October 10, 2025
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A roundup of My Favorite Family Christmas Pajamas
The crisp air this morning told me one thing — I am not prepared for winter. I literally just ordered my son a jacket, and after our chilly walk to the bus stop today, I realized mittens are next on the list. The cold was no joke!
But with those cooler mornings comes something I always look forward to: the cozy, magical feeling of the holidays. Christmas is right around the corner, and that means it’s officially family Christmas pajama season!
Whether your family spends Christmas Eve unwrapping matching PJs or on the Polar Express in Essex, I wanted to make one thing easier for you this year — finding the perfect set of family Christmas pajamas for everyone.
Our Pick This Year
Let’s start with the set I chose for my own family. My son is in his surfboard era, so naturally, when I saw the cutest surfboard-themed holiday pajamas, I had to grab them. My go-to brand for matching family Christmas pajamas is always Burt’s Bees- mostly because my husband doesn’t complain about wearing these ones. Also, you can get a matching bandana for your furry friend, which I just love.
They’re super soft, comfy for both kids and adults, and they always seem to send out a 40% off coupon that makes outfitting the whole family a little easier on the wallet. Plus, their prints are timeless — perfect for cozy mornings, cookie baking, and all those festive family photos.
Aesthetically Pleasing
These are not the most fun, but with a quick ‘add to cart’ on Amazon, you have a perfect neutral set that you can buy for the whole gaggle of kids at your Christmas party- sure to make the night feel special for each and every one.
Rylee & Cru always houses my favorite seasonal apparel that has not only the highest quality but a refined look that I have grown to love. Their pajamas are unlike other Pajamas on the market, and truly have a special timeless quality to them. I am obsessed with their nightgowns, and know that my daughter would love twirling around in them!
You can’t go wrong with cute Snowmen. These come in sizing for toddler, baby and kids- and they are seriously so cute!

Kyte Pajamas, Need I say more?
If theres anything that you need to know about me and having a baby- its that I am obsessed with Kyte. From their sleep sacks, to their sheets, to their family pajamas. I am obsessed with the fabric, and the quality is consistent. They are soon to release their full set of Holiday Pajamas and I have got my eye on ‘Vintage Santa’ print, but their gingham fir is also a beautiful neutral.
Don’t Forget to Capture the Magic
If your family has already picked out their matching Christmas pajamas and you’re thinking about turning those cozy moments into your holiday card photos — I’d love to help you make that happen!
I still have a few Studio Holiday Petite Sessions available at my Stratford studio. These sessions are short and sweet — perfect for families with one child, or for parents who want to let the little ones shine in front of the camera this year.
Let’s create some holiday magic together.




Deborah, the heart behind Oak & Lore Studios, is a Connecticut-based photographer specializing in maternity, newborn, and family portraiture with over three years of experience crafting luxury, meaningful sessions. She serves families throughout Westport, Stamford, Fairfield, and all of Connecticut with a simple mission: to make her clients feel seen, cherished, and celebrated while documenting the soft, delicate moments of motherhood that become treasured heirlooms.
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