If you’re planning a getaway and wondering what to do in San Antonio Labor Day weekend, you’re in for a treat. The city comes alive with cultural festivals, artisan markets, live music, and family-friendly activities that make the long holiday memorable. Whether you’re traveling with kids, friends, or enjoying a couple’s retreat, San Antonio and the surrounding Texas Hill Country offer something for everyone.
With insider tips from iTrip San Antonio, here’s how to make the most of your holiday weekend. (👉 Browse our San Antonio vacation rentals to find the perfect home base.)
River Walk Labor Day Artisan Show (Aug. 29 – Sep. 1): Stroll the River Walk Extension and shop handmade pottery, jewelry, paintings, and more from local artisans. Admission is free.
Historic Market Square Celebration (Aug. 30 – Sep. 1): Known as the largest Mexican market in the U.S., Market Square hosts live music, cultural performances, and delicious food from morning through evening.
SeaWorld’s Red, White & BBQ Festival (Aug. 29 – Sep. 1): Feast on regional BBQ while enjoying shows, rides, and fireworks at SeaWorld San Antonio.
Trader’s Village VW Rollout (Aug. 29 – 31): Car lovers will enjoy classic Volkswagen displays, music, and local eats.
Labor Cup Youth Soccer Tournament (Aug. 29 – Sep. 1): Cheer on young athletes competing across San Antonio fields.
Natural Bridge Caverns Bat Flight Tour: Watch millions of bats take flight at dusk—an unforgettable natural experience.
River Walk & Pearl District: Take a leisurely walk along the water, enjoy riverfront dining, and explore boutique shops.
Tower of the Americas: Ride to the top for panoramic city views, then dine at the revolving restaurant.
Brackenridge Park: Explore trails, public art installations, and family picnic spots.
Historic Nightlife: Dance the night away at rooftop parties or enjoy live music and karaoke at Pat O’Brien’s farewell weekend bash.
Just 40 minutes from San Antonio, New Braunfels offers a refreshing Hill Country escape that’s easy to add to your Labor Day itinerary. Known for its rivers, German heritage, and small-town charm, it’s a great way to balance your city stay with outdoor fun.
Whether you’re seeking adventure on the water or laid-back charm in Gruene, New Braunfels makes the perfect Labor Day day trip.
| Day | Morning | Afternoon | Evening |
|---|---|---|---|
| Friday, Aug. 29 | Arrive & check into your iTrip San Antonio rental | Explore the River Walk & Artisan Show | Rooftop Skyline Disco Party |
| Saturday, Aug. 30 | 5K or Bat Flight Tour | Market Square or SeaWorld BBQ Festival | Live music at Pat O’Brien’s farewell bash |
| Sunday, Aug. 31 | Brackenridge Park art stroll | Tower of the Americas views | Dinner at Pearl District or speakeasy |
| Monday, Sept. 1 | Day trip to New Braunfels | Float the river or visit Gruene | Relax back at your rental |
Choosing iTrip San Antonio vacation rentals makes your holiday stress-free. We offer:
Now that you’ve explored the many ways to celebrate Labor Day weekend, it’s time to start planning your getaway. From artisan markets and live music to river floats in New Braunfels, San Antonio offers the perfect mix of culture, relaxation, and adventure for a memorable holiday.
Book your stay with iTrip San Antonio and start counting down to an unforgettable Labor Day. (👉 View our vacation rentals and find the ideal home for your trip.)