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New Yorkers 1st Choice
Downtown's best

Happy hour date spots

A drink before dinner sets the right tone for the rest of the night.

Based on 715 Opinions
+712
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Updated May 2026
01
Lo Cura image 1
Lo Cura image 2
Lo Cura image 3

Bar under a bridge along the riverwalk offers river views and water misting fans that keep the area cool. Atmosphere blends chic and fun vibes with lively energy, especially at the riverfront bar where people watch and boats pass by.

Craft cocktails like the siesta spritz offer a unique sit-and-sip experience. Friendly bartenders provide attentive service, making it a comfortable spot for couples.

Frozen cocktails and $5 beers stand out during happy hour. Food options like al pastor and esquites walking taco offer quick, fairly priced snacks. The overall pricing delivers great value.

People are saying

"The bar staff here are amazing and make you feel so welcome."

"The bartenders here are so attentive and make it an amazing time."

"I thought the drinks were fantastic during Happy Hour."

Good to know

1

Happy hour runs from 11 AM to 5 PM with $5 beers and tacos.

2

The happy hour walking tacos cost $5.

3

Grab a seat at the bar when Ben is working for great service.

02
Pink Shark image 1

Bar space features disco ball shark, production-level lighting, and a secret speakeasy lounge behind a fake vending machine. Atmosphere shifts from super chill and eclectic upfront to a lively club vibe in the back. Music plays continuously with a DJ, and art pieces create multiple photo opportunities throughout.

Bright, colorful drinks like the merry mai tai offer refreshing options. Affordable specials include a $2 beer and $5 old fashioned, making it easy to enjoy a casual date night.

Happy hour runs long from 3 to 8 PM with awesome prices and a good variety of choices. The drink specials stand out and create a fun atmosphere.

People are saying

"The bartenders here are so personable and skilled at their craft during Happy Hour."

"It's a magical place with tons of photo ops for date spots."

"The DJ played good music and created a great ambiance."

Good to know

1

Happy hour runs from 3 to 8 PM with a variety of drink specials.

2

Pink Shark has a secret bar located past the bathrooms.

3

Food is available at certain times, including snacks and small plates.

03
Idle Beer Hall & Brewery image 1

Big open-air conditioned brewery with pool tables, arcade games, and a huge dog-friendly outdoor patio creates a lively, chill atmosphere. Stylish wood-beamed design adds an old world feel without pretension. Crowd enjoys cold, excellent beer alongside casual games and live music.

Offers a relaxed spot for couples with different tastes, including those who enjoy craft IPAs and those who prefer non-beer options. Supports both intimate dates and group gatherings with a chill vibe.

Happy hour runs from 3 to 6 pm with great deals on drinks. Inside, there are entertaining games to keep things lively while enjoying daiquiris and other specials.

People are saying

"I found the beer here to be amazing and delicious."

"It's got tons of fun games for date spots, like skee ball and pool."

"I loved their amazing craft beer selection during Happy Hour."

Good to know

1

Happy hour runs from 3 to 6 PM with great deals on drinks.

2

Karaoke takes place every Tuesday night, starting at 8 PM.

3

The brewery allows food from the adjacent market but has a strict no outside drink policy.

04
Otro Bar image 1
Food and drink

Rooftop bar with beautiful riverwalk views and a wading pool creates a relaxed outdoor lounge atmosphere. Music from a live DJ keeps energy lively and encourages dancing. The vibe is cool and inviting, perfect for special occasions or casual evenings.

Helpful staff assist with special moments like proposals and remember names even when busy. Drinks like the La Mula cocktail and Cabernet Sauvignon add to the experience.

Small groups fit well in the front area for happy hour events. The space offers a great vibe and flawless ambiance for work or casual gatherings.

People are saying

"The bar staff here are amazing and so nice."

"The staff here makes it a great spot for a proposal."

"The staff during Happy Hour is super friendly and attentive."

Good to know

1

Happy hour events can be hosted for groups of up to 20 people.

