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Events & Happenings · Fall & Holiday 2026

What's Happening in
Wimberley: Fall
& Holiday 2026

Steve Giannone
Steve Giannone
Updated September 2026

One of the things I love most about Wimberley is that there's always something happening. And not in a big-city, overstimulating way. These are community events, the kind where you run into your neighbors, discover a local artist you hadn't heard of, or find yourself at a picker's circle on a Tuesday evening with a cold drink in your hand. As the Hill Country eases into its golden autumn, the calendar fills with theater, live music, art shows, chili cook-offs, film screenings under the cypress trees, and holiday traditions that have been bringing this town together for decades. Right now, Kate Hamill's witty retelling of Dracula is in its final weeks at the Wimberley Playhouse, playing Fridays through Sundays through October 11, and the first Stars Over Wimberley benefit concert of the fall follows at the Playhouse on Wednesday the 30th. October opens big: the Driftwood Fall Festival at Vista Brewing kicks off on the 1st, Market Days returns to the Lions Club grounds on the 3rd with a full music lineup, and Sunday morning Coffee & Cars with The Market settles in at Blanco Brew on the 4th. September's community drum circle, Howl at the Moon dance party, and murder mystery dinner just wrapped up, so they now live in the Recently Celebrated section below. Market Days keeps the first Saturday rhythm Wimberley has held for over 40 years, with dates on October 3, November 7, and December 5, and the Wimberley Farmers Market stays on the Square every Wednesday. October heats up with the 1st Annual Chili Cook-Off & Music Fest at Willow Lake, the month-long Texas Wine Month Passport on the Hill Country wine trail, the SATURATION exhibit opening at ARTSPACE, the Wimberley Arts Fest, a free Star Party at Blue Hole, and the enormous BOO! Hole Halloween celebration. November brings the Film Festival at Blue Hole, the Wimberley Turkey Trot on Thanksgiving morning, a free Community Thanksgiving Dinner, and the Hometown Holidays Lighted Parade kicking off the Trail of Lights season. December rounds out the year with holiday concerts at the Playhouse, the Christmas Market, Winter's Eve Festival on the Square, Breakfast with Santa, and the breathtaking Trail of Lights running through December 26. Here is everything coming up in Wimberley for the rest of 2026. For even more ideas year-round, see our things to do in Wimberley guide.

A Note from Steve

I have been going to Market Days and community events on the Square for nearly 40 years, and they are a big part of what makes Wimberley feel like home. If you are visiting, try to time your trip around a Market Day or an Art Crawl. You will get a taste of what daily life is really like here. And if you are thinking about making the move, these are the moments that will convince you.

Recently Celebrated

These events already happened — we're sharing them so you can plan for next year.

Live Music ✓ Completed
Bright community meeting hall hosting the acoustic set and drum circle in Wimberley

Acoustic Set & Community Drum Circle with Manas Itene

Friday, September 25, 2026 6:30 PM – 8:30 PM
Held at Wimberley Community Center, 14068 Ranch Road 12

An inspiring evening of soul, reggae, and world rhythms with Manas Itene, the talented drummer for Michael Franti & Spearhead. Itene opens with an acoustic set, then leads a community drum circle that everyone is welcome to join. No experience needed, just bring your hands and your energy. Tickets start at $30, and it's a wonderful way to spend a Friday night with the Wimberley community.

Learn More
Community Gathering ✓ Completed
Sunny park walking path and wellness tents at the Wimberley Suicide Awareness Walk

Suicide Awareness Walk & Health and Wellness Fair

September 13, 2026 9:00 AM – 12:00 PM
Held at Blue Hole Regional Park Community Pavilion, 333 Blue Hole Lane

Hosted by the Wimberley ISD Wellness Center in collaboration with The Greater Mercy Foundation and Wimberley Parks and Recreation, this community walk and wellness fair raises awareness and support for mental health in the Wimberley Valley. It is a meaningful way to spend a Sunday morning and connect with the community.

Learn More
Community Gathering ✓ Completed
Bright community meeting hall with a podium and Texas flag at the WIC fall membership meeting

Fall Membership Meeting (WIC)

September 21, 2026 Evening (exact time TBA)
Held at Wimberley Institute of Cultures, 14068 Ranch Road 12, Wimberley

The Wimberley Institute of Cultures hosts its fall membership meeting, bringing together members and the community for updates on WIC programs, cultural preservation initiatives, and a look ahead at the fall calendar. A great chance to get involved with one of Wimberley's most important cultural organizations.

