November 15-30, 2026

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📍 Chill's on the Creek

14004 Ranch Rd 12

3 - 6 PM

Join us for an afternoon of shopping, family fun, and fall festivities!  We’ll be set up on the lawn behind Chill’s where you can shop local vendors and find unique goodies!

• Petting zoo
• Face painting
• Kids’ coloring table!
  

Grab your favorite drink from Chill’s and sip while you stroll through the market!

 📍 Brookshire Brother's

14092 Ranch Rd 12

11 - 1 PM

 It's Crisis Bread Basket's 40th birthday! To show our appreciation to our community for years of support, we are holding a FREE picnic on Saturday, Nov 21 from 11am-1pm. 

The CBB board of directors will treat you to a hot dog lunch held outside the CBB pantry at 14092 RR 12. 

Rain or shine. All are invited. 

 📍 Wimberley Player's Theater

450 Old Kyle Rd

Nov 20 - Dec 13

 Experience the magic of live theater with the new 2026 season at the Wimberley Playhouse! Join us for an exciting lineup of plays featuring local talent that will entertain and inspire. Don't miss your chance to support our community artists and enjoy unforgettable performances. Get your tickets now and be part of the vibrant arts scene in Wimberley! 

 📍 Wimberley Community Center 

14068 Ranch Rd 12 

11 AM - 2 PM

Wimberley is proud to host the annual Wimberley Community Thanksgiving Dinner again at the Wimberley Community Center. 

If you are interested in giving back to the Wimberley community this Thanksgiving, consider volunteering at this event! Volunteers must register via Wimberley Volunteer N.O.W! starting November 1. Donations accepted day of, or at Ozona Bank all year.

Meal is FREE! Registration is recommended

 📍 Wimberley Valley Winery

2825 Lone Man Mountain

4 PM - 9 PM

Join us for a festive evening filled with Santa, a Christmas movie, and all your favorite cozy treats. 

 4–6 PM | Wimberley Santa
Enjoy story time and photo opportunities with Santa before settling in for the evening.  

6 PM | Outdoor Movie Night
Grab a blanket or lawn chair and join us under the stars for a screening of the Christmas classic Elf! 

We'll have hot chocolate, popcorn, s'mores, and wood-fired pizza to keep everyone happy. 

 📍 WineBerely

13615 Ranch Rd 12 

12 PM - 9 PM

Join us at WineBerley for a festive Christmas Market celebrating local craftspeople, artisans, and unique gift ideas!

We’re bringing together talented makers from the Hill Country and beyond to offer shoppers a special holiday shopping experience featuring quality, original, handcrafted products.

📍 EmilyAnn Theatre & Gardens 

1101 FM 2325 

5 PM

 Celebrate the start of the season at the EmilyAnn Theatre! Join the opening tree lighting ceremony at 5 p.m. to officially kick off the Trail of Lights season. Then head downtown, where Santa will lead the Hometown Holidays parade at 6 p.m.! 

 📍 Downtown Courtyard

101 Wimberley Square

Starts @ 6 PM

Immediately following the 5pm EmilyAnn Trail of Lights kick-off, join us for the Wishes for Wimberley Lighted Parade!

Line the streets of Wimberley along the parade route and, starting at 6pm, watch as dazzling floats, classic cars, and Santa’s sleigh light up the night beneath the Hill Country stars.

But don’t leave when the parade is over — the fun continues at Holiday Courtyard with the Downtown Tree Lighting Ceremony and more holiday cheer!

 📍 Jaclynn Renee Wine Collective

107 Henson Rd

11:30 AM - 12:30 PM

$20 per ticket

One ticket required per child

Small group experience & closed to the public, featuring a special story read by Wimberley’s Santa + cookies, pictures & something truly priceless — unhurried, quality time.

 1-2:30 PM AFTER STORYTIME

Santa will be in Henson Square Courtyard for public book sales & signing

📍 EmilyAnn Theatre & Gardens 

1101 FM 2325 

Nightly @ 6 PM

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. 

Admission is FREE, and donations are always welcome to help keep the lights glowing for years to come.