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New Yorkers 1st Choice
Guide to Walker's Point

Date spots

A bar that offers enough privacy for a conversation without feeling like you are hiding in a corner.

Based on 555 Opinions
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Updated May 2026
01
Milwaukee Cheese Bar by Hill Valley Dairy image 1
Milwaukee Cheese Bar by Hill Valley Dairy image 2
Milwaukee Cheese Bar by Hill Valley Dairy image 3
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Cheese bar combines urban cocktail lounge with a cozy, trendy atmosphere. Guests enjoy spectacular local cheese selections paired with craft cocktails and wine flights. Space feels gorgeous and intimate, ideal for quiet evenings or casual gatherings.

Cozy, urban cocktail lounge offers a great spot for drinks paired with cheese. Staff are friendly and the atmosphere feels inviting with wine, beer, and non-alcoholic cocktails complementing the cheese selections.

Offers a cozy atmosphere ideal for a cute date night with options to enjoy cheese and wine together or take some home.

People are saying

"The cocktails here are delicious and perfectly balanced."

"The cheese and wine pairings at the bar were delicious."

"The cheese and wine pairings here make for great Date Spots."

Good to know

1

Happy hour is a great time for girls night or date night.

2

The menu features a wide variety of local cheese options.

3

Parking is easy near both locations.

02
Shaker's Cigar Bar & World Cafe image 1

Vintage bar with old-time speakeasy vibe and spooky decor offers indoor cigar smoking and a multi-level rooftop patio. Atmosphere feels haunted and immersive, enhanced by live jazz music and occasional ghost tours. Crowd enjoys a mix of cigar enthusiasts and those drawn to the unique ambiance.

Offers a cigar-friendly atmosphere where bringing your own smoke is welcome. Features a rooftop bar and serves unique drinks like absinthe. Known for its ghost tours highlighting its haunted reputation.

Dinner and drinks set the scene for a date night, paired with an infamous ghost tour that adds a unique twist. The carrot cake earns praise as a standout dessert, making the experience memorable.

People are saying

"The historical sites here are fascinating, especially the prohibition stories."

"The ghost tours here are so fun and interesting."

"This ghost tour is a fun and interesting date spot."

Good to know

1

The ghost tour runs every weekend and requires advance reservations.

2

Expect a $10 entry fee for the ghost tour, payable at the venue.

3

The cigar bar allows guests to bring their own cigars without extra charge.

03
Caroline's image 1
Jazz club

Intimate jazz club with a cozy vibe and old school atmosphere. Live performances feature captivating jazz musicians delivering mellow, velvet-wrapped music. Space feels tight yet comfortable, creating a unique date night setting.

Cozy and gorgeous, this jazz bar offers a nice atmosphere with excellent service from the bar staff. Some moments at the bar can feel less welcoming right when you sit down.

Jazz music creates a unique atmosphere for date nights. The setting feels perfect for anniversaries and special occasions.

People are saying

"It's a cozy jazz bar with a really nice atmosphere."

"It's a great spot for a date if you love the live jazz music."

"It's a cozy jazz bar with a really nice atmosphere."

Good to know

1

The band starts at 9:30pm on jazz nights.

2

There is a $12 cover charge at the door, payable in cash or card.

3

Parking is available in a free lot near the venue.

04
Vendetta Coffee Bar image 1

Space includes upstairs and downstairs seating with art deco decor and outdoor seating. Atmosphere blends live jazz music with warm lighting, creating a vibe that suits both productivity and relaxation. Frequented by those enjoying espresso martinis, cocktails, and a mix of coffee and food options.

Cocktails include espresso martinis and Aperol spritzes served by a phenomenal staff in a venue with an Italian cafe vibe. Espresso at the bar costs $1, and Italian beer is also available.

Free parking nearby makes visits easy. Staff replace spilled drinks without fuss. Hosts cribbage leagues and even wedding ceremonies. Great spot for coffee and spending time with a partner.

People are saying

"I found the coffee drinks to be absolutely delicious."

"The coffee and drinks here are delicious, perfect for Date Spots."

"This bar's atmosphere is so cool and comforting."

Good to know

1

Espresso martini hour is a popular event at Vendetta Coffee Bar.

2

They host intimate cocktail experiences during after-hours events.

3

Cribbage leagues are held throughout the year for enthusiasts.

05
The Tin Widow image 1
Cocktail bar

Small cocktail bar with Hogwarts-maximalist decor and festive Christmas lights creates a cozy, quirky atmosphere. Music plays softly above while guests enjoy unique drinkware like Trex mugs and Unicorn cups. Space fills quickly, attracting a lively crowd drawn to extensive whiskey and gin selections and reasonably priced cocktails.