Learn More
Community Celebration ✓ Completed
Full moon and warm string lights among cypress trees at the Howl at the Moon dance party

Howl at the Moon Dance Party

September 26, 2026 8:00 PM – 9:00 PM
Held at Blue Hole Regional Park Basketball Court, 333 Blue Hole Lane

An annual Wimberley tradition! Howl at the Moon is a free dance party under the Hill Country stars at Blue Hole Regional Park. The evening features dancing to upbeat music under the moonlight, with a group howl at 8:30 PM that echoes through the cypress trees. It is pure, joyful community fun and one of those quirky Wimberley traditions that captures the town's spirit perfectly.

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Community Gathering ✓ Completed
Rustic Hill Country wedding venue with a long table under the oak trees at the Wimberley Venue Crawl

Wimberley Venue Crawl

September 11 – 13, 2026 See event page for times and itinerary
Held at Multiple Wimberley-area wedding and event venues

Organized by the Wimberley Valley Chamber of Commerce, the Wimberley Venue Crawl invites couples to tour the area's top wedding and event venues across three days, meet reliable local vendors along the way, and sample the hospitality that makes the Hill Country a favorite Texas wedding destination. It's a self-drive weekend full of venue ideas and vendor introductions, best for couples planning a wedding or a special event.

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Arts & Culture ✓ Completed
Intimate community theater stage with microphone and warm lights at the Wimberley Players

Jack Wright's Neil Diamond Superstar (Wimberley Players)

September 17 & 18, 2026 7:00 PM
Held at The Wimberley Players, 450 Old Kyle Road

Catch some hometown showtime: Jack Wright's acclaimed one-man tribute to Neil Diamond brings the classic hits to Wimberley's intimate community theater. It's a lively, singalong evening at the longtime Wimberley Players playhouse, where every seat is a good one. Tickets are $40 and benefit the continuing work of the theater.

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Arts & Culture ✓ Completed
Jewel-toned hand-blown glass pumpkins on wooden market tables at the Wimberley Glassworks pumpkin patch

Gourdgeous Glass Pumpkin Patch

Saturday, September 19, 2026 10:00 AM – 2:30 PM
Held at Wimberley Glassworks, 6469 Ranch Road 12, Wimberley

A free family-friendly fall favorite at Wimberley Glassworks. Hundreds of individually handcrafted glass pumpkins fill the grounds in every jewel tone, with live glassblowing demonstrations throughout the morning, scavenger hunts, a pumpkin toss, kids' coloring stations, and giveaways. It's a bright, joyful way to welcome autumn in the Hill Country, and the perfect chance to take home a one-of-a-kind glass pumpkin.

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Community Gathering ✓ Completed
Candlelit mystery-dinner fundraiser tablescape with vintage place settings in a Hill Country event hall

Murder Mystery Dinner & Silent Auction Fundraiser

Saturday, September 26, 2026 5:30 PM
Held at Wimberley Community Center, 14068 Ranch Road 12

The fourth annual Hays County Crime Stoppers fundraiser pairs an interactive murder-mystery dinner with a silent auction of donated items, all in support of local crime prevention. It's a fun, lively evening of whodunit entertainment and community giving, and everyone is welcome to play their part in the mystery.

Learn More

Upcoming Events

Mark your calendar — these are the events worth planning around.

Arts & Culture
Intimate community theater stage with microphone and warm lights at the Wimberley Players

Dracula: A Feminist Revenge Tragedy, Really (Wimberley Players)

September 18 – October 11, 2026 Friday through Sunday performances, 7:30 PM evenings; check the theater for Sunday matinee times
Held at The Wimberley Playhouse, 450 Old Kyle Road

Kate Hamill's clever, funny retelling of Dracula is on stage at the Wimberley Playhouse through October 11, and it's the perfect way to catch the town's creative energy in full swing. The Wimberley Players are the oldest continuously operating theater company in Hays County, and this witty production has been a hit with audiences since opening night. Fridays through Sundays only, in the intimate 109-seat playhouse where every seat is a good one.

Tips
  • Runs Fridays through Sundays, September 18 through October 11
  • Intimate 109-seat playhouse: tickets sell quickly
  • Great date night: dinner on the Square, then the show
  • Part of the Wimberley Players' 2026 season
Visit Website
Market
Fresh produce, honey and baked goods at a Sunday market stand in Wimberley

Sunday Coffee & Cars and The Market at Blanco Brew

Sunday, October 4, 2026; The Market runs Sundays year-round Coffee & Cars 8:00 AM – 11:00 AM; The Market 9:00 AM – 2:00 PM
Held at Blanco Brew, 14200 Ranch Road 12, Wimberley

Blanco Brew on Ranch Road 12 is the place to be on a Sunday morning. Coffee & Cars brings a friendly gathering of classic and custom rides to the parking lot from 8 to 11 AM, while The Market sets up local vendors, handmade goods, and fresh finds from 9 AM to 2 PM. Grab a cup of locally roasted coffee and make a morning of it. It's a relaxed, community-driven way to ease into the week.

