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Vacation's All I Ever Wanted

3 choose-your-own-adventure San Antonio vacations to book this fall

Katie Friel
Sep 6, 2022 | 12:15 pm
JW Marriott San Antonio Hill Country pool
The otherwordly sunsets atop the JW Marriott willl have locals forgetting they're still in San Antonio.
JW Marriott San Antonio Hill Country Resort & Spa/Facebook

And just like that, summer is over. Kidding, kidding — we have months of 90-degree temperatures left. Still, school is back in session and with September's arrival, it’s time to start booking those fall vacations.

This year, with airlines flailing and the economy doing whatever it is the economy does, perhaps it’s time to consider a getaway to San Antonio. A change of scenery can boost mental health while taking a sustained break from work has proven to increase physical health. Plus, there's zero percent chance of lost baggage or flight delays.

This fall, as the heat begins to break, but before the holidays hit, consider these choose-your-own-adventure vacations.

Take the whole family to the JW Marriott San Antonio Hill Country Resort & Spa
The magic of the JW Marriott is its combination of water park and resort, making it an ideal destination for families. Situated in the foothills of the Texas Hill Country, this sprawling retreat offers nearly every amenity possible: golf courses, pickle ball and tennis courts, winding trails, luxury spa, onsite restaurants, Top Golf, and the list goes on. Adding to the fun, family-oriented atmosphere are special events like nightly s’mores by the fire and petting zoos.

Where the JW Marriott really shines is the water park, a massive complex of pools, sand beaches, towering water slides, and 1,100-foot lazy river encircling the entire thing. The slides range from kiddie-size flumes to the Canyon Oak Twister and Hill Country Plunge body slides, both of which start 60 feet in the air and hit speeds of up to 20 mph. (Just remember to keep your arms and legs crossed, something this author learned from experience is not just a suggestion.)

If you need a place to shake off the adrenaline high, consider renting one of the resort’s poolside cabanas. Though it’s an added expense, the attentive staff makes sure everyone has fresh towels, snacks, and cocktails while a personal fridge comes loaded with bottled water and non-alcoholic drinks. Cabanas also offer a personal mini-deck inside the larger pool with lounge chairs so the kids can splash while you relax.

Book a romantic downtown getaway
San Antonio has no shortage of fabulous downtown hotels, but there’s something magical about the Hotel Havana. The 113-year-old building has almost always been a hotel, beginning at the turn of the century when it was used to house out-of-town merchants who traveled into San Antonio to sell their wares. Today, the boutique hotel offers an industrial-meets-gothic vibe complete with creaky floorboards and crimson carpet leading up the grand staircase.

Though there’s no pool at this Bunkhouse Hotel (if a pool is a must, The Thompson is another favorite situated just a few blocks away), it does offer Ocho, an onsite restaurant with a gorgeous floor-to-ceiling wall of windows, and a subterranean bar.

Make the Havana home base as you explore the River Walk, Southtown, and King William. If you find yourself forced to take an e-scooter by your significant other, as I was during a stay at the Havana last fall, use it to play tourist. Take it for a drive by the Alamo (do note that scooters are programmed to automatically slow to a crawl around the famed attraction) and on through Hemisfair on your way to appetizers and early evening cocktails at Little Em’s Oyster Bar or the new-ish Up Scale, two Southtown hot spots owned by Houston and Emily Carpenter.

For dinner, book a late table at Shiro and take a Lyft (or a scooter if someone forces you to) to the north end of the River Walk for sushi and other Japanese fare. After dinner, take a leisurely stroll back along the river to the hotel for a night cap. (Pro tip: Use the restroom before leaving Shiro or you may end up speed walking the last half of the River Walk and your romantic walk will be ruined.)

Live out your Eloise fantasies at the Hotel Emma
Looking for a solo staycation? San Antonio has the perfect spot for that, too: Hotel Emma. At this point, the Emma needs no introduction; the hotel has won countless awards and topped best-of lists for the past seven years. And the August 25 news that chef Jorge Hernandez is taking over the culinary program will only heighten its acclaim. All of this is to say is the Hotel Emma is nice. Very, very nice. And there is no better place to spend a little time (and a lot of money) than soaking in a giant tub in a four-star hotel with a professionally made cocktail delivered directly to your room.

Hotel Emma is located in the heart of the Pearl, a tourist destination in its own right, but when we’re traveling alone, we want to explore as much as possible. Head to Alamo Heights to fuel up with an early morning nosh at Bird Bakery before heading to the McNay Art Museum. On your way back to the Pearl, take a detour down the St. Mary’s Strip for lunch at Singh’s (shrimp bún with a side of chili oil and a Topo) and poke around the nearby vintage shops.

