Things to Do in May in San Antonio
San Antonio comes alive this May with a packed calendar of parades, festivals, concerts, and can't-miss cultural events across the city.
April 30 - May 1
This free, family-friendly Fiesta event features live mariachi bands and Folklorico dancers on decorated river barges each evening from 6:00 to 9:30 PM. Enjoy the floating concert from a riverside patio or hotel balcony and experience this awesome cultural tradition.
Helotes Cornyval and PRCA Rodeo- 60th Anniversary
May 1 - 4
The 60th Anniversary Helotes Cornyval & PRCA Rodeo is a Texas-sized celebration of rodeo, live music, and good ol' carnival fun! Located at the Helotes Festival Grounds, just outside San Antonio, this event features professional rodeo competitions, a lively midway with rides and games, a parade, and nightly concerts from top Texas country artists. With a vibrant community atmosphere and deep local roots, Cornyval promises fun for all ages!
A Night in Old San Antonio (NIOSA)
May 2
Immerse yourself in the vibrant culture of San Antonio at A Night in Old San Antonio (NIOSA). This lively event, a highlight of Fiesta San Antonio, will transform La Villita Historic Arts Village into 14 unique cultural areas bursting with over 155 food, drink, and atmosphere booths, plus non-stop live music and entertainment. Indulge in the city's rich heritage, all while supporting historic preservation efforts through The Conservation Society of San Antonio. Grab your $20 ticket online, at H-E-B, USAA, or area military bases, and experience an unforgettable night!
May 2
This year's theme, Melodies in Bloom: A Texas Serenade, celebrates the state's rich musical heritage. The parade features over 12,000 participants, including approximately 7,000 high school students, 4,500 band members, and more than 200 horses. Organized entirely by the all-women, volunteer Battle of Flowers® Association, the event honors the heroes of the Alamo, Goliad, and the Battle of San Jacinto.
May 2 & 3
Celebrate the 16th Annual Cinco de Mayo Pachanga in Seguin, Texas, on May 2–3, 2025. Hosted by LULAC Council 682, this vibrant, family-friendly festival at Central Park features live music, cultural performances, delicious food, and community activities that honor Mexican heritage. Join the festivities and experience the rich traditions that make this event a local favorite.
Cinco De Mayo Run: Against All Odds
May 3
Join the Cinco de Mayo Run: Against All Odds in San Antonio on Saturday, May 3, 2025, at Lady Bird Johnson Park for a day that celebrates movement, motivation, and culture. This uplifting event offers something for everyone, with race options including a 5K, 10K, half marathon, 1-mile fun run, and even virtual participation for those cheering from afar. Runners of all ages and abilities are welcome, with registration fees ranging from $27 to $45 and special discounts for multi-event bundles. All participants receive a themed t-shirt, finisher’s medal, and access to pre-race digital training support. family-friendly atmosphere.
May 3
Celebrating its 77th year, the parade features a 3.1-mile route filled with dazzling floats, marching bands, and vibrant performances. This year's theme, Deep in the Arts of Texas, highlights the state's rich cultural heritage. The University of Texas Longhorn Band will lead the procession, continuing a cherished tradition. With over 800,000 spectators and a global livestream audience, the event promises an unforgettable experience.
May 3
Experience the charm of San Antonio's oldest residential neighborhood at the King William Fair on Saturday, May 3. As a highlight of Fiesta San Antonio, this vibrant event kicks off with a quirky, mile-and-a-half parade featuring political parodies, marching bands, belly dancers, and even parading pooches. The fair boasts over 200 art and craft vendors offering handcrafted items like stained glass, ceramics, and home accessories. Five stages will host live music and dance performances, while food and beverage booths throughout the neighborhood serve up local favorites such as sizzling fajitas, funnel cakes, and kettle corn.