Tips
  • Coffee & Cars runs 8 to 11 AM
  • The Market runs 9 AM to 2 PM with local vendors
  • Blanco Brew roasts its own coffee on site
  • Free to attend
Visit Website
Community Gathering
Warm community table with friends gathered for bingo night at the Wimberley VFW

Friday Night Bingo at VFW Post 6441

Friday nights; next date October 30, 2026 6:30 PM – 9:00 PM
Held at VFW Post 6441, 401 Jacob's Well Road, Wimberley

A friendly weekly tradition at the VFW hall on Jacob's Well Road. Friday Night Bingo brings the community together for an easy evening of games, chatter, and a little friendly competition. The hall runs food concessions, and it's BYOB, so grab a seat, mark your cards, and see if luck is on your side. A relaxed way to meet neighbors and support a local veterans organization.

Tips
  • Food concessions on site; BYOB
  • Friendly, low-key atmosphere great for newcomers
  • Proceeds support the local VFW post
Visit Website
Market
White vendor tents and craft stalls at Wimberley Market Days on a sunny morning

Wimberley Market Days

October 3, November 7 & December 5, 2026 7:00 AM – 4:00 PM
Held at Wimberley Lions Club Grounds, 601 FM 2325, Wimberley, TX 78676

The second-largest outdoor market in Texas, and a Wimberley institution for over 40 years. More than 400 vendor booths fill the grounds with antiques, artisan crafts, jewelry, home décor, clothing, and Hill Country food. It's part shopping, part social event: you'll run into neighbors, discover new artists, and probably leave with something you didn't know you needed. The October 3 edition brings a full music lineup to the festival stages, including Movin' Melvin Brown, Lyda Plummer, and Rosedale.

Tips
  • Held the first Saturday of every month, year-round
  • Oct 3 music lineup: Movin' Melvin Brown, Lyda Plummer, and Rosedale
  • Bring cash: many vendors don't take cards
  • Arrive early for the best selection
  • Parking fills up by mid-morning
  • Free admission
Visit Website
Market
Fresh produce, honey and baked goods at the Wimberley Farmers Market stand

Wimberley Farmers Market

Every Wednesday, year-round 3:00 PM – 6:00 PM
Held at Wimberley Square, downtown Wimberley

A weekly gathering of local farmers, bakers, and food artisans selling fresh produce, eggs, honey, baked goods, and handmade foods. It's smaller and more intimate than Market Days — a midweek tradition where you can stock up on local ingredients and chat with the people who grew them.

Tips
  • Great for picking up fresh produce for the week
  • Local honey and seasonal fruits are standout items
  • Bring your own bags
Visit Website
Food & Festival
Autumn festival with string lights, hay bales and vendor tents under the oaks at Vista Brewing in Driftwood

Driftwood Fall Festival at Vista Brewing

October 1 – November 1, 2026 Wednesday & Thursday 4:00 PM – 9:00 PM, Friday 2:00 PM – 9:00 PM, Saturday 11:00 AM – 9:00 PM, Sunday 11:00 AM – 7:00 PM
Held at Vista Brewing, Driftwood, just up the road from Wimberley

October in the Hill Country means harvest season, and Vista Brewing in nearby Driftwood celebrates it for a full month. The Driftwood Fall Festival runs October 1 through November 1, turning the farm brewery's oak-shaded grounds into a relaxed autumn gathering spot with fall-flavored seasonal pours, long golden evenings on the patio, and plenty of room for the kids to run. It is an easy pairing with a Wimberley Market Day or a wine trail afternoon, and a reminder of how much of the Hill Country's charm sits right on Wimberley's doorstep.

Tips
  • Runs October 1 through November 1
  • Extended hours Wednesday through Sunday evenings
  • Great pairing with the October 3 Market Day or a wine tasting afternoon
  • Family-friendly grounds in nearby Driftwood
Visit Website
Arts & Culture
Bright gallery interior with paintings, an easel and refreshments at Art on 12

Art on 12 Second Saturday

Second Saturday monthly: Oct 10, Nov 14 & Dec 12 5:00 PM - 7:30 PM
Held at Art on 12 Gallery, 13811 Ranch Road 12

A monthly gallery event at Art on 12, one of Wimberley's premier art spaces. Each Second Saturday features a new exhibit opening with live music, complimentary wine and hors d'oeuvres, and the chance to meet the featured artist. It is the most reliable monthly arts event on the calendar and a wonderful way to experience Wimberley's creative community year-round.

