Celebrate Cowboy Heritage Month at San Antonio’s Historic Pearl with Rodeo-Inspired Events All February
As the city gears up for rodeo season this February, the Historic Pearl—San Antonio’s iconic cultural hub—is throwing its hat in the ring with Cowboy Heritage Month, a full lineup of community events celebrating the spirit of South Texas cowboy culture.
Located just north of downtown along the San Antonio River Walk, the Pearl was originally home to the Pearl Brewing Company. Today, it’s been reimagined as a mixed-use urban village with independent shops, chef-led restaurants, a weekly farmers market, Hotel Emma, and restored industrial-era architecture that honors the past while shaping the future of the city.
This February, the Pearl goes all in on rodeo season with events that are free, family-friendly, and deeply rooted in Texas heritage.
Kicking Off Cowboy Heritage Month: Cowboy Heritage Festival on February 7
The month’s celebrations begin with the inaugural Cowboy Heritage Festival on Friday, February 7, from 3:00 to 7:00 PM. The event is free to attend and will transform Pearl’s grounds into a high-spirited celebration of cowboy traditions.
Festival highlights include:
- Live country music performances
- Line dancing lessons
- Roaming entertainment
- Cowboy Heritage Festival mural unveiling
- Western-themed photo ops
- Traditional vaquero demonstrations
This kickoff event sets the tone for a month full of rodeo-ready fun and honors the legacy of cowboy culture that runs deep through South Texas.
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Weekly Events: Dancing, Whiskey Dinners, Movie Nights & More
Throughout February, the Pearl will host a variety of rodeo-themed events designed to engage residents and visitors alike.
Two-Step Tuesdays at Stable Hall and Pearl Park are a highlight for dance lovers. The schedule includes:
- February 3: Jerry DeLeon Band at Stable Hall
- February 10 & 17: At Pearl Park
- February 24: Joe Panther Band at Stable Hall
- Doors open at 6:30 PM, with free dance lessons at 7:00 PM and open dancing at 8:00 PM.
Over at Hotel Emma, the Rodeo Dinner Series offers intimate, ticketed dining experiences on February 6 and February 27, featuring three-course meals paired with rare and aged spirits:
- February 6: Whiskey from the historic Buffalo Trace Distillery
- February 27: Rare ultra-aged whiskeys from the British Isles
The Saturday Pearl Farmers Market will feature rodeo-style activations every weekend, including live country musicand trick roping demonstrations.
Over at Otto’s Ice House, enjoy free live country music every Thursday through Sunday with views of the River Walk and a new happy hour menu.
Families won’t want to miss Movie Monday on February 16, featuring Pixar’s Toy Story 2 and the cowboy-cowgirl duo of Woody and Jessie. The film begins around 6:30 PM in Pearl Park.
Rodeo-Ready Retail: Where to Shop Western at Pearl
If you’re looking to upgrade your rodeo wardrobe before heading to the AT&T Center or any Western-themed event, Pearl has a range of boutique shops ready to outfit you:
- King Ranch Saddle Shop: Classic embroidered western shirts and in-store embroidery for accessories
- The Tiny Finch: Curated cowboy-chic accessories like brooches, necklaces, and purses
- Adelante: Trendy dresses and entertaining essentials for rodeo season
- Niche: A local boutique with men’s and women’s styles for the season
- Curio at Hotel Emma: Exclusive Fraulein Boot Company boots — “The Otto” for men and “The Emma” for women
Don’t miss Pearl’s Bi-Annual Sidewalk Sale on Thursday, February 5, and Friday, February 6, featuring special deals from The Twig Book Shop, Adelante, The Tiny Finch, and more.
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More February Happenings at Pearl
In addition to its cowboy programming, the Pearl is also hosting:
- Jazz Brunch & Jazz Dinner
- Valentine’s Day Residency at Jazz, TX
- Valentine’s Day celebration at Pullman Market
- Galentine’s Day Bouquet & Bubbles Workshop at High Street Wine
- ACTIVATE Boot Camp at 1100 Springs Plaza
- Pullman Market’s Charity Chili Cook-Off
- Concerts at Stable Hall
- Maker Break Club at Niche
Learn more about these events at atpearl.com/rodeo-season-pearl-san-antonio.
Why It Matters
Cowboy Heritage Month at the Historic Pearl is more than a series of themed events—it’s a nod to the vaquero roots and traditions that shaped South Texas. By bringing history to life through food, fashion, music, and movement, the Pearl continues to serve as a cultural cornerstone for the San Antonio community.
Whether you're dancing, dining, shopping, or simply strolling the River Walk, February at Pearl is packed with authentic and inclusive ways to celebrate rodeo season — San Antonio style.
Tiffany Krenek has been on the My Neighborhood News team since August 2021. She is passionate about curating and sharing content that enriches the lives of our readers in a personal, meaningful way. A loving mother and wife, Tiffany and her family live in the West Houston/Cypress region.