September brings a full calendar of events to welcome the fall season ahead—from bar pop-up events and Pearl’s Mariachi Showcase to Viva Dieciséis celebrations and more.
Here’s what’s happening at Pearl this September.
I-35 Bar Exchange at Sternewirth – Tuesday, September 1
Two of Austin’s most celebrated cocktail destinations are heading south on I-35 for a special afternoon at Sternewirth. Enjoy collaborative cocktails and hospitality from Nickel City and Murray’s Tavern, featuring pours and creations from Carabuena, WhistlePig, Bacardi, Condesa, Giffard, and Pinthouse.
With both bars earning national recognition from Tales of the Cocktail and North America’s 50 Best Bars, this one-day takeover is a rare opportunity to experience some of Texas’ most acclaimed bar talent.
Pizza & Pilates at Fife & Farro – Wednesday, September 2
Roll out your mat and roll out your dough — this is your kind of evening. Join us on the Karnes Patio for a feel-good mat Pilates session, then stay to get your hands floury in a chef-led pizza-making class at Fife & Farro.
Wind it all down with a proper cocktail hour and the pizza you built yourself. Whether you’re a seasoned reformer devotee or a first-timer just here for the food, this night is built for you. Spots are limited, so don’t sleep on it.
Paintfully Creative at High Street Wine Co. – Saturday, September 5
Choose from a variety of pre-drawn game day designs and customize your own wristlet keychain using rhinestones in your team colors. Whether you’re repping your favorite team or just coming for a fun afternoon of crafting, this event is beginner-friendly and perfect to enjoy with your friends or solo!
Davenport Takeover at Jue Let – Sunday, September 6
Relive the Davenport Experience with all the homies at Jue Let for one night only. IYKYK.
Labor Day $1 Oyster Happy Hour at High Street Wine Co. – Monday, September 7
Stop by High Street Wine Co. to celebrate Labor Day with $1 oysters. Bring your friends and family, and enjoy this deal for one day only.
Pappy Van Winkle 23 Tasting at Sternewirth – Thursday, September 10
Experience one of the world’s most sought-after bourbons during an exclusive tasting at Sternewirth. Guests will have the opportunity to savor Pappy Van Winkle 23 through a guided tasting experience designed to showcase the depth, complexity, and craftsmanship behind this legendary whiskey. Tickets are $125 per person.
Tickets go on sale soon; follow Sterenewirth on Instagram to be the first to know.
The Artisan Trail of Texas – Thursday, September 10
Grab your favorite latte, listen to live music by Amber Elison Trio, and browse a mini market by artists Hausmann Millworks Featuring Rex Hausmann, Elizabeth Ann Nolen, Arnoldo Deane, and Kara Rithaller.
Wine & Wicks at High Street Wine Co. – Thursday, September 10
Sip, swirl, and spark your creativity. Blend your own scent and pair it with one of the Wila + Co seasonal vessels to create a candle that’s uniquely yours. Participants must be 12 and older. Participants aged 12-18 must be accompanied by an adult participant.
Graham Beck Night at Cape Bottle Room – Friday, September 11
Raise a glass with us for an evening dedicated to one of South Africa’s most celebrated sparkling wine producers, Graham Beck. We’ll be featuring an exclusive tasting flight, a special by-the-glass menu, and limited bottle specials available throughout the night. Join us beginning at 6 PM and enjoy these offerings while supplies last.
Mariachi Showcase Presented by Stable Hall – Sunday, September 13
Celebrate the rich traditions, music, and culture of San Antonio during an afternoon filled with local and regional mariachi talent.
This free community showcase brings together talented student mariachi and acclaimed professional groups from across Texas for live performances in Pearl Park and Pearl Amphitheater. Guests are invited to enjoy an unforgettable day of music, heritage, and family-friendly entertainment featuring Mariachi Campanas de America, Mariachi Azteca de America, Mariachi Aguila Brackenridge High School, Guadalupe Mariachi Academy, Mariachi Las Alteñas, Mariachi Vargas, and many more.