Tips
  • Free to attend
  • A new artist or exhibit every month
  • Live music and refreshments included
  • Part of the Wimberley Valley Arts & Cultural Alliance Gallery Trail
Visit Website
Arts & Culture
Gallery storefronts and sidewalk easels along the Wimberley Art Crawl route

Art Crawl Wimberley

Friday, December 4, 2026 5:00 PM – 7:30 PM
Held at Various galleries along the Square and RR 12

Wimberley's free quarterly Art Crawl returns Friday, December 4 for its Holiday Market edition. Stroll through galleries, studios, and local businesses as part of the Wimberley Valley Arts & Cultural Alliance Gallery Trail — each venue features guest artists, special displays, live demonstrations, and refreshments. It's a relaxed, social evening that showcases why Wimberley has been called an artist colony since the 1960s.

Tips
  • Start at any participating gallery — grab a map
  • Free to attend; holiday edition is great for gift shopping
  • Many galleries offer wine and hors d'oeuvres
  • Art on 12 hosts a Second Saturday event monthly with live music
Visit Website
Holiday Celebration
Glowing arches of holiday lights along the EmilyAnn Trail of Lights path

EmilyAnn Trail of Lights

November 28 – December 26, 2026 Opens at dusk nightly
Held at EmilyAnn Theatre & Gardens, 1101 FM 2325

A Wimberley holiday tradition spanning approximately 8 acres of brilliantly lit outdoor exhibits. Walking through the Trail of Lights has become a must-do for families and visitors during the holiday season. The trail opens with the Hometown Holidays celebration and the Wimberley Lighted Parade, and runs through late December. Free to attend, with donations accepted.

Tips
  • Opening night includes the Lighted Parade at 6 PM
  • Best visited on weekday evenings to avoid crowds
  • Bring the kids — it's magical for all ages
  • Donations support the EmilyAnn Theatre
Visit Website
Holiday Celebration
Festive float glowing with holiday lights at the Wimberley Lighted Parade

Hometown Holidays & Lighted Parade

Saturday, November 28, 2026 Trail of Lights opens at 5:00 PM, Parade at 6:00 PM (streets close 5:30 PM)
Held at EmilyAnn Theatre & Gardens, 1101 FM 2325, and downtown Wimberley

The official kick-off to the holiday season in Wimberley. The evening begins with the Trail of Lights opening at the EmilyAnn Theatre & Gardens at 5:00 PM, followed by the Lighted Parade through downtown at 6:00 PM. Floats, marching groups, and community organizations decked out in holiday lights make their way through town while families watch from the sidewalks. Street closures along the parade route begin at 5:30 PM. Bring an unwrapped toy for the Toy Drive. The Tree Lighting at Christmas Courtyard follows at 7:00 PM on the Square.

Tips
  • Arrive early for parade viewing spots
  • Street closures begin at 5:30 PM
  • Bring a new unwrapped toy for the Toy Drive
  • Combine with Trail of Lights opening at EmilyAnn at 5:00 PM for a full evening out
  • Tree Lighting at Christmas Courtyard at 7:00 PM
Visit Website
Community Gathering
Warm candlelit community table at the Wimberley Institute of Cultures Fireside Supper

Wimberley WIC Fireside Supper

December 7, 2026 Evening (exact time TBA)
Held at Wimberley Institute of Cultures, 14068 Ranch Road 12, Wimberley

An annual gathering hosted by the Wimberley Institute of Culture (WIC), bringing together community members for an evening of food, conversation, and celebration of Wimberley's cultural heritage. The Fireside Supper is one of those events that reminds you how tight-knit this community really is.

Tips
  • Tickets or reservations may be required
  • Check the WIC calendar for details
Visit Website
Arts & Culture
Artist tents with paintings and sculptures at the Wimberley Arts Fest

Wimberley Arts Fest

October 17 & 18, 2026 All day, Saturday & Sunday
Held at 13811 Ranch Road 12, Wimberley

The Wimberley Valley Art League's premier annual festival, held among the pecan trees at 13811 Ranch Road 12. About 100 artists fill the grounds with painting, sculpture, jewelry, and fine crafts, joined by live music, hands-on creative activities, and Hill Country food. It's the perfect weekend to browse original art and meet the people who make it, all in a relaxed outdoor setting close to the heart of town.

Tips
  • Free to attend
  • About 100 art booths among the pecan trees
  • Great for finding original Hill Country art and meeting the artists
  • A short drive up Ranch Road 12 from the Square
Visit Website
Holiday Celebration
Pumpkins, hay bales and string lights at the BOO! Hole Halloween celebration in Blue Hole park

BOO! Hole Halloween

October 24, 2026 4:00 PM - 9:00 PM
Held at Blue Hole Regional Park, 333 Blue Hole Lane

Wimberley's largest annual event, drawing over 5,000 attendees to Blue Hole Regional Park for an unforgettable Halloween celebration. The evening features a Trick-or-Treat Trail through the cypress grove, carnival games, live music, a family-friendly hayride, costume contests for all ages, themed photo booths, a cider and hot cocoa station, and the ever-popular Haunted Trail (ages 10+). It is one of those magical Wimberley nights where the whole community comes together.