2

The front area is available for private happy hour rentals.

3

DJ performances occur regularly, featuring a mix of old and new hits.

05
The Rose of San Antonio image 1

Cocktail bar offers live music with a chill atmosphere and ambient lighting. Seating includes couches and comfy chairs alongside high top tables and a well-stocked bar. The vibe is relaxed yet upscale, drawing a crowd that enjoys well-crafted drinks and good tunes.

Great for date nights with a vibe that supports conversation even with live music playing. Offers refreshing drinks, including standout zero-proof options and a notable painkiller cocktail.

Offers a budget-friendly happy hour with drinks and flatbread. Works well as an after work spot for relaxing and socializing.

People are saying

"The bar's craft cocktails were excellent and reasonably priced."

"The drinks here are strong and refreshing, perfect for Date Spots."

"You'll love the phenomenal drinks during Happy Hour."

Good to know

1

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

2

Live jazz performances occur every Friday and Saturday night starting at 9pm.

3

The bar offers a late-night cocktail experience until 2am on weekends.

06
Mala Fama Bar & Nightclub image 1

Bar with balcony patio overlooking riverwalk offers a cool atmosphere with live DJs upstairs creating great vibes. The space combines air conditioning and awesome decor for a comfortable, trendy spot to enjoy music and drinks.

Offers a lively setting for date nights with options for riverfront views and drinks. Hosts speed dating events that add a fun twist to the evening.

$5 margaritas offer a perfect balance of tequila and sweetness. Happy hour specials provide appealing options for drinks.

People are saying

"The Mexican food here, especially the tacos, is excellent."

"It's a great spot for drinks and chilling with a relaxed, cozy vibe."

"The staff at Happy Hour was super friendly."

Good to know

1

Karaoke nights happen every Thursday starting at 10pm with a two-drink minimum.

2

Taco Tuesday features $2 tacos and drink specials all night.

3

Happy hour runs from 4-7pm on weekdays with discounted drinks.

07
Drury Plaza Hotel San Antonio Riverwalk image 1

Remodeled historic bank building offers spacious conference rooms and multiple terraces with river views. Atmosphere feels peaceful and upscale with quiet indoor and rooftop pools, plus direct access to the Riverwalk. Guests encounter a blend of old-world charm and modern comfort in a beautiful setting.

Happy hour runs every evening for an hour and a half with free food and drinks, including alcoholic options. It pairs well with the complimentary breakfast offered earlier in the day.

People are saying

"The free evening dinner and drinks made the stay a pretty good deal."

"The staff here is so friendly during Happy Hour."

"These Date Spots have a warm, authentic atmosphere with charming historic details."

Good to know

1

The hotel offers a daily happy hour with free food and drinks for 90 minutes.

2

Kickback events provide three free drinks each night in the lobby.

3

Breakfast is complimentary and includes a buffet with various options.

08
Drury Inn & Suites San Antonio Riverwalk image 1

Hotel occupies a renovated bank building with direct Riverwalk access and balconies overlooking the river. Atmosphere blends a kick back vibe with quiet comfort, featuring rooftop pool and hot tub offering city skyline views. Rooms feel spacious with kitchenettes and large windows, while landscaping adds a unique, immersive touch.

Rooms offer a comfortable setting for couples during special occasions like weddings. Staff provide attentive service, including helpful follow-up when personal items are lost.

Happy hour includes a selection of delicious food, soft drinks, and cocktails. It offers a free wine or beer daily alongside a varied and plentiful food spread.

People are saying

"This hotel's location on the Riverwalk is amazing and can't be beaten."

"The free breakfast and happy hour with food and cocktails were amazing."

"The staff's amazing hospitality makes it a great spot for anniversary celebrations."

Good to know

1

The hotel offers a complimentary breakfast and evening social hour with free snacks and drinks.

2

Happy hour features free cocktails and appetizers daily from 5:30 PM.

3

The hotel has direct access to the Riverwalk, making it easy to explore nearby attractions.

09
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.

