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New Yorkers 1st Choice
Local picks in Milwaukee

Nightlife with cocktails

The hum of a crowded room and a glass in hand is the only way to spend the night.

Based on 788 Opinions
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Updated May 2026
01
Bryant's Cocktail Lounge image 1
Bryant's Cocktail Lounge image 2
Bryant's Cocktail Lounge image 3
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Elongated bar and comfortable booths create an intimate setting with old school and speakeasy vibes. Jazz music plays softly, enhancing the cozy, stylish 40s atmosphere. A door man seats guests behind a velvet rope, adding to the exclusive, vintage feel.

Wisconsin Old Fashioned stands out as a signature cocktail here, crafted with meticulous care. The lounge offers classic, old school vibes and exceptional service that makes ordering a conversational experience.

Old school cocktail lounges feature classic decor like fish tanks and vintage registers. Over 100 drink options and great service create a timeless nightlife vibe.

People are saying

"This bar's dim lights and old-school vibes create a timeless atmosphere."

"The cocktails here are expertly crafted and well balanced."

"The cocktails here are expertly crafted and customized to your liking."

Good to know

1

Bryant's Cocktail Lounge has a unique no-menu concept for cocktails.

2

The lounge offers over 600 house perfected cocktails.

3

Parking can be tough at night; expect to walk about two blocks.

02
At Random image 1
Cocktail bar

Vintage cocktail lounge channels a 50s ice cream parlor with speakeasy lighting and retro vibes. Red lighting creates a romantic, cozy atmosphere indoors, while an open patio with heated greenhouses offers lively outdoor seating. Boozy milkshakes and ice cream cocktails stand out as signature drinks.

Cocktails here stand out for their amazing quality and consistent fantastic taste. Vegan options include ice cream cocktails with vegan whipped cream and cookies.

Vintage lounge offers classic cocktails and a fifties decor with restored naugahyde chairs. The music and vibe create a nostalgic, old school super club atmosphere.

People are saying

"These ice cream drinks are so delicious and tasty."

"The dim, romantic lighting makes it a great spot for date nights."

"This vintage lounge has a dark, moody atmosphere perfect for nightlife."

Good to know

1

Happy hour runs from 5 PM to 7 PM with $8 ice cream drinks.

2

Happy hour deals do not apply to the Enchanted forest patio.

3

Reservations are not accepted for indoor seating; arrive early to secure a spot.

03
Red Maple MKE (赤いカエデMKE) | Milwaukee’s Japanese Corner Bar image 1

Small corner bar with Japanese-themed decor and intimate space offers a lively atmosphere filled with live music and DJs. The vibe is energetic and packed, often too loud for quiet conversation. Creative Japanese cocktails and a wide sake selection complement the unique setting.

Cocktails here offer a psychedelic tasting experience with Japanese themed creativity. The selection includes specialty cocktails, sake, Japanese beers, and whiskeys not commonly found elsewhere.

A Sake club offers a unique nightlife experience with a focus on Japanese rice wine. Membership is completely free, encouraging easy access to this social activity.

People are saying

"The bartender really knew his Sake and shared it with passion."

"I loved their great cocktails and extensive sake selection."

"I loved the sake selection and the free sake club."

Good to know

1

Karaoke night happens every Thursday at 10pm with a two-drink minimum.

2

Gundam night takes place every Tuesday night, attracting fans and enthusiasts.

3

Red Maple MKE offers a free Sake club for enthusiasts and newcomers alike.

04
Agency image 1

Eclectic 1920s speakeasy style fills a historic mansion with moody art deco decor and intimate seating. Innovative cocktails like mezcal blends and unique dealer's choice drinks create a laid-back, chic vibe. Guests enjoy a quaint, inclusive atmosphere perfect for relaxed evenings and date nights.

Cocktails here offer a deep-sea adventure theme with drinks inspired by the ocean, crafted with great care and creativity. Both alcoholic and custom non-alcoholic cocktails deliver complex and unique flavors that stand out.

Craft cocktails match those in Chicago, LA, and NYC with strong hospitality. The lounge offers a chic and intimate vibe, though drink service can slow when not busy.

People are saying

"The cocktails here are so creative and delicious."

"The Crenn and Dessert Nachos were amazing."