Tips
  • Free to attend - registration recommended
  • Arrive early for the best Trick-or-Treating
  • Costume contest registration begins at 4:00 PM
  • Haunted Trail has a separate fee and is recommended for ages 10+
  • Great family-friendly event for all ages
Visit Website
Food & Music Festival
Cast-iron pots of chili and bunting at the Wimberley Chili Cook-Off & Music Fest

1st Annual Wimberley Chili Cook-Off & Music Fest

October 10, 2026 8:00 AM – 6:00 PM (Chili tasting at Noon)
Held at Willow Lake Watering Hole & Mercantile, 110 Old Kyle Road, Wimberley

A brand-new Wimberley tradition! The 1st Annual Chili Cook-Off & Music Fest brings together chili chefs from across the Hill Country for a day of bold flavors, cold drinks, and live music at Willow Lake Watering Hole. Gates open at 8 AM with the official chili fire lit at 9 AM, followed by chili tasting starting at noon. The afternoon features the Red River Shootout (OU vs Texas) on the big screen, and winners are announced at 5:30 PM. It's a full day of community fun at one of Wimberley's most beloved gathering spots.

Tips
  • Chili tasting begins at noon — bring your appetite
  • Red River Shootout viewing at 2:30 PM
  • Family-friendly event at Willow Lake Mercantile
  • Check willowlakemerc.com for ticket updates
Visit Website
Outdoors & Nature
Night sky over a Hill Country meadow with telescopes silhouetted at the Wimberley Star Party

Star Party at Blue Hole Regional Park

Saturday, October 10, 2026 6:30 PM – 9:30 PM
Held at Blue Hole Regional Park, 333 Blue Hole Lane

A free evening of stargazing under some of the darkest skies in the Texas Hill Country. The Wimberley Dark Sky Committee hosts the Star Party on the park's soccer fields, with the Texas State Astronomy Club bringing the telescopes for close-up looks at the planets, star clusters, and galaxies overhead. The evening unfolds with live music, guided telescope viewing, and a narrated sky tour, and it is a wonderful family outing: bring blankets, lawn chairs, and a picnic, and the organizers provide red cellophane to cover flashlights so everyone's night vision stays sharp.

Tips
  • Free to attend, no registration required
  • Telescopes shared by the Texas State Astronomy Club
  • Bring chairs, blankets, and a picnic dinner
  • Red cellophane provided to cover flashlights and protect night vision
Visit Website
Arts & Culture
Outdoor movie screen and string lights among cypress trees at the Wimberley Film Festival

Wimberley Film Festival

Saturday, November 7, 2026 4:00 PM – 8:00 PM
Held at Blue Hole Regional Park, 333 Blue Hole Lane

The third annual Wimberley Film Festival is an outdoor cinema experience under the towering cypress trees at Blue Hole Regional Park. Featuring Texas-made short films, live music, and the magic of a Hill Country night, it is one of the most unique cultural events in the region. Proceeds benefit The Watershed Association, dedicated to clean water and healthy ecosystems in the Wimberley Valley.

Tips
  • Tickets $30 per adult; children 10 and under free
  • Bring blankets or lawn chairs
  • Some films may be PG-13, check ratings in advance
  • Proceeds support local watershed conservation
Visit Website
Holiday Celebration
Festive pancakes and holiday cocoa at the Wimberley Breakfast with Santa

Breakfast with Santa

December 12, 2026 8:30 AM – 11:00 AM
Held at Texan Academy, 400 Green Acres Drive, Wimberley

A beloved Wimberley holiday tradition hosted by the Wimberley Civic Club, now in its sixth year. Families gather for a pancake and sausage breakfast with warm Wassail, two crafts, a free book, and a photo with Santa himself. Tickets are affordable — $5 for kids and $8 for adults in advance, $8 and $10 at the door — and the proceeds support Wimberley High School scholarships and local nonprofits. A wonderful way to make holiday memories with the family in the Hill Country.

Tips
  • Tickets $5 kids / $8 adults in advance, $8 / $10 at the door
  • Proceeds support local scholarships and nonprofits
  • Tickets sell quickly — check the Hometown Holidays calendar
  • Great for young children
  • Combine with Market Days and Trail of Lights for a full holiday weekend
Visit Website
Holiday Celebration
Holiday market stalls with warm string lights on the Wimberley Square at Winter's Eve Festival

Winter's Eve Festival

Mid-December 2026 (exact date announced closer to the holidays) 5:00 PM - 10:00 PM
Held at Downtown Wimberley / Wimberley Square

A magical evening on the Wimberley Square that transforms the heart of town into a winter wonderland. The Winter's Eve Festival features local craft vendors, warm food and drinks, holiday music, and the kind of small-town Christmas atmosphere that makes you feel like you're in a Hallmark movie. It is the perfect midweek holiday outing for the whole family.

