Wimberley Holiday Events 2025

Join us for a magical night to launch the holiday season in true Wimberley style! We’re kicking things off at the NEW Neon Armadillo with live music, signature drinks, a festive silent and live auction, and fun surprises all evening long. It’s your first chance to get into the holiday spirit — and give back while you do it!

10% of auction proceeds will benefit the Wimberley Education Foundation. Come party for a good cause and help light up the season!

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! 7pm

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!

Load up on holiday cheer and savings at Ace's biggest event of the season. One night only:

• Deep discounts on stocking stuffers
• Instant-win door prizes for the first shoppers through the door—arrive really early to snag the best ones!
• Santa stop-by for festive photos and wish-list chats
• Surprise giveaways, hot cocoa, holiday tunes, and plenty more merry moments

See you at Ace for a stocking-stuffer haul you won’t forget!

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 makes it the perfect evening to kick off your merrymaking—cheers to a joyful night in Wimberley!

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 downtown. Sip on festive cocktails, enjoy seasonal specials, and share laughs with fellow Santas. It’s the perfect blend of yuletide camaraderie and local libations—no elves required!