Wimberley Holiday Events 2025

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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!

Lace up for the Fun Run on Friday, November 28, 2025! Starting at 9am at the EmilyAnn Theatre & Gardens, choose a 3-mile or 1-mile course perfect for all ages. This family-friendly run is a great way to keep the holiday spirit moving, and donations support the EmilyAnn Theatre Trail of Lights. Walk, jog, or run—every step helps light up Wimberley! 

 The season begins November 29th at 5 PM with a tree lighting by Santa Claus himself! This magical, family-friendly tradition invites you to wander through more than 8 acres of dazzling light displays, each lovingly created by local businesses, organizations, and families. Enjoy live entertainment on select nights, complimentary hot chocolate, cheerful visits with Santa, and the warm, festive charm of Wimberley’s small-town spirit. The Trail of Lights has become one of the Hill Country’s most beloved holiday traditions — and a must-see event for 2025. Admission is free, and donations are always welcome to help keep the lights glowing for years to come. 

 Enjoy a dose of holiday cheer with Free Photos with Buddy the Elf at Christmas Courtyard! 📸 This festive photo op is generously donated by Candy Spitzer, making it the perfect chance to capture a joyful holiday memory for the whole family—at no cost. 

Immediately following the 5pm EmilyAnn Trail of Lights kick-off, join us for Wimberley’s Lighted Parade! Starting at 6:00 PM, line the streets of downtown to watch dazzling floats, marching bands, classic cars, and Santa’s sleigh sparkle beneath the Hill Country stars. After the parade, bring a new toy to Christmas Courtyard for our Toy Drive benefiting Barnabas Connection, meet Santa in person, and gather around the big tree for the Tree Lighting Ceremony. It’s an evening full of holiday magic you won’t want to miss! 

Sip into the holiday spirit at Creekhouse Kitchen & Bar's Holly Jolly Jingle Bar in Wimberley, TX! Cozy up with festive vibes and seasonal cocktails like the Honey Buttered Apple Bourbon, Snowball Ole’ Fashioned, and the cheekily named There’s a Mule Deer on the Roof. Open

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 4–8 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 4-8 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!

Get ready for some four-hoofed holiday magic! 🐴✨ Mini Equine 2U is bringing their adorable miniature horses and donkeys to Christmas Courtyard for a heart-warming experience you won’t forget. Visitors of all ages can brush, pet, and spend time with these gentle animals, known for their wonderful therapeutic benefits. It’s the perfect way to slow down, smile, and soak in the spirit of the season.