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Date spots in Main/Military Plaza

You want a location that makes a date feel like a deliberate choice rather than an afterthought.

Based on 604 Opinions
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Updated May 2026
01
Sojourn Trading Co. image 1
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Small cocktail bar in an antique building offers a chill vibe with intimate tables and live music. Fresh oysters and standout cocktails like the Paloma make it perfect for dates. High quality ingredients shine in both drinks and food, including tasty sandwiches.

Cocktails like the Paloma, cucumber martini, and Bloody Mary stand out here. Fresh oysters add a nice touch for sharing during a date.

People are saying

"Colton's cocktail expertise and stories made for a great time."

"You have to try the steak salad; the steak is so flavorful."

"The Date Spots here have amazing food, like the steak salad."

Good to know

1

Happy Hour offers good cocktails and small plates with freshly made food.

2

Great deals are available during Happy Hour.

3

Late night food service is offered on weekends.

02
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Pizza restaurant

Small pizza spot with nostalgic sports decor and a relaxed vibe perfect for date nights. Offers variety with half cheese and half veggie pizzas and popular Mad Dog pizza. Crowded, lively atmosphere with self-serve beer on tap and practical outlets by booths.

Half cheese and half veggie pizzas offer variety for sharing. The Mad Dog pizza stands out as a popular choice. The spot suits date night with a relaxed vibe.

People are saying

"I thought the pizza here was some of the best I had."

"Happy Hour slices are just $3, and the pizza is thin and crispy."

"The pizza here is thin, crispy, and really good."

Good to know

1

Happy hour runs from 3-6pm, Monday through Saturday with $3 slices and $6 Modelo pitchers.

2

On Sundays, enjoy all-day $15 pizzas and additional drink specials.

3

Parking is free after 6PM, but can be tricky during peak hours.

03
Double Standard image 1

Bar blends old school look with an upscale vibe in a bright, open space. Lively music and a packed crowd create an energetic atmosphere. Guests enjoy craft cocktails like the exceptional rum punch and standout bar food, making it perfect for a cozy date night or hangout.

Great spot for a hangout or date night with a relaxed vibe. Drinks like the exceptional rum punch add to the experience.

People are saying

"I've never had a burger this juicy and flavorful before."

"The happy hour oysters were so cheap, I ordered about three dozen."

"I will be comparing other burgers to that one from now on."

Good to know

1

Happy hour runs from 4-7pm on weekdays with great drink specials.

2

Oysters cost $1.00 during happy hour, making them a popular choice.

3

Expect the happy hour to get busy, especially on weekends.

04
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Ramen restaurant

Small ramen spot offers Tonkotsu ramen with customizable add-ons like black garlic oil. Cozy, friendly vibe with open kitchen and bar seating creates a lowkey dinner setting. Unique unfinished house look adds charm to the experience.

Lowkey dinners fit well here with options like Tonkotsu ramen and customizable add-ons such as black garlic oil and black garlic bomb. Meals leave diners feeling full and satisfied.

People are saying

"The food here is super good, rich, and umami."

"I thought the ramen here was the best I've had in San Antonio."

"The ramen here is super good, especially the tonkotsu."

Good to know

1

Parking is validated if you park at the Rand.

2

The restaurant operates on a counter-order system.

3

Expect a wait time during peak hours, especially on weekends.

05
1Watson image 1
Restaurant

Rooftop restaurant shines with breathtaking city views and a calm, relaxing atmosphere. Live DJ spins 80s and 90s hits, adding a fun vibe perfect for sunset drinks and casual date nights. Outdoor seating makes anniversaries feel special.

Unbeatable ambiance suits sunset drinks and casual date nights. Outdoor rooftop seating adds a special touch for anniversaries and celebrations.

People are saying

"The views here are gorgeous and breathtaking."

"The rooftop bar has amazing views and a stylish atmosphere."

"Our server made our date night a 10/10 experience."

Good to know

1

Reservations are required for rooftop seating, especially on weekends.

2

Happy hour runs from 4-6pm on weekdays with discounted drinks.

3

Brunch is served on Saturday and Sunday from 10:30am to 2:30pm.

06
Zaffran Delight image 1
Indian restaurant

Quaint space with modern decor and Bollywood vibes offers a bright, airy atmosphere. Couples enjoy authentic food like butter chicken with fresh naan in a warm, laid-back setting. Friendly staff add to the inviting experience.

Authentic, delicious food creates a warm atmosphere for couples. Butter chicken with fresh naan offers a satisfying shared meal, and staff greet guests with a friendly welcome.

People are saying

"I thought the food here was great."

"The Indian Food's Lamb Tikka Masala is rich, creamy, and perfectly spiced."

"The food here is delicious and perfectly cooked."

Good to know

1

Expect high prices for small portion sizes compared to other Indian restaurants.

2

Parking costs $20 with no free options available nearby.

3

A 15% gratuity is automatically added for large groups.

07
Element San Antonio Riverwalk image 1

Spacious rooms with full kitchens and Riverwalk views create a perfect date spot. Quiet, relaxing atmosphere supports easy togetherness. Amenities like a well-equipped gym and free bike rentals add to the experience.

Long weekends here offer a relaxed atmosphere ideal for couples. The setting supports quiet moments and easy togetherness.

People are saying

"Andre made our hotel stay truly unforgettable with his genuine care."

"The breakfast here is amazing, especially the French toast and pancakes."

"The staff here is super friendly and attentive."

Good to know

1

Happy hour at the rooftop bar offers stunning skyline views at sunset.

2

The hotel hosts a daily evening reception with charcuterie and drink coupons.

3

Live music performances occur in the plaza at 9 PM nightly.

08
AC Hotel San Antonio Riverwalk image 1

Panoramic city views and a spacious rooftop bar with live DJ music create a lively atmosphere. Modern rooms with blackout curtains and strong air conditioning ensure comfort. Staff arrange surprises and special dinners, making it a perfect spot for date nights and easy access to attractions adds convenience.

Central location makes it easy to plan a date night. Staff help arrange surprises and special dinners, adding a personal touch. Amenities support a comfortable and memorable experience.

People are saying

"The hotel staff is so friendly and helpful."

"The rooftop bar has amazing city views and a beautiful atmosphere."

"Christopher made our date night memorable with warm service and free drinks."

Good to know

1

Valet parking costs $60 per day.

2

Expect limited parking availability in the area, especially with a cargo box on top.

3

The hotel charges $18 for breakfast, which some find excessive.

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Main/Military Plaza, San Antonio

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