Recharge that afternoon with an in-room massage at Hotel Emma by Hiatus Spa + Retreat and the aforementioned soak ‘n’ cocktail. For dinner, take yourself on a date to Scorpion, an impeccably designed cafe and natural wine bar on the East Side. Once back at the Emma, cozy up in a plush robe and an episode of reality TV. You deserve it.

The otherwordly sunsets atop the JW Marriott willl have guests forgetting they're still in San Antonio.

JW Marriott San Antonio Hill Country pool
JW Marriott San Antonio Hill Country Resort & Spa/Facebook [https://www.facebook.com/jwmarriottsanantonio/photos/a.10150662365610854.422473.55807470853/10154264899865854/?type=1&theater]
The otherwordly sunsets atop the JW Marriott willl have guests forgetting they're still in San Antonio.
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Toast to Texas

Texas Hill Country uncorks No. 3 ranking among best U.S. wine regions

Amber Heckler
Jul 31, 2026 | 3:53 pm
Texas Hill Country wine
Texas Hill Country Wineries
Texas Hill Country wine

The Lone Star State's booming Hill Country wine scene is about to get a lot busier, as it was just declared the No. 3 best wine region in the country for "a grape getaway."

The Hill Country was honored in USA Today's 10Best Readers' Choice Awards for the Best Wine Region in 2026. The 10Best awards program puts a spotlight on the best travel destinations, the best food and drink spots, local attractions, and must-visit shopping locations. A panel of experts and 10Best editors select their top picks to present to readers, who then vote to decide the winners.

The Texas Hill Country was ranked higher than some of the most well-known wine regions in the U.S., including California's esteemed Temecula Valley, Anderson Valley, and Paso Robles.

USA Today estimates there are over 60 wineries spread across scenic towns like Fredericksburg, Stonewall, Lampasas, and New Braunfels. National acclaim for the Hill Country has transformed its vineyards into can't-miss tourist destinations for locals and out-of-towners alike.

"This American Viticultural Area is one of the largest in the country, growing varietals like tempranillo, viognier, cabernet sauvignon, and an increasing acreage of warm-weather grapes," editors wrote.

The Hill Country previously ranked as the 9th best wine region in the nation in 2025, so its elevation to the top three this year is a testament to local wineries' dedication to providing top-notch wines and excellent service for patrons.

This summer is teeming with events and festivals in the area, such as grape-stomping shindigs and seasonal passes for discounts and deals at participating members of trade organization Texas Hill Country Wineries. Dallasites can take the scenic route to traverse the region's small towns, and there are plenty of hotels, cabins, campgrounds, and resorts for an overnight stay.

"Being named the No. 3 Wine Region in the country by USA Today readers is a huge honor for our entire Hill Country wine community," said THCW executive director January Wiese. "We've been proud to see this region recognized among the nation's best before, and this year's ranking is a testament to the incredible growers, winemakers, and hospitality teams who make Texas Hill Country a true wine destination. We can't wait to welcome visitors to experience it for themselves."

Grape Creek Vineyards Grape Creek Vineyards has three locations in the Hill Country. Courtesy of Grape Creek Vineyards

One Fredericksburg winery also offers an immersive tour that rivals the most prestigious California wineries. Grape Creek Vineyards ranked No. 5 nationally in USA Today's separate list of the Best Winery Tours. The signature Taste & Tour features a tram ride through Grape Creek's estate, with stops inside production facilities where attendees can try tastings right out of the barrel.

Heath Family Brands CEO and owner Brian Heath, who owns Grape Creek, was honored by the award recognition and praised the brand's dedicated team members "who work every day to make sure every guest leaves with a story to tell."

"Fredericksburg is home to some of the best wine tourism in the country, and it means the world to be recognized alongside it," Heath told CultureMap.

Taste & Tour experiences are offered at Grape Creek Vineyards' Highway 290 location for $45 per person. Tours are limited to six guests per group, and must be booked in advance.

The top 10 best wine regions in the U.S. in 2026 are:

  • No. 1 – Rogue Valley, Oregon
  • No. 2 – West Elks, Colorado
  • No. 3 – Hill Country, Texas
  • No. 4 – Paso Robles, California
  • No. 5 – Augusta, Missouri
  • No. 6 – Anderson Valley, California
  • No. 7 – Loudoun, Virginia
  • No. 8 – Willamette Valley, Oregon
  • No. 9 – Yakima Valley, Washington
  • No. 10 – Temecula Valley, California
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