🎃 October at Pearl: A Month Full of Music, Food, and Community Fun
Fall has officially arrived, and there’s no better place to soak it all in than Pearl. As the air turns crisp and the days grow shorter, Pearl transforms into a vibrant hub of activity — filled with live music echoing through the courtyards, the scent of barbecue and baked goods drifting from the Food Hall, and the joyful buzz of friends and families gathering under twinkle lights. (Pearl, 2025)
Whether you’re here for the flavors, the fashion, or the fun, October is packed with can’t-miss events for every mood and moment.
Below is your guide to everything happening across Pearl this month — from one-night-only experiences to free community favorites that make Pearl the heart of San Antonio in the fall.
🌟 One-Night-Only Events
Runway at Stable Hall
📅 Thursday, October 16
A fashion show co-chaired by Cody Shown and Lisa Longoria Scott, benefiting the San Antonio Food Bank’s flood relief efforts. Voted Best Fashion Show in San Antonio.
💲 18+ | Ticketed Event
Pullman Market’s Smoke & Fire Celebration
📅 Saturday, October 18
A first-of-its-kind gathering of 10 celebrated pitmasters. Enjoy BBQ tastings, live-fire demos, craft beverages, and live music — all family-friendly.
💲 General Admission: $77.08 (taxes & fees included)
💲 VIP: $146.39
📅 Sunday, October 19
Celebrate Ladino’s 3rd birthday with bites from Mezquite, Pullman Market, and The Jerk Shack, plus live music, balloon art, and face painting.
💲 Adults: $55 (includes 5 food & beverage tickets)
💲 Kids: $20 (includes 2 tickets)
📅 Wednesday, October 22
Celebrate the Festival of Lights with themed vendors, delicious food and drinks, live entertainment, and cultural showcases. A family-friendly evening of light, love, and community.
💲 Free Event
It’s a 2000s (Halloween) Party
📅 Friday, October 31
The Y2K throwback dance party returns to Stable Hall! Bring your best Halloween costume and relive the early 2000s in style.
💲 Tickets: $20–$31
💪 Fitness Get-Togethers
📅 Tuesdays through December
Join ACTIVATE for free fitness sessions designed to boost physical and mental well-being.
💲 Free
📽️ Weekly Rituals
📅 Every Monday starting October 20 | Sunset at Pearl Park
Catch your favorite films under the stars! Bring a blanket or chair and grab snacks from the Food Hall.
💲 Free / Cost of purchase
Pearl Farmers Market
📅 Every Saturday
Shop local produce, meats, and handmade goods from South Texas farmers and ranchers.
💲 Free / Cost of purchase
Pearl Makers Market
📅 Every Sunday
Explore culinary-inspired home goods and one-of-a-kind artisan finds.
💲 Free / Cost of purchase
Si Art San Antonio Pop-Up Market
📅 Saturday, October 18 | Larder, Brewmeister Alley
Discover ceramics, photography, paintings, and prints from local artists.
💲 Free / Cost of purchase
🎶 Live Music Lineup
📅 Sunday, October 19
Celebrate San Antonio artist Chavela’s debut album live.
💲 Ticketed Event
Performances at Jazz, TX
📅 Ongoing
From Broadway reimaginings to Latin Jazz Nights, there’s always something new on stage.
💲 Ticketed Events
Live Music at Otto’s Ice House
📅 Fridays by the River
Relax with a drink in hand, river views, and live country tunes.
💲 Free / Cost of purchase
Sternewirth Sessions at Hotel Emma
📅 Sundays, Mondays, and Wednesdays
Enjoy a rotating lineup of Texas and national artists at the cozy tavern inside Hotel Emma.
💲 Free / Cost of purchase
✨ No matter your vibe—music, food, fashion, or fitness—there’s something happening for you this October at Pearl. Grab your friends, mark your calendars, and make the most of fall in San Antonio!
SA Examiner 