Cowboy Dinner at Isidore – Monday, September 14
Join Isidore Monday, September 14 at Isidore for our annual Cowboy Dinner, sponsored by Maker’s Mark, celebrating a once-in-a-lifetime rollout of ‘Riverside Holler,’ a rare Single Barrel Bourbon hand-picked in Kentucky by the teams at Isidore, Stable Hall and Hotel Emma.
Your ticket includes an 8-course tasting menu in collaboration with Pitmaster Ernest Servantes of Michelin-recognized Burnt Bean BBQ. The menu showcases exceptional Texas ranches of Pullman Market, alongside specialty Maker’s Mark cocktails and an evening of Western-inspired experiences.
Throughout the evening, enjoy exclusive activations including live music by Brandon Padier, leather pressing, boot shining, wax dipping, and more—all designed to celebrate Texas craftsmanship and cowboy culture.
Come dressed to impress in your Western best. Boots, bolos, hats, and bling are highly encouraged!
Day and Time: Monday, September 14 between 5- 10 p.m
Pricing: $175 GA, $225 VIP
**VIP includes the tasting menu and a rare ‘Riverside Holler’ Bourbon-filled glass flask. Clayton & Crume’s English saddle leather-bound flask features hand-crafted stitching and a solid brass cap to preserve spirit integrity. Valued over $200.**
Niche Switch – Starting Monday, September 14
Niche’s biannual clothing swap for Niche-brand apparel. A sustainable, shopping-optional slow fashion event where we swap small, swap local. Anyone can participate, no matter where they purchased the Niche items.
Viva Dieciséis at Pearl – Tuesday, September 15
Dieciséis at Pearl is honoring Mexico’s independence with a civic ceremony in partnership with the Consulate General of Mexico in San Antonio. Expect live mariachi performances, a local artist showcase, and activities for the little ones.
Sternewirth x Maker’s Mark Single Barrel Release featuring Donna’s – Tuesday, September 15
Join Sternewirth as they celebrate the release of its exclusive Maker’s Mark Single Barrel with a special takeover from Houston favorite Donna’s. Sip limited-release pours, enjoy a one-night-only cocktail experience, and be among the first 35 guests to receive a custom Stetson.
Recently recognized as a Tales of the Cocktail Regional Top 10 honoree, Donna’s brings one of the most exciting new bar programs in the country to Pearl.
Pullman Market Run Club is Here – Wednesday, September 16
Your new Wednesday morning routine starts here. Pullman Market is officially launching the Pullman Market Run Club, a weekly outing led by its team featuring a 3-mile route along the river, plus a 1-mile turnaround option for walkers.
Once you cross the finish line, celebrate with an exclusive discount card for our breakfast and coffee offerings so you can fuel the rest of your day the Pullman way.
The Pullman Market Run Club meets every Wednesday starting September 16 at 7:30 AM. See you on the river!
Pearl Night Market Returns – Wednesday, September 16
After a summer of celebrating and supporting our local children entrepreneurs, we are excited to bring back the weekly Wednesday night traditions of our Night Markets!
Make your way to Pearl for a midweek break shopping local businesses and finding your next favorite vendor through November 25.
Sips with the Somm at Isidore – Wines of Willamette: Oregon’s Wine Country – Thursday, September 17
This immersive tasting will explore the distinctive character of Oregon’s Willamette Valley, with a focus on the region’s celebrated Pinot Noir and Chardonnay alongside other compelling expressions. Taste through a thoughtfully selected lineup of specially allocated wines while learning about the valley’s unique climate, soils, terroir, and the winemaking traditions that have shaped its global reputation. Designed for both curious newcomers and seasoned wine enthusiasts, this intimate class offers an approachable way to deepen your understanding and appreciation of Oregon wine.
