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12 Days of Holiday Events to Celebrate in Pajamas

12 Days of Holiday Events to Celebrate in Pajamas 12 Days of Holiday Events to Celebrate in Pajamas

Can you believe the holiday season is here? Little Sleepies can think of no better way to get ready to celebrate all of the big moments this year than by dressing up in festive outfits that embody the spirit of the 12 Days of Christmas

From cozy gatherings to elegant-ish soirées, these holiday outfit ideas will surely make you shine as brightly as the North Star. We know how to make holiday fashion comfortable while still adding a touch of charm.



Partridge in a Picture Perfect Pear Tree

Start off the festivities with a chic ensemble that captures your family’s essence with the holiday photos. Mix and match with our festive prints and classic solid colors that embellish any holiday card. Whether your family chooses to sport Matching Pajamas or the kids get all the attention this year, you’ll find something for everyone in our holiday collection. 

Two Sleepy Turtle Doves

For an evening out on the Polar Express, embrace the second day of Christmas with colors and comfort that symbolize togetherness - on a train. Get your kids ready with our favorite holiday styles, by matching in Blue and Pink Merry and Bright pajamas. If the entire family is going on the journey, consider full Family Matching!

French Hen Happiness

The holiday traditions are important to enjoy, even from home. On the third day of Christmas, embrace the charm of a comfortable ensemble while watching the Macy’s Thanksgiving Day Parade in comfy plaid pajamas. Choose from Holiday or Emerald Plaid for a classic and cozy look. 



Calling Birds Cozy Couture

What’s your family’s favorite holiday movie? Capture your family’s attention with a coordinated, bright, and colorful holiday movie night that channels the four calling birds. Mix and match jewel-toned designs, like our Sapphire and Emerald Solids, and curate the perfect Holiday Family Matching styles for everyone in the room. Create a festive look for a night in with popcorn.

Golden Rings Glam

Embrace the luxury of the fifth day for the most significant visit of the year - Santa! Head to the big chair in cozy, cute perfection with our Holiday Treats print — inspired by his favorite treat, Christmas cookies! 

Geese-a-Laying Chic

Your newest family member will love watching all the lights twinkle on trees and family and friends in town fawn over them. If this is the baby’s first Christmas, have them look their best with our holiday signature Fair Isle Zippie and they’ll dream of sugarplums while being as cute as a button!



Swans-a-Swimming Sophistication

The school holiday pajama party has our attention! Let your kids swim through the crowd by letting them pick their favorite Little Sleepies holiday print. Mix and match our Two-Piece pajamas in delightful holiday-themed prints with some of our Solid bottoms and tops. They’ll be cozy in any design!

Maids-a-Milking Moments

Celebrate the hardworking maids-a-milking with seasonal cookie baking! Gingerbread cookies, hot cocoa, and sprinkles are mandatory accessories for baking this season, and we recommend getting comfortable. Our Signature Print, Cookies & Milk is perfect just for this moment - get the whole family matching for this favorite tradition. And remember to share!

Ladies Dancing Delight

Embrace the festive spirit of the ninth day with a joyful outfit worthy of a pirouette! Night at the Nutcracker is inspired by the famous ballet and will get your littles ready to dance the night away after the show or during a viewing at home.



Lords-a-Leaping Attire

Channel the spirit of the leaping lords with an outfit made for running, walking, and jumping! If you go to Disney this holiday season, there’s only one pair of pajamas to pick. Impress Mickey and Minnie in our Disney Christmas Party print!

Playful Pipers Piping

Draw inspiration from the pipers piping with a movie night featuring your favorite holiday musical. You pick the movie, let your littles pick the matching PJs to wear for the occasion!

Drummers Drumming Drama

End the holiday season with a bang by embracing the drama of the twelfth day's drummers drumming. Get ready for the new year with a bold and daring black outfit that gets everyone ready for midnight - Little Sleepies Zippies, Two-Piece Pajamas, Women’s and Men’s Pajamas, and Rompers! The matching sets will have you commanding attention wherever you go - even if it’s straight to bed!



This holiday season, let Little Sleepies and the 12 Days of Christmas inspire your wardrobe choices. Whether attending an intimate family gathering or a glamorous Polar Express train ride, these festive occasions to wear your holiday pajamas will help you stand out and spread the holiday cheer in style.


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