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Top picks in Downtown

Historical site date spots

Walking through the past together makes for a meaningful evening.

Based on 653 Opinions
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Updated May 2026
01
Menger Bar image 1
Menger Bar image 2
Menger Bar image 3
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Wood-paneled bar with historic decor and period memorabilia creates a cozy, lively atmosphere filled with stories of past dignitaries. Loud but comfortable energy draws a mix of patrons who appreciate its old European pub feel and rich character. Live acoustic music adds to the engaging vibe.

Cozy atmosphere with British pub vibes sets a relaxed tone for date nights. Drinks like Bloody Marys and Margaritas on the rocks come well made and add to the experience.

Teddy Roosevelt recruiting Rough Riders happened here, leaving behind bullet holes and a moose bust on the wall. The bar offers a strong sense of American history with an old European pub vibe.

People are saying

"This bar is a slice of American history where Teddy Roosevelt recruited Rough Riders."

"You have to try the pineapple upside down martini; it's amazing."

"You can feel the history here, especially where Teddy Roosevelt recruited the Rough Riders."

Good to know

1

The bar offers drink specials that are cheaper than the regular menu prices.

2

Expect higher prices for drinks, especially for imported beers.

3

The bar is located just steps from the Alamo, making it a convenient stop.

02
San Antonio Museum of Art image 1

Converted 1880s brewery creates a historic atmosphere with spacious, accessible layout and thoughtfully curated art collections. Calm and peaceful energy invites slow reflection, though school groups can bring noise. Unique Latin American and global artifacts stand out among diverse exhibits.

A very beautiful date spot with impressive craftsmanship in the art pieces. Offers complimentary admission on special days, making visits enjoyable and accessible for couples.

Historic brewery buildings form a thoughtfully arranged and contemplative space. Four levels of exhibits showcase the industrial heritage and the history of brewing, blending architecture and art naturally.

People are saying

"The art museum has a beautiful and diverse collection from around the world."

"I saw countless historical artifacts from ancient to contemporary times."

"It's a great place for date spots with so many beautiful pieces to see."

Good to know

1

Bexar County residents can enter for free on Tuesdays from 4 to 7 pm and Sundays from 10 am to noon.

2

There is a paid parking lot opposite the museum.

3

The Art on Tap evenings are suitable for all ages, featuring live music and activities for kids and adults.

03
Maverick Distilling image 1

Historic building with deep Texas roots creates a warm, rustic atmosphere filled with Texas heritage and elegant design. Quiet space offers world-class whiskey and small-batch spirits alongside educational tours that highlight local history and craftsmanship.

Whiskey flights and beers offer stellar options for tasting together. The atmosphere encourages spontaneous visits and shared enjoyment.

A historic building with deep Texas roots houses the distillery, offering a strong sense of the past. Detailed stories about the building and its name connect the place to local culture and history.

People are saying

"This whiskey is bold, balanced, and unapologetically Texan."

"The whiskey here is bold, balanced, and unapologetically Texan."

"Jason's gift of gab made our Date Spots experience enjoyable."

Good to know

1

The upstairs bar is closed on Monday and Tuesday.

2

Tours provide insights into whiskey production and the distillery's history.

3

Whiskey flights are reasonably priced at $15.

04
The Esquire Tavern image 1

Longest wooden bar in Texas stretches over 100 feet, setting a historic and classy tone. Romantic, old-timey atmosphere blends with classic rock music and a lively speakeasy downstairs. Multiple floors offer varied experiences, including an outdoor patio overlooking the river.

A historic bar with a long, rich past offers a rustic speakeasy vibe just off the river. The setting combines tranquil historical attributes with stories shared alongside classic cocktails and good food.

People are saying

"The food and drinks here are fantastic."

"I loved the history and vibe of this historical spot."

"The bartenders here make experimental drinks that are nailed."

Good to know

1

Happy hour runs from 4-5pm with drink specials available.

2

Lunch food specials and happy hour drink specials are offered Monday through Friday.

3

Food includes $2 deviled eggs during happy hour.

05
The Buckhorn Saloon & Museum image 1

Saloon with historic Western decor and extensive taxidermy displays creates a nostalgic, immersive atmosphere. Vintage game room and Texas Rangers memorabilia add unique entertainment and cultural elements. The space feels expansive and lively, blending bar and museum experiences.

Chandeliers and horn furniture create a unique atmosphere for dates. Sharing a large burger and ordering drinks like adult rootbeer and bloody maria add to the experience.

The place feels like a time machine to the wild frontier with a bar where notable figures once sat. It features a museum full of artifacts and stories about the Texas Rangers, Bonnie and Clyde, and old train robberies.

People are saying

"You'll see lots of interesting history and taxidermy animals here."

"It's a cool place with a unique atmosphere and vibe."

"It's a great spot for Date Spots with stuffed animals everywhere."

Good to know

1

Admission includes access to both the taxidermy and Texas Ranger museums.

2

Daily specials are available, offering unique food options.

3

Guided boot scooting events happen in the main ballroom.

06
VFW Post 76, "The Oldest Post in Texas" image 1

Historic veterans organization occupies a building overlooking a riverwalk with a large beer garden and plentiful outdoor seating. Atmosphere stays quiet and friendly, offering a no nonsense retreat from the sun. Live music often plays outside, welcoming all with reasonable prices and cold drinks.

Welcoming atmosphere includes guests and their dogs, not just military members. The white tea shot offers a unique drink option for couples.

The site features the oldest VFW post in Texas housed in the historic Petty House. It sits right next to the Riverwalk, adding to its historical significance.

People are saying

"You can visit this historic VFW Post 76, the oldest in Texas."

"The outdoor space has lots of seating and live music."

"The white tea shot here is great for date spots."

Good to know

1

You cannot bring outside food and beverages inside the building.

2

They do not serve food at the VFW Post.

3

This Post charges visiting VFW members the same as the public, with only a $1.50 difference for a craft draft beer.

07
Aztec Theatre image 1
Event venue

Historic event venue with intimate size and amazing acoustics creates a cozy, inviting atmosphere. Tiered seating and multiple bars offer good views and easy access to drinks. Unique interior blends Mexican roots with a beautiful, iconic design.

The venue features a stunning historic chandelier and an old building full of rich history. Upstairs seating offers a great view of the theater's architectural details.

People are saying

"The bathrooms here are gorgeous and have a great vibe."

"This historic theater is absolutely beautiful and a real treasure."

"The Date Spots seating is so close, you're practically knee to knee."

Good to know

1

Parking is available around the theater, but some garages may be overpriced.

2

Expect high drink prices, averaging $1.40 per ounce.

3

The sound quality can vary; some concerts may have poor acoustics.

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