Art Walk at Cape Bottle Room – Saturday, September 19
Join Cape Bottle Room for an evening celebrating the vibrant creativity of San Antonio’s local art community. Its Art Walk will transform the space into a gallery-style marketplace where guests can meet artists, explore original works, and shop directly from local creators. Sip, stroll, and discover something unique while supporting talented artists from across the city from 7 PM to 10 PM.
Jue Let Yacht Rock Party – Sunday, September 20
Hard drinks and soft rock never lose. Let’s set sail at Jue Let!
Texas Cocktail Week at Sternewirth – Tuesday, September 22
El Gallo Altanero & Friends Takeover | 3–6 PM
Kick off Texas Cocktail Week with an afternoon takeover at Sternewirth from Guadalajara’s acclaimed El Gallo Altanero and friends. Featuring cocktails from El Gallo Altanero alongside LALO Tequila and Tito’s Handmade Vodka, this special event brings one of the world’s most celebrated bar programs to San Antonio. Registration is required for entry.
El Gallo Altanero is currently ranked No. 10 on North America’s 50 Best Bars and has been recognized as one of the best bars in Mexico.
The El Gallo Altanero & Friends Takeover requires registration; more details are coming soon.
The Botanist Bar Takeover | 7–10 PM
As evening falls, Sternewirth welcomes Vancouver’s award-winning Botanist Bar for a special takeover centered around Nikka whisky. Known for its innovative cocktail program and exceptional hospitality, Botanist has consistently ranked among North America’s best bars and earned accolades from MICHELIN and The World’s 50 Best Bars. Expect expertly crafted cocktails and an unforgettable night of international hospitality.
The Bad Plus at Stable Hall – Wednesday, September 23
An ever-evolving boundary-defying quartet is on its Farewell Tour and is making a stop at Stable Hall.
Jue Let Mid Autumn Fest – Wednesday, September 23
A 3,000-year-old tradition, Jue Let style. Featuring specialty cocktails and open karaoke. Sponsored by Hennessy.
Meet the Winemaker: Peter Allen of Crystallum Wines at Cape Bottle Room – Thursday, September 24
Spend the evening with Peter Allen as Cape Bottle Room welcomes him for an intimate Meet the Winemaker experience. Learn firsthand about the story, philosophy, and craftsmanship behind Crystallum Wines while enjoying a rare opportunity to connect with the winemaker in a relaxed setting. Special bottle pricing will be available throughout the event. It’s happening from 5 PM to 8 PM.
Chasing Camila Launch Party at Niche – Thursday, September 24
Kick off party for the Chasing Camilla brand residency at Niche at Pearl and the debut of their Dia De Los Muertos collection of men’s and women’s guayaberas. We are celebrating an extended pop up with this beloved Texas-based, Latina owned brand, which will be in residence through the end of December.
Sips with the Somm at Isidore – Bordeaux: Old World Icons – Thursday, September 24
This immersive tasting will explore the distinctive wines of Bordeaux, from the Left Bank to the Right Bank, highlighting the region’s celebrated Cabernet Sauvignon and Merlot-driven blends. Taste through a thoughtfully selected lineup of specially allocated wines while learning about Bordeaux’s unique terroir, appellations, classifications, historic estates, and the winemaking traditions that have made the region legendary. Designed for curious newcomers and seasoned wine enthusiasts alike, this intimate class offers an approachable way to deepen your understanding and appreciation of Bordeaux.
Svanen & Press Club Takeover at Sternewirth – Friday, September 25
Sternewirth welcomes acclaimed cocktail destinations Svanen from Oslo and Press Club from Washington, D.C. for an evening celebrating world-class cocktails and hospitality.
Featuring Michter’s as the evening’s featured spirit partner, guests can enjoy collaborative creations from two bars recognized among the best in the world. From Europe to North America, this one-night-only experience brings together exceptional talent from across the global cocktail community.
