February Happenings at Pearl
From Rodeo Festivities to Valentine’s Weekend Fun
Pearl is kicking off February in true Texas style—with boots, bands, murals, and plenty of reasons to linger all month long. From the inaugural Cowboy Heritage Festival to Valentine’s Day celebrations, here’s everything happening at Pearl this February. (Pearl, 2026)
🤠 Cowboy Heritage Festival
Saturday, February 7 | 3–7 p.m.
Pearl debuts its first-ever Cowboy Heritage Festival, celebrating vaquero culture with live music, roaming performers, art, and rodeo-inspired fun throughout the property.
Festival Highlights
- Chuck wagon photo opportunities
- Live music across multiple stages
- Free boot shining
- Trick roper and cowboy & cowgirl stilt walkers
- Live mural painting by San Antonio muralist Claudio Aguillon, titled The Vaquero (Cellars Pavilion)
📍 Event Locations & Schedules
1100 Springs Plaza
- Rodeo Roundup Edition of the Pearl Farmers Market
- Craft workshop with Sharriah Martinez (3–6 p.m.)
- Make cowboy boot magnets (while supplies last)
- Live music:
- Gelina & The Diamondbacks (3–4:15 p.m.)
- Jacob Kyle Band (4:45–7 p.m.)
Stable Hall
- Free boot shining
- Live music by Brandon Michael Band (3–4:45 p.m.)
Parkito (between Local Coffee and Bakery Lorraine)
- Favorite Son Band (3–4:30 p.m.)
- Jake Castillo Trio (5–7 p.m.)
South Karnes Street
- Trick roper and stilt walkers roaming (3–5 p.m.)
- Meet & Greet with Miss Rodeo Texas Princess (3–4:30 p.m.)
- Live music by Drew Brown Band (5–7 p.m.)
Pearl Park
- Chuck wagon photo op
- The Vaquero mural installation
- Line dancing (3–5 p.m.)
- Brandon Michael Band returns (5:30–7 p.m.)
La Gloria
- San Antonio Charro Association appearance (2–5 p.m.)
- Live music by Eros Garcia
- Food and drink specials
🎶 More February Events at Pearl
Weekly Favorites
- Free Two-Step Tuesdays at Stable Hall – Every Tuesday
- Saturday Pearl Farmers Market – Rodeo activations all month
- Live Country Music at Otto’s Ice House
🎬 Movie Monday
February 16 | 6:30 p.m. | Pearl Park
- Free outdoor screening of Toy Story 2
🥃 Hotel Emma Rodeo Dinner Series (Ticketed Events)
- February 6: Buffalo Trace Distillery whiskey pairing dinner
- February 27: British Isles aged whiskey pairing dinner
👢 Get Rodeo Ready at Pearl
Shop your rodeo look this season with:
- Western wear and in-store embroidery at King Ranch Saddle Shop
- Cowboy-chic accessories from The Tiny Finch
- Rodeo-ready attire and hosting essentials at Adelante
- Style-forward designs from Niche
- Exclusive Fraulien Boot Company styles at Curio at Hotel Emma
Pearl Bi-Annual Sidewalk Sale | February 5–6
Featuring special deals from The Twig Book Shop, Niche, Adelante, The Tiny Finch, and more.
❤️ Valentine’s Day Weekend at Pearl
February 13–15
Wednesday, February 11 – Kat Edmonson at Stable Hall
Friday, February 13
- Galentine’s Bouquets & Bubbles at High Street Wine
- Sternewirth Sessions live music
- Bob Schneider & His Band at Stable Hall
- Live music at Otto’s Ice House
- Valentine’s at Jazz, TX (Feb. 11–15)
- Featuring Jumaane Smith’s Nat King Cole tribute,
Doc Watkins & His Orchestra, and Wyatt Michael
- Featuring Jumaane Smith’s Nat King Cole tribute,
Saturday, February 14
- Vaquero Valentine Market at the Pearl Farmers Market
- Valentine’s Day dining experiences at Pullman Market
Sunday, February 15
- Makers Market
- Live music at Otto’s Ice House
🌶️ Still Coming Up
- Pullman Market Charity Chili Cook-Off – Tickets on sale now
- Concerts at Stable Hall – Various dates throughout the month
Whether you’re two-stepping under the stars, shopping for the perfect rodeo look, or celebrating Valentine’s Day with live music and great food, Pearl is the place to be this February. With events happening nearly every day of the month, there’s always a reason to stop by, stay awhile, and experience the energy that makes Pearl a favorite gathering spot in San Antonio.
SA Examiner 