Tips
  • Bundle up. December evenings in the Hill Country can be chilly
  • Combines beautifully with the Trail of Lights at EmilyAnn
  • Free to attend
  • Shop local for holiday gifts from Wimberley artisans
Visit Website
Arts & Culture
Vivid colorful paintings on gallery walls at the projectART SATURATION opening

projectART 'SATURATION' Opening Reception

October 9, 2026 6:00 PM - 8:00 PM
Held at ARTSPACE, 111 River Road, Suite 100, Wimberley

The next exhibit at ARTSPACE, titled 'SATURATION,' opens with an evening reception celebrating bold color and creative expression. projectART continues to energize Wimberley's arts scene with rotating contemporary exhibits that showcase both established and emerging artists. Light refreshments are served, and the exhibit runs through late fall.

Tips
  • Free admission to the gallery
  • Meet the featured artists at the reception
  • ARTSPACE is part of the Wimberley Valley Arts & Cultural Alliance Gallery Trail
Visit Website
Arts & Culture
Historic limestone building and vintage artifacts at a Texas Legends and Lore gathering

Texas Legends and Lore

November 12, 2026 Details from WIC
Held at Wimberley Institute of Cultures, 14068 Ranch Road 12, Wimberley

The Wimberley Institute of Cultures hosts its quarterly 'Texas Legends and Lore' gatherings, celebrating the stories, history, and cultural heritage that make the Wimberley Valley unique. Each session features guest speakers, historical presentations, and community conversation. It is one of the best ways to really understand what makes this town tick.

Tips
  • Check the WIC calendar for specific topics each session
  • Great for history buffs and new residents alike
  • Free to attend for WIC members; small donation suggested for guests
Visit Website
Arts & Culture
Hill Country paintings, sculpture and framed prints at the Wimberley Valley Art League show

Wimberley Valley Art League Show and Sale

October 2026 (month-long exhibit) Gallery hours
Held at Wimberley Valley Art League gallery, near the Square

The Wimberley Valley Art League's annual Show and Sale features dozens of regional and local artists showcasing paintings, sculpture, mixed media, and fine crafts. Running throughout October, it is a wonderful opportunity to explore the depth of Wimberley's creative community and find original art for your home.

Tips
  • Free to attend
  • Great for finding original Hill Country art
  • Many artists are local to the Wimberley area
Visit Website
Outdoors & Nature
Cypress trees and clear creek water on the Blue Hole Regional Park trails

Guided Blue Hole Hike

October 17, 2026 9:00 AM – 10:00 AM
Held at Blue Hole Regional Park, 333 Blue Hole Lane

A free guided morning hike through the 126 acres of Blue Hole Regional Park. Led by park naturalists, the hike explores the cypress-lined trails, limestone geology, and spring-fed ecology that make Blue Hole one of Texas's most beloved natural areas. Registration is recommended as space is limited.

Tips
  • Free to attend, registration recommended
  • Wear comfortable walking shoes
  • Great for nature lovers and new residents exploring the area
Visit Website
Outdoors & Nature
Autumn trail with golden leaves and limestone outcroppings on the WIC Fall Trek

Fall Trek (WIC TREK Program)

October 22, 2026 Details from WIC
Held at Wimberley Valley / various locations

Part of the Wimberley Institute of Cultures' TREK program, the Fall Trek takes participants on an outdoor exploration of the Wimberley Valley's natural and cultural landscape. It is a wonderful way to experience the Hill Country in the peak of autumn color alongside fellow community members.

Tips
  • Check the WIC calendar for meeting location and details
  • Dress for outdoor walking
Visit Website
Community Gathering
Harvest moon and string lights over a dance floor at the WIC Harvest Moon Dance

Harvest Moon Dance (WIC Members)

November 15, 2026 Evening
Held at Wimberley Institute of Cultures, 14068 Ranch Road 12, Wimberley

The Wimberley Institute of Cultures' annual Harvest Moon Dance is an evening of live music, food, and community dancing under the stars. It is one of the most beloved WIC traditions and a wonderful example of the close-knit community spirit that defines Wimberley.

Tips
  • One of WIC's most anticipated annual celebrations
  • Live music and food included
  • Check the WIC calendar to confirm this year's details
Visit Website
Live Music
Intimate acoustic stage with guitar and microphone at a Stars Over Wimberley benefit concert

Stars Over Wimberley Benefit Concert: Tony Kamel & Kym Warner with Pat Byrne

September 30, 2026 Doors 7:00 PM, Show 7:30 PM
Held at The Wimberley Playhouse, 450 Old Kyle Road

The Stars Over Wimberley Benefit Concert Series returns to the intimate 109-seat Wimberley Playhouse for a co-bill show featuring Tony Kamel & Kym Warner alongside Pat Byrne. This acoustic concert series brings world-class singer-songwriters to the Hill Country in a setting where every seat is a good one. Proceeds benefit the Robert Moreman Memorial Scholarships for Wimberley High School and Katherine Ann Porter School graduates. A wonderful evening of music supporting the next generation of Wimberley students.