Oktoberfest at Pullman Market – Saturday, September 26
Celebrate Oktoberfest at Pullman Market with an afternoon of German-inspired flavors and seasonal brews on the Karnes Patio.
Enjoy freshly baked pretzels, savory bratwurst, and samples of exceptional Oktoberfest beers from some of our favorite brewery partners while soaking in the festive atmosphere. Join us from 11 a.m. to 2 p.m. for a lively tasting experience that brings a taste of Bavaria to Pearl.
Sushi & Wine Pairing Dinner with Osome – Saturday, September 26
Join Cape Bottle Room for a one-night-only collaboration as Austin-based Osome brings its acclaimed sushi experience to Pearl. This thoughtfully curated course dinner pairs exceptional wines with expertly crafted sushi for an unforgettable dining experience. Seating is limited, with reservations available for 6 PM and 8 PM; deposits can be secured through Cape Bottle Room’s website.
Sazerac 18 Tasting at Sternewirth – Wednesday, September 30
Close out September with a special tasting featuring Sazerac 18, one of the distillery’s most celebrated whiskey expressions.
This guided experience lets guests explore the craftsmanship, character, and legacy behind an iconic American spirit. Tickets are $50 per person. See you at Sternewirth,
Tannins & Touchdowns – Starting in September
Football season is just around the corner, and High Street Wine Co. is bringing a fresh take to gameday. Gather your crew, explore the full schedule, and settle in for elevated NFL watch parties with great wine, good company, and plenty of team spirit.
Regular Season Games: 9/9, 9/10, 9/13, 9/14, 9/17, 9/20, 9/21, 9/24, 9/27, 9/28.
Pearl Putt – All Month Long
Get ready for an adventure at a brand new 18-hole mini golf course inspired by San Antonio’s iconic landmarks at Pearl! Drop by any day between 10 AM and 11 PM, right across from 1100 Springs Plaza and Stable Hall.
This playful course is a vibrant addition to Pearl’s experience, blending local sights and Pearl’s storied brewing heritage into an unforgettable, family-friendly outing. It’s the perfect way to add fun to your day—before or after exploring all that Pearl has to offer.
Pearl Tip: Take advantage of Pearl’s free parking in all surface lots, Monday through Friday, from 8 AM to 3 PM!
Pearl Putt is independently owned and operated by a third-party vendor. For customer service inquiries, email Pearl Putt here or call them at 1-832-431-6067. For even more questions, check out Pearl Putt’s FAQ here.
Hands-On Culinary Experiences
Pizza Making Class at Fife & Farro – Mondays and Tuesdays
Join the Fife & Farro team every Monday and Tuesday for a delightful evening of pizza making! In this interactive experience, our talented Fife & Farro chef team will teach you how to make delicious pizzas straight from our kitchen. This is a wonderful opportunity to learn new cooking skills and indulge in some tasty pizza.
Ceviche Making Experience – Every Tuesday
Join Pullman Market for an interactive Ceviche-Making Class, where you’ll learn the secrets behind crafting fresh, flavorful ceviche from scratch! Guided by our expert, you’ll discover the perfect balance of citrus, spice, and seafood while mastering the techniques that make this dish a favorite across Latin America.
Guac and Mezcal Nights at Mezquite – Every Sunday + Wednesday
Take your taste buds on a trip to Mexico with an evening of bold flavors and hands-on fun! Mezquite’s talented chefs will guide you through making the perfect guacamole while you sip and explore a curated selection of artisanal Mezcals straight from the heart of Mexico.
Sips with the Somm at Isidore – Every Thursday
Each week, guests will enjoy a 60-minute tasting of four exceptional wines that reflect the principles that define the Isidore wine list and the Pullman Market as a whole. Check in at the host stand and be seated at our 10-seat communal table, designed to foster a sophisticated yet convivial tasting experience. Every session offers new pairings and insights, allowing guests to deepen their appreciation of wine in an intimate, refined setting.
