Your Guide to Pearl in October

September 30, 2025

Fall is here, and if you’re looking to spruce up your social calendar during the cooler months, Pearl has the perfect lineup of events scheduled for October. Check them out below:

Events at a glance

One-night only events

San Antonio Neighbors Together 

Tuesday, October 7

Gather with your neighbors, local law enforcement, and community safety partners for a delightful evening filled with lively music and entertaining activities for the whole family.

Free

Runway at Stable Hall

Thursday, October 16

A fashion show co-chaired by Cody Shown and Lisa Longoria Scott and benefitting the flood relief efforts of the San Antonio Food Bank. Voted best fashion show in San Antonio.

This event has an age restriction of 18 and up, meaning only individuals aged 18 or older are permitted to attend. 

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Pullman Market’s Smoke and Fire Celebration

Saturday, October 18

Smoke & Fire is a first-of-its-kind event that brings together ten celebrated pitmasters for a family-friendly evening of live fire demonstrations, BBQ tastings, craft beverages, live music, entertainment, and more.

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Ladino’s Birthday Cookout

Sunday, October 19

Celebrate Ladino’s 3rd birthday at Pearl in San Antonio on Sunday, October 19! Enjoy a family-friendly cookout with food from Mezquite, Pullman Market, and The Jerk Shack, plus live music, balloon art, face painting, and more.

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Diwali

Wednesday, October 22

Celebrate the Festival of Lights at Pearl in San Antonio! Join us for a joyful evening filled with color, culture, and community as we honor the spirit of Diwali.

Explore a variety of themed vendors, shop unique finds, and enjoy the vibrant atmosphere that makes this holiday so special. From food and drink to live entertainment, Diwali at Pearl will be a celebration for all ages.

Free

It’s a 2000s (Halloween) Party

Friday, October 31

It’s A 2000s Party is back at Stable Hall this Halloween with the ultimate 2000s-themed dance party! Join us on October 31 for a night of throwback hits, spooky fun, and max Y2K vibes.

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Fitness get-togethers

ACTIVATE Boot Camp

Tuesdays through December

Pearl is proud to partner with ACTIVATE, a nonprofit organization dedicated to transforming communities through the power of sport. ACTIVATE understands the strong connection between physical and mental well-being and works daily to deliver sports and fitness programs that encourage children and their families to lead active, healthy lives.

Free

Weekly rituals

Movie Mondays are Back 

Movie Mondays are back on October 20 at Pearl Park, with films starting at sunset (~7:00PM). Spread out in the green space or bring your own seat. Be sure to arrive early to grab snacks and drinks at Food Hall.

Free/Cost of purchase

Pearl Farmers Market

Every Saturday

Saturdays are reserved for celebrating our local farmers and ranchers! Experience the rich flavors of South Texas with fresh, locally sourced produce and meats. This is your ultimate hyperlocal, open-air grocery destination—where community and quality meet. Don’t miss out on the chance to support local agriculture while enjoying the best our region has to offer!

Free/Cost of purchase

Pearl Makers Market

Every Sunday

Sundays are a vibrant celebration of local artisans, showcasing an array of unique, culinary-inspired home goods. From exquisite pottery to beautifully crafted woodwork, you’ll discover one-of-a-kind pieces that elevate your home and enrich your life.

Free/Cost of purchase

Si Art San Antonio Pop-Up Market

Saturday, October, 18

In addition to your morning Farmers Market stroll, be sure to visit Larder inside Brewmeister Alley for Si Art San Antonio’s art market. Browse original ceramics, photography, paintings, sculptures, and prints by local artists.

Free/Cost of purchase

Author Appearances at The Twig Book Shop

Through October

Connect with local authors and immerse yourself in their captivating stories through engaging discussions and exclusive book signings. Don’t miss the chance to discover your next favorite read!

Free/Cost of purchase

Wednesday Night Markets

Through December 17

The Wednesday Night Markets are back!

Mark your calendars and bring your friends for an evening stroll through Pearl, where you can browse unique creations from local artisans, makers, and businesses.

Free/Cost of purchase

The live music lineup

Mariachi Monday

Through Monday, October 13

Join us for Mariachi Mondays at Pearl Park as we celebrate Hispanic Heritage Month with vibrant pop-up mariachi performances. Experience the rich sounds of violins, trumpets, and guitars filling the air as talented local groups bring the tradition of mariachi to life.

Free

Chavela: Album Release Party

Sunday, October 19

San Antonio local, @chavelasmusic, is celebrating the release of her debut record on October 19!

Experience the self-titled exploration of soul, R&B, Americana, and a fresh take on the beloved Westside Sound live.

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Performances at Jazz, TX

Ongoing 

From the reimagining of Broadway hits and iconic video game scores to Latin Jazz Nights and an all-female mariachi group, there’s always a good reason to go see a show at Jazz, TX.

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Live music at Otto’s Ice House

Take a load off after a long week with river views, refreshing drinks, and live country music acts.

Free

Sternewirth Sessions

Sundays, Mondays, and Wednesdays

Head to Emma’s tavern and experience a rotating lineup artist from Texas and across the country.

Free

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