"The cocktails here are delicious with interesting flavor profiles."

Good to know

1

Reservations are highly recommended to secure a spot.

2

The tasting menu can be shared between two people.

3

Every drink on the menu can be made non-alcoholic.

05
The Conroy - Modern Supper Club image 1

Dark, moody space with live jazz music sets a chic, intimate vibe perfect for relaxed conversation. Modern decor and well-lit tables create an upscale yet cozy atmosphere. Signature cocktails like the Marilyn Monroe add a distinctive touch to the experience.

Marilyn Monroe cocktail stands out with its fruity, foamy texture and passion fruit flavor. Cocktails are made to order, not pre-batched, and bartenders accommodate off-menu requests.

A cocktail lounge offers great happy hour specials and a classic supper club vibe with a three-piece band playing quietly. The drinks, food, and live music create a relaxed, nostalgic atmosphere.

People are saying

"The service at these dinner spots is so kind and accommodating."

"The food and live music here are like a classic supper club."

"You have to try the Marilyn Monroe cocktail; it's so refreshing."

Good to know

1

Happy hour runs from 4-6pm with half-off select drinks.

2

Reservations are recommended, especially during peak hours.

3

Expect wait times of over an hour during busy weekends.

06
Lost Whale image 1
Cocktail bar

Small, cozy cocktail bar with a funky atmosphere and intimate vibe. Back patio features gas-lit bonfires and comfortable seating, creating a relaxed space for conversation. Regular themed pop-up bars and classic movies add unique character to the setting.

Expertly made cocktails offer fabulous, beautiful craft flavors with a focus on custom, bespoke creations tailored to customer needs. Bartenders stay friendly and prices remain a good deal throughout.

Cocktail lounge offers a tiki vibe with tropical-themed decor. Service leans toward standard rather than personalized. Movie choices could better match the tropical theme.

People are saying

"The cocktails here are delicious and pack a punch."

"I loved the cozy patio and bonfires in this outdoor space."

"The cocktails here are delicious and the bartenders are friendly."

Good to know

1

Happy hour runs from 4 to 6 pm with half off specialty cocktails and draft beer.

2

Select drinks are $5.50 during happy hour from the house list.

3

Expect a busy atmosphere during happy hour, especially on weekends.

07
17th Ward | Authentic Spirits image 1

Modern bar with an industrial edge combines warm lighting and local artwork for a cozy, inviting atmosphere. Craft cocktails stand out with balanced flavors and elegant presentation. Outdoor seating and a breezy patio add relaxed options to the experience.

Craft cocktails show incredible attention to detail with each drink being unique and beautifully crafted. The menu features a seasonal and intriguing list including a true Wisconsin Old Fashioned, espresso martini, and tequila/mezcal options.

Specialty cocktails stand out with a laid back vibe and friendly servers. A breezy patio connects to the lounge, creating a relaxed spot to enjoy drinks.

People are saying

"The cocktails here are original and delicious."

"The vibe here is so cool and effortlessly chill."

"The cocktail list here is intriguing, with options like the Wisconsin Old Fashioned and mezcal drinks."

Good to know

1

Wednesday nights feature open mic nights with Brew City Band.

2

Happy hour runs on weekdays, offering discounted drinks.

3

The venue is suitable for private events like baby showers and parties.

08
Five O'Clock Steakhouse image 1

Classic old school supper club with authentic vintage decor and live jazz music creates a lively yet intimate atmosphere. Free valet parking and a skilled bartender crafting standout cocktails add to the experience. Tables are small and seating is close, enhancing a bustling, packed vibe.

Cocktails stand out with fantastic craftsmanship and a next level flavor profile. Service complements the drinks, making the experience smooth and enjoyable.

Supper club and steakhouse combine for a strong nightlife presence. Known for classic steakhouse vibes and a Midwest supper club atmosphere.

People are saying

"I thought the steaks here were the best I’ve ever had."

"It's like stepping back in time to a supper club."

"I thought the cocktails here were on the next level."

Good to know

1

Reservations are recommended on weekends due to high popularity.

2

Valet parking is available for guests.

3

Live music occurs at the bar on Friday nights.

