Holiday Travel Outfits for Kids: Comfy and Cute Essentials for Winter Trips

Holiday travel season is officially here, and if you’re a parent, you know the drill: packing for kids is a sport. You’re juggling comfort, warmth, weather changes, and the unavoidable “I’m too hot” and “I’m too cold” commentary from the back seat or boarding gate.

The sweet spot? Comfortable travel clothes for kids that also make them feel confident, stylish, and photo-ready during the busiest time of the year.

This year’s standout options come from the Bethenny x Lola + The Boys collaboration—a mix of soft fabrics, expressive prints, and easy silhouettes that make travel days smoother for everyone.

Below, we’re breaking down the smartest pieces to pack and why they work so well for planes, long drives, resort trips, and everything in between.

The Power of the Matching Set: NYC Moment Super Soft Set

Every experienced parent knows matching sets can turn hectic travel mornings into something manageable. The NYC Moment Super Soft Set is a standout for winter trips because it moves with kids, layers without fuss, and still looks polished.

Parents love this set for one simple reason: it takes the guesswork out of getting dressed. Kids love it because it feels like a soft blanket they can wear while still looking fun and expressive.

Perfect times to wear this outfit:

• Early airport departures
• Long road trips
• Holiday hotel stays
• Visiting family and taking cute photos along the way

A Versatile Travel Hero: Supermodel Gems Hoodie

The Supermodel Gems Hoodie is one of those pieces kids reach for without being asked. It has enough personality to make kids feel confident while still being practical for a travel day filled with temperature changes.

In winter travel, this hoodie stands out because it works in every situation. Throw it over a tee while you’re in the airport. Layer it under a coat as you head down the jet bridge. Tie it around your waist when you’re moving through busy terminals.

And when you finally get to your destination, it transitions effortlessly into a go-to outfit for sightseeing or easy holiday outings.

It’s more than clothing. It’s a comfort piece, a style moment, and a travel must-have all in one.

Soft Layers That Make a Difference: Go To Sleep Super Soft Set

Kids don’t sit still—especially while traveling—and the wrong fabric can turn a long day into a grumpy one. The Go To Sleep Super Soft Set solves this with buttery-soft material that helps regulate warmth without trapping heat.

This is the outfit you bring when your trip calls for:

• Long stretches of downtime
• Holiday sleepovers with cousins
• Cabin stays where everyone wants to stay cozy
• Multi-stop travel days where comfort is non-negotiable

It’s a travel set kids can nap in, move in, and transition into holiday mornings without missing a beat.

A Statement Set for Travel Photos: Evil Eyes & Caviar Set

Holiday travel means family photos, even the candid ones you didn’t know were happening. The Evil Eyes & Caviar Set delivers on style while still offering the mobility and softness kids need.

What makes it perfect for travel is the mix of personality and practicality. The playful design feels festive but not tied to any specific holiday, so your kid can wear it on trips before, during, or after Christmas.

If your kid loves showing who they are through their style, this set is a must-pack piece.

For Warm-Weather Destinations: Super Model Swim

December doesn’t always mean snow. If your holiday plans involve beaches, pools, or warm destinations, packing a swimsuit that kids actually love wearing is key.

The Super Model Swim strikes that balance between colorful confidence and comfort. It’s ideal for:

• Resort vacations
• Holiday pool days
• Cruises
• Warm-weather family reunions

Pair it with a hoodie for those breezy evenings, and you’ve got a travel outfit that’s ready for anything.

A Playful Essential with Personality: Nepo Baby Hoodie

Airport outfits for girls don’t have to be plain. The Nepo Baby Hoodie brings humor and personality, giving older kids something that feels a little more like them. It’s quickly becoming a tween favorite for travel days.

It’s a reliable grab-and-go piece—light for layering, easy to pair with joggers or leggings, and bold enough to bring a little fun to any travel day.

Building the Perfect Holiday Travel Wardrobe for Kids

When creating kids travel outfits, focus on these principles:

• Softness over stiffness:Kids move. Their clothes should move with them.
• Layers that adapt to temperature swings: Airports, cars, planes, hotels—every environment feels different.
• Confidence-boosting designs:When kids feel good in their clothes, travel is easier on everyone.
• Pieces that transition: From airport to arrival, comfort shouldn’t fade.

The Bethenny x Lola + The Boys collab is built around exactly these ideas—soft fabrics, expressive style, and silhouettes that work in real life.

Final Takeaway: Travel Made Easier, Cuter, and Cozier

Holiday travel can feel hectic, but getting your kids dressed shouldn’t be part of the stress. Pick outfits that keep them comfy, make them smile, and look great in every photo.

This collection checks every box. It keeps kids cozy, confident, and camera-ready, while giving parents durable pieces that hold up through every mile.

Explore the full Bethenny x Lola + The Boys collab to start building your child’s holiday travel wardrobe.