🎶 It’s tiiiiiiiime! 🎶
The halls are decked, the latkes are sizzling… holiday photo season has officially arrived! There’s nothing sweeter than looking back at pictures from celebrations past, and making those memories feel extra special is easier than it seems. Whether you love a perfectly coordinated moment or lean more mix-and-match, getting everyone dressed shouldn’t be the stressful part. Little Sleepies makes pulling together festive family looks — especially matching family pajamas — simple and genuinely fun.
In this guide, we’re sharing my favorite tips for choosing prints, styling the whole crew, and setting the scene so your holiday photos feel joyful, cozy, and *you.*
Choosing the Perfect Print
These are some of our favorite holiday family photo outfit ideas based on our bestselling prints. Think about the traditions that make this season feel like yours. If you’re drawn to that classic Christmas tree farm vibe, Tree Traffic brings the nostalgic energy with snow-dusted pines and vintage wagons. Holiday bakers big and small will have a soft spot for Cookies for Santa, a cheerful red-and-green print full of December kitchen energy.
Celebrating by candlelight and playing dreidel with the little ones? Hanukkah Fair Isle shines in both sleep and play styles for the whole family. Whatever makes your holidays meaningful, there’s a LS print that reflects it — and a wide range of styles so everyone can feel good in what they’re wearing.
Styles for Every Age & Stage
No matter what season of parenting you’re in, the Holiday Collection makes getting everyone dressed for photos seriously easy.
Babies: Keep your littlest ones cozy in Lunaluxe®. It’s soft, stretchy, and the two-way zippers make quick changes a non-event. Perfect for mid-photoshoot wiggles and snuggles.
Toddlers: These kiddos never stop moving, so Holiday Play styles let them run, climb, and do their thing while still matching the fam. Comfy, durable, and cute, all in one.
Older Kids: Let them pick. Choosing their own print or mixing in coordinating solids gives big kids a little ownership and usually a much more genuine smile.
Parents & Grandparents: Matching is not just for the minis. Adult sizes up to 3XL make it easy for the whole crew to join in and stay comfortable while they do.
Featured Print: Festive Fair Isle
Fully Matching Holiday Magic
If you’ve ever taken the classic “everyone in white tees on the beach” photo, you already understand the joy of a full matching moment. When you’re the “go all-in” type, coordinating the entire family in one print instantly makes your holiday pictures look intentional and a little bit magical. Whether you prefer the timeless look of Cookies for Santa or the wintery feel of Twinkling Trees, a shared print brings everything together.
And honestly? The best part of matching isn’t perfection — it’s the togetherness. Seeing every generation in complementary prints becomes a memory you’ll love looking back on.
Mix & Match, Minus the Stress
If full matching feels too buttoned-up for you, a mix-and-match look can be just as coordinated and even more relaxed. A few simple tips:
- Choose one standout print as your anchor, then pull in solids from the same color palette. A printed bottom with a solid top (or vice versa) keeps things cohesive.
- Don’t worry about mixing day and sleep styles. Layer a sweater over a Zippy or wear PJs under overalls for texture in photos.
-Mixing prints works when the colors connect. For instance, everyone in Tree Traffic, but siblings choosing different colorways like Cranberry and Navy. Same vibe, no clashing.
Featured Print: Cookies for Santa
Setting the Stage
Once outfits are sorted, a few small details can elevate your photos:
Thoughtful accessories: Beanies, socks, and simple winter layers add texture and warmth without feeling fussy.
Don’t forget the pets: A coordinating pet bandana is an instant crowd-pleaser and makes for the sweetest family snapshots.
Let your chosen print inspire you: Add cookies and mixing bowls for Cookies for Santa, twinkle lights or stars for Hanukkah-inspired styles…
Capture The Moments
After everything’s coordinated, it’s photo time. If holiday cards are part of your tradition, Little Sleepies has partnered with Shutterfly on exclusive designs that match some of your favorite prints. It’s a fun way to carry your cozy holiday aesthetic right onto your cards.
Featured Print: Tree Traffic
At the end of the day, the best photos are the ones where everyone feels good. Whatever your style, keeping things fun, low-stress, and true to your family makes the memories even sweeter. Warm cocoa, spinning dreidels, twinkle lights, snuggly pajamas — here’s to a holiday season full of softness, joy, and photos you’ll forever treasure!
Why do *you* love matching during the holiday season? What’s your favorite way to coordinate with the fam? Drop your thoughts in the comments for a chance to win a $50 Little Sleepies gift card.
