the straps are honeybees wearing Santa hats.
Winnie the Pooh Holiday Ear Headband -$38.99


This festive ear headband features pale blue and mint-green mouse ears decorated with colorful Christmas ornaments. A large pale blue, textured bow sits between the ears, while the headband itself combines light blue and pink details.


The ornaments include illustrations of Pooh and other Hundred Acre Wood characters, along with traditional holiday motifs.

Winnie the Pooh Create-Your-Own Headband – $13.99


Guests can customize their own headband with three mini plushes of Pooh, Tigger, and Eeyore.



The Pooh mini plush shows him wearing a Santa hat with white furry trim and a pom-pom and a furry white collar



Tigger is wearing a red and green winter hat that has a red brim with black squiggles and a red pom pom.



Eeyore is dressed as a reindeer and is wearing a set of antlers and has a red ribbon tied around his neck. All plushes attach to the headband that is sold separately with a Velcro strap on the bottom.
We spotted these at the Mad Hatter in Disneyland Park.
Home Goods and Decor
Winnie the Pooh “H-Oh Bother!” Mug – $16.99


This white ceramic mug features Pooh dressed as Santa Claus, sitting beside a Christmas tree and a sack of presents. A playful “HO HO” design appears above him, while the phrase “H-Oh bother!” is printed across the bottom in red lettering.
The illustration also includes festive details such as wrapped gifts, and stars. The mug’s interior is bright red, complementing the Christmas artwork.
Winnie the Pooh Holiday Pen – $17.99


The novelty pen is topped with a plush Winnie the Pooh head wearing a red Santa hat. The bear’s soft, yellow face and small brown nose give the topper a miniature plush-toy appearance.

The pen features a yellow barrel with a light blue holiday pattern and a yellow clip decorated with Pooh’s signature.
Disney Store has also released holiday merchandise inspired by Pooh and his friends, including a Loungefly mini backpack, festive apparel, and holiday Jibbitz.
Are you planning to add any of this Winnie the Pooh holiday merchandise to your collection? Let us know on social media!
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