Happy hour runs until 5pm with drink specials and lunch food deals Monday through Friday. The $2 deviled eggs and attentive service from Eric and Daniel stand out during this time.

People are saying

"The food and drinks here are fantastic."

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

"I loved the old-school vibe and history during Happy Hour."

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.

10
Be Kind & Rewind image 1

Retro club with 80s and 90s decor, including full-size arcade games and themed murals, creates a nostalgic atmosphere. Energetic vibe fueled by throwback music and a lively dance floor. Two bars and multiple rooms offer photo-worthy setups and a fun, crowded space.

Couples enjoy booth reservations and personalized celebrations here. Drinks like Love Potion Number Nine add a fun touch to date nights.

Happy hour runs all day on Sundays and features drink specials alongside wings that hit the mark. Monday happy hour also draws a crowd, making it a solid spot for after-work drinks.

People are saying

"This nightclub's music is amazing for dancing all night."

"This place has a fun atmosphere and cool decor for Happy Hour."

"The music and vibes here make it a great spot for dancing."

Good to know

1

Happy hour runs all day on Sundays with discounted drinks.

2

Karaoke takes place on Mondays, providing a fun night for guests.

3

Expect a cover fee after 9pm for entry on weekends.

11
Boombox Pizza Bar image 1

Retro 80s and 90s theme fills the space with vintage decor and old school TVs playing music videos. Loud, nostalgic music creates an energetic vibe that keeps people moving. A small thrift shop inside and unique pizza toppings add to the distinctive atmosphere.

Couples enjoy the Mojobox Space drink, noted for its delicious taste. The spot offers a cozy vibe that appeals to pairs looking for a relaxed outing.

Happy hour offers good deals with on point prices that make it worth stopping by.

People are saying

"I thought the pizza was delicious and perfectly cooked."

"The pizza here is pretty solid, a real standout."

"The pizza during Happy Hour is so good, you'll be addicted."

Good to know

1

Happy hour offers discounted prices on drinks and appetizers.

2

Parking costs $15 due to limited street parking availability.

3

The restaurant is small, so groups larger than four may have difficulty seating.

12
Hugman's Oasis image 1

Tiki bar offers tropical escapism vibe with fantastic decor and a riverside patio that provides great views. Atmosphere stays relaxing and quiet, with cool music enhancing the mood. Drinks include some of the best tiki cocktails and a notable rum selection, complemented by unique food like furikake fries and Spam Musubi.

Tiki bar offers a fun vibe with creative cocktails like the Martinique Fashioned and Pirate Treasure. Couples enjoy the lively atmosphere and return for the engaging experience.

Happy Hour runs from 4 to 6 PM, Monday through Friday, with great prices. The menu offers discounted items that make it easy to enjoy drinks and snacks before heading elsewhere.

People are saying

"This tiki bar's immersive atmosphere transports you far away."

"The tiki vibe here is a fun, immersive escape for date spots."

"The decor and vibe during Happy Hour are amazing."

Good to know

1

Happy Hour runs from 4pm to 6pm, Monday through Friday.

2

Expect a busy bar during Happy Hour; standing room only is common.

3

The bar has both indoor and outdoor seating options available.

13
Embassy Suites by Hilton San Antonio Riverwalk Downtown image 1

Expansive hotel offers spectacular river views and spacious suites with separate living areas and balconies. Quiet rooms provide a restful retreat despite nearby downtown nightlife. Evening social and access to Riverwalk create a lively yet comfortable atmosphere.

Couples return here for anniversary celebrations and weekend stays. The hotel offers a consistent experience that appeals even to those who are picky about hotels.

Complimentary happy hour runs every evening with free light snacks and a mix of cocktails and mocktails. Staff are friendly and attentive, making the experience smooth and welcoming.

People are saying

"The breakfast staff made my mornings feel special and wonderful."

"This hotel's location right on the Riverwalk is so convenient."

"I had a wonderful time and will come back someday."