Small and intimate with a cocktail forward menu, this bar offers reasonably priced drinks despite a fancy selection. The vibe is cozy and classy, with a relaxed atmosphere and a dog-friendly policy.

A quiet spot for deep conversations with a good cocktail selection. The menu could use a few more drink options.

People are saying

"It's a cozy bar with a relaxed atmosphere and festive decorations."

"The bar is decorated with amazing Christmas lights and trees."

"The cocktails here are excellent and creative."

Good to know

1

Expect a 20-minute wait to get in during peak hours.

2

Most seasonal drinks cost $15 each.

3

Reservations are not accepted, so arrive early to secure a seat.

06
Camino image 1
American restaurant

Small, crowded bar with kitchen in the bar creates a smoky, lively atmosphere. Eclectic, welcoming crowd matches the energetic, warm vibe enhanced by great music and a cozy patio. Unique setup includes grill next to bar and mismatched interior, offering a distinct neighborhood tavern feel.

Small and typical looking, this bar offers a quintessential neighborhood tavern vibe with outstanding bar food. The staff is welcoming and knowledgeable, providing prompt service even when busy.

Small, intimate setting suits couples well. Dinner options include shrimp po-boy and polish sausage, offering a cozy spot for anniversaries or dates.

People are saying

"These Wisconsin cheese curds are seriously mouthwatering, hot, and gooey."

"The bar food here is elevated and done right."

"The burgers here are fantastic and have tons of flavor."

Good to know

1

The $5 burger deal is available every Monday.

2

Wings and sides are discounted on Wednesdays.

3

Parking is free, but can be limited due to downtown proximity.

07
Glassnote Candle Bar image 1

Cozy space with a speakeasy vibe and chic decor invites intimate gatherings. Full-service bar offers remarkable cocktails alongside a unique candle-making experience. Guests engage with table games that encourage connection while candles cool.

Full-service bar offers a wide range of drinks. The atmosphere is hands-on and full of personality, making it a fun spot for groups and celebrations.

Couples create custom candles together while sitting with a box of conversation questions that spark meaningful talks. This hands-on activity makes for a memorable date night or special occasion.

People are saying

"Making candles here is a really fun activity for everyone."

"It's a great place for a date night with a cool vibe."

"I loved picking out my own fragrance blend at the candle bar."

Good to know

1

The candle-making experience costs $60 per person, plus drinks.

2

Reservations are recommended for groups to ensure availability.

3

The venue is located on the second floor with no elevator access.

08
Cute Robot Japanese Kitchen 可愛いロボット image 1

Japanese curry restaurant offers an intimate space filled with anime-themed art and Japanese street food vibes. Atmosphere feels relaxed and adorable, with unique decor covering every wall and an upstairs cocktail bar adding a secret lounge feel. Outdoor patio seating complements the cool interior in an old historic building.

An upstairs cocktail bar offers a secret lounge vibe with an awesome bar setup. Staff greet guests promptly, creating a welcoming atmosphere.

People are saying

"The pork in the curry was so tender and flavorful."

"The Date Spots here have perfectly tender pork and flavorful curry."

"The Okonomiyaki at the bar was great and really delicious."

Good to know

1

The $12.50 onigiri lunch set includes tonjiru soup and is a great value.

2

Cute Robot Japanese Kitchen is the only restaurant in Milwaukee serving onigiri.

3

They offer three versions of Japanese curry: vegetable, pork, and beef.

09
Botanas Restaurant image 1
Mexican restaurant

Mexican restaurant with colorful murals of Meso-American jungles and Mayan art creates a vibrant atmosphere. Loud and lively energy fills the space, especially near the cool bar area and spacious patio with umbrellas. Guests enjoy potent margaritas alongside authentic Mexican vibes.

Two sections include a sports bar and a large sit-down area. The bar area is super cool with great service and parking. People often choose to sit at the bar for drinks.

Lively and fun atmosphere suits couples and groups. Vegetarian options avoid animal fat. Sharing dishes like the Mexican pizza fits well for date nights.

People are saying

"The food here is seasoned to perfection and full of flavor."

"I thought the margaritas were fantastic."

"I loved the strong, frozen margaritas at the bar."

Good to know

1

Parking is available in the restaurant's own lots.

2

The restaurant adds a 20% tip to bills after 9 pm.

3

Lunch specials offer great value for money.

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Walker's Point, Milwaukee

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