New Holiday Traditions to Start on the Road

Family preparing for Christmas and New Year holidays

The beauty of travel during the holidays is that it opens the door for new traditions. Think about it: the rituals we hold dearest all had to start somewhere. Maybe it was your grandmother’s gingerbread recipe or your dad’s habit of reading the same holiday story every year. Traveling gives families a chance to plant the seeds for tomorrow’s traditions.

If you’re celebrating in a hotel, visiting extended family, or exploring a new city, here are some fun, travel-friendly traditions to start this year:

Creative ideas for travel traditions 🎄:

  • Hotel Holiday Movie Night. Everyone gets in PJs, orders hot chocolate, and enjoys a holiday film marathon. If parents want a night out, sitters can host the movie night for the kids — complete with popcorn and crafts.
  • Holiday Scrapbook or Memory Jar. Each child adds a drawing, note, or photo about the trip. Collect them each year to create a family travel tradition that grows with your kids.
  • Acts of Kindness on the Road. Encourage kids to donate a toy, write a thank-you note for hotel staff, or hand out candy canes to strangers. It shows that giving travels with you.
  • A “First Gift” in a New Place. Let kids open one present under a palm tree, by a hotel fireplace, or even in an airport terminal during a layover. The memory of the setting will outlast the gift itself.
  • Crafting Wherever You Are. Destination Sitters caregivers can lead kids in making handmade ornaments, holiday cards, or memory keepsakes that turn downtime into creative fun.

Travel traditions are powerful because they remind kids that the magic of the holidays doesn’t live in a single house — it follows them wherever family gathers. Someday, they’ll tell stories about the time they opened presents under twinkling lights in a hotel lobby or made ornaments with a sitter who brought a bag full of craft supplies.

👉 Wherever the holidays take you, Destination Sitters is here to give parents peace of mind®.

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About the Author: Yvonne Wonder

Yvonne Wonder is an author, entrepreneur, and founder of Destination Sitters, LLC, a national babysitting referral service supporting traveling families across 21 U.S. cities. With more than 35 years of entrepreneurial experience—and 17 years dedicated to childcare in the travel sector—Yvonne brings a unique blend of expertise, creativity, and heart to everything she writes. She is the author of Mrs. Claus Saves Christmas, The Top 5 Tricks to Traveling With Kids That Will Change Your Life, and 26 Comfort Foods & Their History for Kids in the Kitchen. As a mom, she writes with warmth, real-world insight, and a deep belief that family moments matter most—whether at home or on the road. Through her leadership at Destination Sitters, Yvonne works with 6K+ hotels, wedding planners, and event professionals nationwide, all with one mission in mind: giving parents peace of mind while their children are cared for safely, joyfully, and professionally during travel.

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