Tips
  • Seating limited to 109 seats: tickets sell quickly
  • Tickets $60, on sale now
  • Doors open at 7:00 PM, show at 7:30 PM
  • Proceeds support local student scholarships
Visit Website
Community Gathering
Running shoes on a sunny country road with a race marker at the Wimberley Turkey Trot

Wimberley Turkey Trot

November 26, 2026 (Thanksgiving Day) 8:30 AM – 10:00 AM
Held at First Baptist Church, 15951 Winters Mill Parkway, Wimberley

A cherished Thanksgiving morning tradition in the Hill Country. The Wimberley Turkey Trot features a 5K Run/Walk and a Kids 1K, with all proceeds benefiting the Barnabas Connection Community Assistance Fund. It is a wonderful way to start your Thanksgiving — gathering with neighbors, getting some fresh Hill Country air, and supporting those in need before the feasting begins. Registration is available through RunSignUp.

Tips
  • Family-friendly: Kids 1K is great for younger children
  • Registration available at runsignup.com/wimberleyturkeytrot
  • All proceeds support Barnabas Connection
  • Combine with the FREE Community Thanksgiving Meal at the Community Center at 11 AM
  • Official 2026 details are confirmed as the holiday approaches
Visit Website
Community Gathering
Long table with turkey and pumpkin pies at the Wimberley community Thanksgiving meal

FREE Community Thanksgiving Meal

November 26, 2026 (Thanksgiving Day) 11:00 AM – 2:00 PM
Held at Wimberley Community Center, 14068 Ranch Road 12

A warm Wimberley tradition — a free community Thanksgiving dinner served on Thanksgiving Day for anyone who would like to share the holiday with neighbors. Whether you are new to town, visiting family, or simply want to spend Thanksgiving with the community, everyone is welcome. Donations are accepted on the day of the event, and volunteers also deliver meals to homebound neighbors. It is the kind of event that reminds you why small-town life in the Hill Country is so special.

Tips
  • Free to all — no reservation required
  • Donations accepted; volunteers deliver meals to homebound residents
  • Volunteer opportunities available
  • Pair it with the Turkey Trot 5K at 8:30 AM for a full Thanksgiving morning
  • A wonderful way to meet neighbors if you are new to the area
Visit Website
Market
Patchwork quilts and hand-sewn gifts at the Wimberley Christmas Market

Christmas Market

December 5, 2026 9:00 AM – 3:00 PM
Held at Wimberley Presbyterian Church, 956 FM 2325

Hosted by the Wimberley Valley Quilt Guild, the annual Christmas Market features handmade quilts, holiday gifts, baked goods, and artisan crafts. It is the perfect place to find one-of-a-kind holiday presents while supporting local guild members. Since it falls on the same day as the December Market Day, you can make it a full day of holiday shopping in Wimberley.

Tips
  • Same day as the December Market Day — double up on shopping
  • Handmade quilts and artisan gifts
  • Support the Wimberley Valley Quilt Guild
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Arts & Culture
Gallery storefronts and sidewalk easels along the Wimberley Art Crawl route

projectART Open Mic Night & Holiday Art Crawl

December 4, 2026 6:00 PM – 8:00 PM
Held at ARTSPACE, 111 River Road, Suite 100, Wimberley

ARTSPACE pairs its quarterly Art Crawl evening with an open mic night, inviting local musicians, poets, and storytellers to share their work in an intimate gallery setting. It is a wonderful, welcoming way to experience Wimberley's creative community up close — you can wander the gallery, catch a few performances, and meet the artists behind the work. Free and open to the public.

Tips
  • Free to attend
  • Open mic sign-ups welcome
  • Pairs with the December 4 Holiday Art Crawl across the Square and RR 12
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Food & Wine
Golden-hour vineyard rows leading to a rustic Hill Country winery tasting room

Texas Wine Month Passport (Hill Country Wine Trail)

October 1 – 31, 2026 Month-long; up to four wineries per day
Held at 45+ Hill Country wineries, including stops near Wimberley and Driftwood

The Texas Wine Month Passport from Texas Hill Country Wineries is the region's signature fall wine event: $85 per person or $120 per couple buys a month-long digital pass with a complimentary tasting at 45+ participating wineries, up to four wineries a day, plus about 10% off when you buy three or more bottles. With Wimberley-area tasting rooms on the trail, it's the perfect way to spend a crisp autumn afternoon in the Hill Country.