$50 per person. Guests are invited to continue the evening with dinner at Isidore.
Culinary Institute of America – Texas
Feed your passion for all things food and wine at a single-day, hands-on class taught by CIA’s expert faculty. No matter your skill level or interests, we have a class that is perfect for you.
Live Music Experiences
Performances at Jazz, TX
From a “Tribute to the Music of Walt Disney” and “Four Hunks Play Monk!” to “Doc Watkins and His Orchestra” and “Vanessa del Fierro and Mariachi las Coronelas,” there’s a seat waiting for you to experience the extraordinary sounds at Jazz, TX in the Food Hall’s basement.
Live Music at Otto’s Ice House
Kick back, bring your crew, and listen to local and regional South Texas artists over pristine river views at Otto’s Ice House.
Sternewirth Sessions
Join Sternewirth for live music at its hotel bar this September, featuring weekly performances from talented Texas musicians and songwriters.
Mariachi Night + Tequila Tastings at Mezquite – Every Thursday
Join us weekly at Mezquite for featured specials and free tastings from different Tequila and Mezcaleria distillers each week! Stop in for bites and sips any Thursday between 6-8 pm. Enjoy live serenades from Mariachi Guerrera Quetzali from 7-9 pm.
DJ Donnie Dee at Jue Let – Every Thursday
A weekly DJ session with local favorite Donnie Dee every Thursday, from 8 PM to midnight. Don’t miss Jue Let’s happy hour, Monday through Friday from 4 PM to 6 PM, featuring $5 espresso martinis, select bites, wines, and beers.
Concerts at Stable Hall
This September, Stable Hall sets the stage for a full month of live music, movement, and memorable nights at Pearl. From free dance classes and concerts to showcase evenings and a farewell tour, there’s something for every kind of music lover to discover.
Free Community Rituals
Pearl Markets – Every Saturday and Sunday
This open-air grocery experience is a feast for the senses. Both our Saturday Farmers Market and Sunday Makers Market are happening from 9 AM to 1 PM. Support local businesses, learn where your produce comes from, and leave a little time to linger at Pearl.
Amor X Pearl Cycle & Bootcamp Classes
Select Mondays in September
Pearl is proud to partner with AMOR Cycling Studio + Fitness to bring you free outdoor fitness classes in San Antonio. Classes are ending this month, so don’t miss your chance to break a sweat at Pearl Park.
Mat Pilates
Every Tuesday
Mat Pilates at Pearl Park brings a weekly dose of movement and mindfulness to Pearl in the heart of San Antonio. Join us every Tuesday evening from 6- 7 PM through the rest of 2026 for a welcoming session focused on building strength and flexibility.
Whether you’re a longtime Pilates practitioner or trying it for the first time, all levels are welcome to join in. Come move with your neighbors and make Tuesday evenings at Pearl part of your routine.
ACTIVATE Boot Camp
Every Tuesday
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.
ACTIVATE Boot Camp meets at 1100 Springs Plaza (in front of Ladino) at Pearl.
Yoga Under the Stars
Every Thursday
Led by Nomadik Yoga, flow through gentle postures under the night sky, accompanied by immersive, soothing sounds that heighten your body awareness and mental clarity. Whether you are a beginner or a seasoned yogi, this session focuses on restoring calm and increasing flexibility in a serene, natural setting.
Find Your Flow at Pullman Market
Every Sunday
Join Pullman Market on the Karnes Patio from 10 AM to 11 AM for a weekly class offered by Nomadik Yoga.
Author Events at The Twig Book Shop
Discover the talent in your own backyard! The Twig Book Shop’s Author Series features weekly in-store signings and readings with Texas-based writers. Whether you’re a fan of paranormal fantasy, local history, or picture books for the “Twiglets,” come support our local literary scene and take home a piece of San Antonio storytelling.