May 6 - 11
This groundbreaking reimagining of The Wizard of Oz infuses the classic tale with soul, gospel, rock, and 70s funk, offering a fresh perspective on Dorothy's journey to find her place in a contemporary world. Directed by Schele Williams (The Notebook, revival of Disney’s Aida), with choreography by JaQuel Knight (Beyoncé’s “Single Ladies”) and additional material by Amber Ruffin (The Amber Ruffin Show, Late Night with Seth Meyers), this dynamic production brings a whole new groove to easing on down the road.
Asteroid City (2023) | H-E-B Cinema on Will’s Plaza
May 10
Explore the whimsical world of Wes Anderson at a free outdoor screening of Asteroid City at the Tobin Center’s Will Naylor Smith River Walk Plaza. Part of the H-E-B Cinema on Will’s Plaza series, the event begins with the plaza opening at 6:00 PM, followed by the movie at 7:00 PM. Attendees are encouraged to bring lawn chairs or blankets to enjoy the film on a stunning 32-foot LED video wall. Concessions and a bar will be available on-site, and in case of inclement weather, the screening will move indoors. Asteroid City is rated PG-13 and has a runtime of 105 minutes.
May 10
Grab your blankets and lawn chairs and head to the Tower of the Americas for a FREE outdoor screening of the new fan favorite, Wicked! The movie starts at sunset, so come early to snag a good spot and enjoy food and drinks available on-site. Don't miss this roarsome night of fun!
May 10
Spice up your taste buds at the Tacos and Tequila Festival, returning to Retama Park in Selma, TX. This 21+ event features a stellar lineup of hip-hop and R&B legends, including Lil Jon, Ginuwine, Bone Thugs-N-Harmony, Xzibit, Trick Daddy, Yung Joc, Mike Jones, Murphy Lee, and DJ Ashton Martin. Beyond the music, you can indulge in gourmet tacos from top local chefs, sip on craft margaritas, and explore a tequila tasting lounge. The festival also offers unique attractions like lucha libre wrestling, an exotic car showcase, a salsa and queso competition, and the ever-popular Chihuahua beauty pageant.
We call it Ballet: Sleeping Beauty in a Dazzling Light Show
May 16
Step into a fairytale-like never before at We Call It Ballet: Sleeping Beauty in a Dazzling Light Show, lighting up the stage at The Josephine Theatre in San Antonio. This one-of-a-kind performance puts a glow-in-the-dark twist on the classic tale, with six local dancers bringing the story to life in vibrant, color-changing costumes that dance with the music. Created by Luma Artistas, this 60-minute show is perfect for families, date nights, or anyone ready to see ballet in a whole new light.
May 17
Sip, swirl, and savor at San Antonio’s Wine Fest at the iconic Tower of the Americas. This afternoon celebration features tastings from 24 acclaimed Washington State wineries, chef-inspired hors d'oeuvres, live music, lawn games, and educational sessions on Washington wines. General admission tickets are $55, with VIP access available for $90, offering perks like a private tent and exclusive tastings. 21+ only.
Memorial Day Freedom Run 5K/10K/13.1
May 24
Kick off your Memorial Day with purpose at the Memorial Day Freedom Run in San Antonio on Monday, May 26, 2025, at Lady Bird Johnson Park. This uplifting event invites runners and walkers of all experience levels to participate in a 1-mile fun run, 5K, 10K, or half marathon in honor of those who have served our country. The race is designed to be inclusive and family-friendly, offering a supportive environment for everyone—from seasoned runners to those just looking to enjoy a meaningful morning outdoors. Participants will receive a finisher’s medal, a commemorative t-shirt, and access to pre-race digital training materials.
May 27 - June 8
Moulin Rouge! The Musical is coming to San Antonio! From May 27 through June 8, experience the magic of this 10-time Tony Award®-winning show at Bass Concert Hall. With its opulent sets, extravagant costumes, and a story that celebrates Truth, Beauty, Freedom, and Love, this theatrical extravaganza promises an unforgettable night. Get ready for a night of romance, drama, and amazing music - but leave the kids at home, as this show is for ages 12 and up!
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