09
Tropic on Water image 1

Bar offers an Urban-Caribbean vibe with a laid-back yet lively atmosphere. Music ranges from live bands to DJs, keeping energy high while allowing conversation. Tables feature games like dominoes and Connect Four, and an upstairs area hosts private events for groups.

Tropic Lounge offers a great selection of tropical cocktails including a popular lemon drop. Non-alcoholic options also appear alongside jerk wings and waffle fries.

A safe and inclusive environment supports sobriety with nonalcoholic options that have great presentation. The lounge offers a great selection of cocktails and a vibe full of flavor and respect from the staff.

People are saying

"I found the food here to be amazing."

"The jerk wings here are fire, especially with that flavorful sauce."

"The servers here felt like family and added to the enjoyment."

Good to know

1

Happy hour runs from 4-7pm on Thursdays and Fridays with half-price appetizers.

2

R&B night occurs every Thursday, featuring local DJs and live performances.

3

Comedy shows are held on Wednesdays, starting at 8pm with a $5 cover charge.

10
Saint Kate - The Arts Hotel image 1

Hotel combines art galleries with live music and a stylish bar, creating an uplifting atmosphere. Comfortable rooms include unique touches like a turntable with albums. Views overlook historic architecture, enhancing the romantic and elegant vibe.

The bar serves great cocktails with top-notch service. Complimentary drinks and desserts sometimes accompany sincere apologies from the friendly staff.

Energy pulses through the hotel lounge and bar, creating an unmatched vibe. Unique art and vibrant nightlife set this spot apart.

People are saying

"The Hotel staff were so welcoming and attentive."

"The art and unique nightlife at the bar were captivating."

"The cocktails here are top-notch and served with great service."

Good to know

1

The hotel has a parking garage available for $31 with in/out access.

2

The hotel frequently hosts live events at the bar, ideal for networking.

3

Brunch is served on weekends, but reservations are recommended.

11
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.

Simple cocktails are available alongside some that pair well with jazz music. Opinions on the cocktails vary, with some finding them excellent and others not impressed.

A cozy atmosphere defines the jazz club, creating an intimate setting for live music. The venue stands out with its historic charm and consistently delivers exceptional jazz performances.

People are saying

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

"I enjoyed the great cocktails and jazz music here."

"I found this jazz club to be fantastic."

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.

12
The Outsider image 1

Rooftop bar offers incredible city views with heated outdoor seating and fire pits creating a warm, intimate atmosphere. The space fills up quickly, especially on weekends, drawing a lively crowd enjoying custom cocktails and relaxed conversations.

Craft cocktails come with precision and care from knowledgeable staff. The drinks are delicious and pair well with the upscale atmosphere and great views.

Swanky lounges with low lights and flower decorations create a relaxed vibe. Rooftop lounges offer 360-degree city views and comfortable seating for socializing.

People are saying

"The rooftop views here are exceptional and beautiful."

"The craft cocktails here are surprisingly good and seasonal."

"The nightlife here is fun, with a swanky-lounge atmosphere and lively crowd."

Good to know

1

A real ID is required for entry as they scan cards.

2

Expect to pay $15-$20 per drink, which may contain a lot of ice.

3

The rooftop bar can get busy on weekend evenings.

13
The Jackson Grill | Milwaukee’s Supper Club image 1

Quaint supper club with old school charm and nostalgic decor creates a cozy, intimate atmosphere. Classic music plays softly, supporting quiet conversations and a relaxed pace. Known for expertly crafted cocktails and top-notch steaks and seafood, it draws a steady crowd on weekend evenings.

Aviation cocktail stands out on the menu. The bar serves superb cocktails that pair well with meals and desserts.

Offers a quintessential Wisconsin supper club atmosphere with a classic vibe. Stands out among many fine supper clubs for its authentic supper club experience.

People are saying

"The steak here is perfectly cooked and delicious."

"The food and cocktails here are fantastic."

"The cocktails here are carefully-crafted and superb."

Good to know

1

Reservations are recommended due to limited seating with only ten tables available.

2

The restaurant is open from Wednesday to Saturday.

3

A 3% surcharge applies for credit card payments.

14
Sereniteā Lounge image 1

Spacious lounge with clean, comfortable interior and plenty of open tables creates a relaxing atmosphere enhanced by quiet jazz music. The vibe suits both casual daytime chats and more upscale evening drinks, attracting a mix of friends and couples. Versatile space supports both social hangouts and remote work or study.