Tips
  • One pass covers up to four wineries per day all month
  • Complimentary tasting at every participating winery
  • Save roughly 10% on purchases of 3+ bottles
  • Book fall tasting room visits early
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Community Gathering
Bright community meeting hall hosting the Wimberley Spiritual Life Expo

Wimberley Spiritual Life Expo

Sunday, October 11, 2026 Details from organizers
Held at Wimberley Community Center

A day of spiritual exploration at the Wimberley Community Center, bringing together practitioners, teachers, and vendors from across the Hill Country for workshops, readings, holistic vendors, and mindful community connection. A welcoming, open-minded gathering that reflects the town's free-spirited side.

Tips
  • Open to all, no experience needed
  • Check the Wimberley Chamber calendar for the full schedule
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Year-Round Favorites & Weekly Happenings

Beyond the big events, Wimberley has a steady rhythm of weekly happenings that keep the community connected. The Wimberley Farmers Market runs every Wednesday from 3 to 6 PM on the Wimberley Square: local produce, honey, baked goods, and artisan crafts. A second Farmers & Artisan Market gathers Thursdays at 15951 Winters Mill Parkway, weather permitting, for a midweek restock with another crowd of local growers and makers.

On Wednesday evenings, Willow Lake Watering Hole & Mercantile hosts Music Bingo from 6 to 8 PM, equal parts trivia night and live music. On Thursdays at 6 PM, Willow Lake runs Vinyl Potluck with Joey Clontz, where local music lovers spin records and share dinner in a backyard potluck setting. On the 1st, 3rd, and 5th Tuesdays, Willow Lake hosts the Picker's Circle at 6 PM, an informal acoustic jam that anyone is welcome to join. And The Shady Llama runs Team Trivia nights, with family-friendly rounds at 5:30 PM and full team trivia at 7 PM.

Sunday mornings belong to Blanco Brew on Ranch Road 12: Coffee & Cars gathers classic and custom rides from 8 to 11 AM, while The Market runs from 9 AM to 2 PM with local vendors and handmade finds. And on Friday nights, the VFW Post 6441 on Jacob's Well Road hosts community bingo from 6:30 to 9 PM, with food concessions on site and a friendly, low-key crowd.

The Art on 12 gallery hosts a Second Saturday gathering each month with live music and refreshments. The Wimberley Valley Winery features live music on weekends throughout the year. And venues like Neon Armadillo and Devil's Backbone Tavern have live Texas music most weekends. Just up the road in Driftwood, the Driftwood Axe House keeps its own weekly slate of Music Bingo, line dancing, and Texas Hold 'Em nights on the Chamber calendar.

Also new in 2026, the 1st Annual Wimberley Chili Cook-Off & Music Fest on Saturday, October 10 at Willow Lake Watering Hole & Mercantile brings together chili chefs, live music, and the Red River Shootout on the big screen — a full day of Hill Country flavor starting at 8 AM. The Stars Over Wimberley Benefit Concert Series is back at the Wimberley Playhouse with Tony Kamel & Kym Warner alongside Pat Byrne on Wednesday, September 30. Tickets are available through Prekindle, and every ticket supports the Robert Moreman Memorial Scholarships for local high school graduates. The series plans more shows through the season — watch the Stars Over Wimberley site for the next announcement as dates are confirmed. Thanksgiving weekend is one of the busiest and warmest on the Wimberley calendar. The Wimberley Turkey Trot on Thanksgiving morning (November 26) starts the day with a family-friendly 5K. The FREE Community Thanksgiving Dinner at the Community Center (14068 Ranch Road 12) follows at 11 AM on Thanksgiving Day and is open to everyone. And the Hometown Holidays Lighted Parade on Saturday, November 28 kicks off the Trail of Lights season with glowing floats, Santa's sleigh, and the Tree Lighting at Christmas Courtyard. And mark your calendar for Saturday, October 24 — the BOO! Hole Halloween celebration at Blue Hole Regional Park is Wimberley's biggest community event of the fall. With over 5,000 attendees each year, the Trick-or-Treat Trail, costume contests, live music, and the famous Haunted Trail make for an unforgettable Hill Country Halloween. Best of all, admission is free. The best way to stay in the loop is to follow the Wimberley Chamber of Commerce calendar and check local bulletin boards when you're in town, because events pop up all the time - that's part of the charm. December's holiday program on the Square, around the Playhouse, and at the Hometown Holidays venues is still being finalized, so check the Hometown Holidays site as the season gets closer for exact showtimes and dates.

Planning a Visit?

If one of these events has you dreaming about Wimberley, I'd love to help you explore what it would be like to live here. No pressure — just honest local knowledge from someone who's called the Hill Country home for 40+ years.

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Steve Giannone
Steve Giannone
Realtor · 40+ years in Central Texas real estate

Steve has been living and working in the Wimberley area for 40+ years. Learn more about Steve →

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