Boerne Wassail Walk & Caroling Contest
A Sweet Holiday Tradition Your Family Can Be Part Of!
There’s something magical about December in Boerne. The lights on Main Street glow a little brighter, the air feels a little cozier, and families bundle up to stroll downtown with warm drinks in hand. One of the most heartwarming events of the season is the Boerne Wassail Walk & Caroling Contest, a night filled with music, community, and Christmas cheer — and your family can join in the fun!
🎄 Event Details: Mark Your Calendar
📍 Boerne Main Street
📅 Friday, December 5th, 2025
⏰ 4 PM – 8 PM
✨ Part of Weihnachts Week
During the Wassail Walk, local shops serve their own special versions of warm wassail while groups perform Christmas carols along the Hill Country Mile. Families vote for their favorite singers, creating a fun and festive competition for all ages.
🍎 A Simple Look at the History of Wassailing
Wassailing goes way back — we’re talking centuries. The word wassail comes from an Old English phrase meaning “be well.” Back then, families and neighbors walked from house to house, singing songs, blessing homes, and sharing warm spiced cider during the darkest part of winter.
It was all about community, kindness, and reminding people that they weren’t alone.
The Wassail Walk we enjoy today is a sweet, modern version of that old tradition — instead of going door-to-door, we walk shop-to-shop along Main Street with our kids, sipping warm drinks and enjoying local holiday magic.
🎶 How Caroling Became a Christmas Tradition
Caroling didn’t start as performances — it began as people simply singing together. Families, neighbors, and friends would gather and share Yuletide songs to spread hope and joy.
Over the years, these simple melodies grew into the beloved carols we know today, like Silent Night and Hark! The Herald Angels Sing.
Caroling is still about the same things it has always been: togetherness, joy, and community.
🎄 Caroling in Boerne: A Hill Country Tradition
Boerne has deep roots in Christmas caroling thanks to its German heritage. Early settlers brought Weihnachtslieder — traditional Christmas songs — and gathered along Main Street to sing by lantern light. Fiddles, harmonicas, and porch-to-porch serenades filled the town during the holidays.
That same spirit is alive today. When families gather for the Wassail Walk Caroling Contest, they’re continuing a tradition that has been part of Boerne for more than a century.
🏆 How Your Family (Yes, Even the Kids!) Can Join the Caroling Contest
One of the best parts of this event is that anyone can participate — including kids!
Whether you’re a seasoned singer or just love belting Christmas songs in the car with your littles, you can form a group and perform along the Hill Country Mile.
How to Join the Caroling Lineup:
✔️ Gather your group — families, kids, neighbors, friends, church groups, or homeschool crews
✔️ Choose a few favorite Christmas songs
✔️ Pick a fun outfit or festive accessory if you want (kids love this part!)
✔️ Register for a performance time
Every singing level is welcome. Tiny singers, wiggly toddlers, and shy kiddos included — this is about Christmas joy, not perfection.
Ready to sign up?
Visit the Christmas Shoppe or email:
📩 Elf@thechristmasshoppeTX.com
This is a memory-maker for families and a beautiful way to be part of something larger than yourselves during the holiday season.
❤️ Why the Wassail Walk Matters
The Wassail Walk & Caroling Contest brings together everything we love about Boerne — local businesses, families, small-town charm, and traditions that make the holidays feel like home. It’s a reminder to slow down, sip something warm, sing a little louder, and soak in the season with the people you love.
And the best part?
Your family can be part of the magic.