Good to know

1

The hotel offers a complimentary happy hour every evening with snacks and drinks.

2

Happy hour runs from 5:30 to 7:30 p.m. with two complimentary drinks.

3

Guests must valet their vehicles for $55 per night.

14
Bar House San Antonio image 1

Large bar with multiple sections and an amazing rooftop terrace offers beautiful downtown views. Lively atmosphere with great music from skilled DJs keeps energy high. Crowd enjoys a welcoming vibe and expertly crafted cocktails.

Welcoming atmosphere stands out with attentive service that makes couples feel comfortable. The spot suits couples looking for a relaxed and friendly place to enjoy time together.

Happy hour runs from 4 to 9 with cheap prices and great deals. Bartenders like Kayla B offer knowledgeable drink expertise and witty conversation.

People are saying

"The bartenders here are super friendly and make the best drinks."

"The bartenders here make Happy Hour drinks fire and provide top-tier service."

"The bartenders here are friendly and make the best drinks."

Good to know

1

Happy hour runs from 4pm to 9pm with various drink promotions.

2

Expect long lines for the single-occupancy bathrooms during peak hours.

3

The bar can get crowded on weekends, affecting service speed.

15
Cafe Ole image 1
Mexican restaurant

Outdoor seating along the riverwalk offers shaded trees, fans, and live mariachi music creating a relaxing atmosphere. Views of the river and people passing by add to the calm, enjoyable vibe. The place draws those looking to unwind with margaritas and authentic Mexican flavors.

Attentive service creates a relaxed vibe for couples. Food offers bold flavors like spicy asado de Puerto, making meals memorable. Honest suggestions help pick dishes that suit preferences.

Happy hour features drinks and appetizers with great prices. Options include tacos and loaded fries that can serve as a meal, all served with attentive timing and no wait.

People are saying

"The nice view of the riverwalk was beautiful."

"The service here makes for a great date spot."

"Our server Justin made sure we didn't miss happy hour."

Good to know

1

Happy hour starts at 5 pm with discounted drinks and appetizers.

2

Kids eat free with an adult entrรฉe purchase.

3

The restaurant is located on the River Walk, offering scenic views.

16
The River's Edge Cafe & Patio Bar image 1

Restaurant offers outdoor patio seating with riverfront views that create a relaxed atmosphere. Fans on the patio provide a gentle breeze, enhancing comfort while dining. The setting includes a playground for kids, making it family-friendly.

Outdoor seating offers a relaxed vibe with patio beers and a welcoming atmosphere. Shared dishes like the protein bowl and Mexican Hash make for easy, tasty bites during a date night.

Happy hour runs from 2 to 6 pm with Margaritas and appetizers available. The spot offers a patio bar vibe along the river walk and staff like Ines add to the experience.

People are saying

"The food here is amazing and high quality."

"Innez made our happy hour experience so much better."

"The patio offers lovely river views for a date spot."

Good to know

1

Happy hour runs from 2 to 6 pm with discounted appetizers and drinks.

2

Brunch menu is available during specific hours on weekends.

3

Getting a seat on the patio is recommended for a nice view.

17
The Republic of Texas Restaurant image 1

Dining alongside the flowing river creates a bright, lively atmosphere with live Mexican and country music enhancing the experience. The space offers indoor and outdoor seating with unbeatable river views attracting families, couples, and solo diners. Strong, flavorful margaritas and a diverse menu complement the festive vibe.

Festive outdoor seating along the riverwalk sets a lively scene. Victor, the bartender, offers excellent service and friendly conversations. The brisket stands out as notably flavorful.

Happy Hour runs all day with half-price bottles of beer at $5. Drink prices stay satisfactorily low, including margaritas.

People are saying

"Our server Jordan was amazing and provided an awesome dining experience."

"The service at these Date Spots is attentive and friendly."

"Monica and James provided exceptional service during Happy Hour."

Good to know

1

Happy Hour is available all day long.

2

The restaurant is dog friendly.

3

Expect no wait for a table during off-peak hours.

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