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Behind the Collection: Disney Winnie the Pooh

Behind the Collection: Disney Winnie the Pooh Behind the Collection: Disney Winnie the Pooh

Head into the whimsical world of the Hundred Acre Wood with our newest Disney Collection…inspired by none other than Winnie the Pooh! 

This will be our second Disney Winnie the Pooh release, and the eagerly awaited collection playfully captures the essence of Pooh Bear on a sweet pajama print and some seriously adorable Play clothes. Designed with the littlest members of our LS fam in mind, this collection has a fresh, nursery-centric spin—with warm, snuggly sherpa styles that will have your little one looking sweet as honey!

Following in the feet—err…paw prints—of our much-loved initial 2021 Winnie the Pooh launch (which sold out within an hour!) The Playtime with Pooh Collection promises more of the magic and delight that only Pooh Bear and his friends can bring to our little ones' everyday adventures.

Read on to discover our favorite Winnie the Pooh memories, details of our charming new styles, and get an exclusive sneak peek behind the scenes of our photoshoot at our new Hollywood HQ!

What Pooh Bear means to us

“This quote really stuck with me and helped me feel less lonely when I was moving away from my family for the first time: ‘How lucky I am to have something that makes saying goodbye so hard.’ Also as a side note, I had a Winnie the Pooh stuffy when I was 5 - he had shoes with actual shoelaces, and that's how I taught myself to tie my shoes!” - Claudia S., Marketing

“One of my favorite Pooh sequences is from a "first day of autumn" episode. Crisp fall leaves land on his head in bed, and he runs outside into a world that’s been transformed into autumn, overnight. His joy in this scene really captures the essence of Winnie the Pooh—reminding us to take it slow and delight in the little things, every day.” - Ilana D., Marketing

“I like that Eeyore can be sad, and all of his friends support him instead of telling him to buck up and be happy. I think it’s powerful for a show to capture this side of mental health and teach kids that it’s okay to not be okay sometimes; that just being there for someone you love can be a meaningful form of friendship.” - Angela D., Community Management

“Winnie The Pooh has always been a favorite of mine, my room was decked out in Winnie the Pooh stuff all through middle school and high school. I truly love that rumbly in my tumbly bear! While it may sound odd or a little weird to others, some of my most favorite quotes and life lessons have come from this show. Things that I’ve held dear to me and things I’ve tried to past down to my own children like:

“The things that make me different are the things that make me, me”

“A little consideration, a little thought for others, makes all the difference”

And my most absolute favorite… “You’re braver than you believe, stronger than you seem and smarter than you think”

Just absolutely amazing lessons we can carry throughout our life in regards to how we treat others and also how we treat ourselves.” - Shanelle Q., Customer Support

From sweet jams to snuggly sherpa

When creating this collection, we wanted to bring the sweetness and charm of Disney’s Winnie the Pooh to your family’s everyday life: day & night. The stories from the Hundred Acre Wood are so nostalgic for us, and just as heartwarming now as they were back in the day. Matching jams are a way to bring the family together and bond over these beloved characters—be it for a cozy night in reading or a lazy Sunday morning in bed! 

When it comes to PJs, everyone from the tiniest little ones to grown-ups can snuggle up together in this soft yellow print, featuring Pooh, Tigger, Eeyore & more playing outside. In regards to our new Disney daywear, this drop features our very first styles with fuzzy sherpa. They’re as smile-sparking (and warm) as a hug from Pooh himself! 

Imagine your little ones stepping out for preschool days and playdates in a Sherpa Bucket Hats paired with a Zip Hoodie with cute honey pot details. And for the ultimate cozy outfit, our Sherpa Rompers are just the thing. 


“We thoroughly enjoyed the photoshoot; your team is fantastic, and everyone was so pleasant. Your new, modern office is impressive, and the photo shoot exceeded our expectations. The clothing was superb, especially the fluffy yellow one-piece outfit resembling Winnie the Pooh—it's absolutely adorable!” - Tanya, mother of baby model, Mike (8 months) 

As always, this collection is about creating magical moments, whether it's twirling in our Dresses or drifting off to sleep in our nursery styles. Every piece is designed to add a little more joy into your family's adventures!

A joyful shoot at our Hollywood HQ

Now, let’s talk about how we captured our new Disney Winnie the Pooh collection! Our recent photoshoot at the new Little Sleepies HQ in Hollywood was a whirlwind of joy and fun. 

Watching the kids light up in their sherpa favorites was a delight. Both babies and older children couldn't get enough of the cozy fabric. The atmosphere buzzed with excitement, especially as the girls twirled in their dresses, dancing to tunes from their favorite movies and TV shows!

Our photographer Ron used a cute stuffed animal, Mr. Monkey, to capture the childrens' attention, while our social media specialist Claudia made them laugh with a clip-on giraffe on her phone! Keeping toys on set, like balls and blocks, also kept the little ones engaged and happy. The shoot was a beautiful blend of playful energy and sweet moments, capturing the heart of our collection. Parents and kids alike adored the sherpa styles, especially the bucket hats, creating an atmosphere where everyone felt like they were part of a joyful dress-up party.


As we draw the curtain on our journey through the creation of the Disney Winnie the Pooh Collection, we hope you've been swept up in the same magic and nostalgia that fueled our inspiration! This adventure was more than just designing a collection, it was a tribute to the timeless world of Pooh Bear and his friends. We aimed to capture the essence of the Hundred Acre Wood, transforming it into pieces that evoke sweet memories and help create new ones!

Throughout this process, our focus was on crafting items that encapsulate the spirit of friendship, adventure, and the simple joys of life – just as we think Pooh Bear himself would have wanted. We're excited for you and your loved ones to explore, play, and create new memories wrapped in the comfort & charm of our Disney Winnie the Pooh Collection.

We can't wait to see how these pieces bring a touch of whimsy to your everyday adventures. Don’t forget to tag us on Instagram so we can share in celebrating your special moments, please!

Until our next creative journey, friends!


  • Jenn


    My 9 year old still asks me to read her the Winnie the Pooh stories at night! This collection is sure to be a huge hit for so many families!

  • Roxanna D Varela


    So cute

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