Wimberley Holiday Events 2025

Get ready for a festive kickoff! Join us on November 6th at the NEW Neon Armadillo restaurant for our Auction Preview Party. Be among the first to browse this year’s amazing items—bidding goes live that evening and runs through November 28th. Winners will be announced on November 29th during the Parade, with pickup starting November 30th. Don’t miss this chance to preview, bid, and celebrate local treasures!

Stroll downtown on November 12th for our festive Sip ’n Shop event! From 4–8 PM, local boutiques will stay open late, serving seasonal sips and light bites as you browse unique gifts and artisanal finds. Sip a cozy cocktail, discover one-of-a-kind treasures, and enjoy live music tucked under twinkling lights. It’s the perfect mid-week pick-me-up—see you there!

Kick off your holiday season at Wimberley’s Lighted Parade on November 29th! Line the streets downtown at 6:00 PM to watch festive floats, marching bands, classic cars, and Santa’s sleigh sparkle under the stars. After the parade, bring a new toy to Christmas Courtyard for our Toy Drive, meet Santa in person, and join us around the big tree for the Tree Lighting Ceremony—don’t miss the magic!

Gather after the parade downtown at Christmas Courtyard around the big tree for a special Tree Lighting Ceremony! Watch as the lights come alive, fill the air with holiday cheer, and kick off the season together. Complimentary hot cocoa and live carolers await—don’t miss this magical moment in the heart of Wimberley!

The Emily Ann Trail of Lights will run from November 29 to December 27, 2025, as part of the Hometown Holidays celebrations, making it one of the must-see Wimberley events 2025.

Get into the holiday spirit at the Santa Pub Crawl on December 13th, running 6–9 PM alongside Cup of Cheer! Don your favorite Santa hat or full red suit and stroll through Wimberley’s coziest pubs. Sip on festive cocktails, enjoy seasonal specials, and share laughs with fellow Santas. Along the way, you’ll encounter surprise Santa hosts and holiday carolers to keep the cheer alive. It’s the perfect blend of yuletide camaraderie and local libations—no elves required!

Sip, shop, and savor the season at Cup of Cheer Night on December 13th! From 5–8 PM, downtown boutiques will stay open late, pouring festive cocktails and seasonal sips as you browse unique gifts and local treasures. Live holiday music and cozy pop-up bars make it the perfect evening to kick off your merrymaking—cheers to a joyful night in Wimberley!

As we look forward to the exciting Wimberley events in 2025, the Emily Ann Trail of Lights stands out as a must-see attraction. This enchanting display is a highlight of the Hometown Holidays, bringing together the community in celebration and joy.

As we look forward to the exciting Wimberley events in 2025, the Emily Ann Trail of Lights stands out as a must-see attraction. This enchanting display is a highlight of the Hometown Holidays, bringing together the community in celebration and joy.