Cocktails come with thoughtful crafting and great presentation. Prices stay reasonable while flavors stay interesting and tasty.

Upscale lounge space offers boba and cocktails in a relaxed setting. Lighting and music are minimal, which affects the lounge vibe and evening crowd size.

People are saying

"The cocktails here are thoughtfully crafted and taste amazing."

"The Day Lounge has plenty of open space, making it great for remote work."

"The lounge vibe is great for studying or remote work."

Good to know

1

Mahjong game night is hosted regularly; check for specific dates.

2

Prices are comparable to regular boba spots despite the upscale atmosphere.

3

The lounge is clean and spacious, ideal for both casual meetups and study sessions.

15
The Wiggle Room image 1

Bar with a vinyl-only soundtrack and a retro neon lounge creates a lively yet sometimes deafening atmosphere. DJs spin obscure, instrumental tracks on turntables, attracting a crowd that enjoys music over upbeat socializing. Spacious lounge and bar areas encourage gathering and chatting, with a unique vibe distinct from typical scenes.

Craft cocktails come in premium-priced batches and on draft, served quickly and tasting delicious. The cocktail list features a few interesting options alongside consistently great drinks.

Spacious lounge and bar sit at the corner, creating a good spot for friends to gather and chat. Retro and neon lounge aesthetic blends with a vinyl-centric vibe, but acoustics are too loud, making it hard to hear music and conversations.

People are saying

"This bar's DJ spins great music on vinyl."

"The cocktails here were quick and delicious."

"The nightlife here is great, with DJs spinning vinyl records."

Good to know

1

The venue offers lots of non-alcoholic options.

2

Expect a diverse mix of people during events.

3

Soul Night is a popular event for dancing.

16
The Pfister Hotel image 1

Historic hotel with elegant architecture and integrated art creates a warm, nostalgic atmosphere. Luxury amenities include a rooftop pool with waterfront views and a sophisticated lobby bar. Energy varies from quiet elegance to lively with music echoing through hallways.

Cocktails come from a lounge and Blu restaurant on the 23rd floor. The lounge offers a beautiful setting to relax. Drinks here are consistently fantastic.

A lounge and piano bar sit on the 23rd floor offering panoramic city views at night. Cocktails here are fantastic, making it a great spot to relax and enjoy the beautiful atmosphere.

People are saying

"This hotel is beautiful and located in a prime area."

"The nightlife here is exquisite, with art exhibitions and a pianist adding elegance."

"I loved their fantastic cocktails at the top floor bar."

Good to know

1

The hotel hosts weddings, conventions, and parties every day.

2

Expect a lively atmosphere with live music on weekends.

3

Reservations are recommended for special events like brunch.

17
The Sofie image 1
Cocktail bar

Cocktail bar with a dance floor and live DJ music mixing techno-house, R&B, hip-hop, and Reggaeton. Atmosphere shifts from upscale and comforting early evening to a club vibe with loud music at night. Crowd ranges widely in age, and the bar often feels packed and lively during peak times.

Offers well crafted cocktails with an average price of $12. Drinks stand out for their quality, though the setting feels less fancy than expected.

At night, it turns into a loud, fun dance club starting around 10pm with the main music event. The atmosphere shifts to a club vibe rather than a cocktail lounge.

People are saying

"The DJ plays a cool mix of R&B, hip-hop, and Reggaeton."

"The nightlife here turns into a loud, fun dance club after 10pm."

"I highly recommend their well-crafted cocktails."

Good to know

1

At 10pm, the main music event starts, and it becomes a loud, fun dance club.

2

They turn the music up at 9pm when it starts to get busier.

3

On Fridays, they have $6 margaritas.

18
District Fore Social image 1

Sports bar combines golf simulators, dart boards, and numerous TVs in a modern, spacious setting. Atmosphere stays lively with a DJ playing upbeat music, though volume can be high. Comfortable seating accommodates groups, making it a social spot with a clean, trendy vibe.

Offers a wide variety of cocktails alongside a solid beer selection. The cocktail menu pairs well with the diverse food options.

High quality clubs create a lively atmosphere. District Fore Social functions as a notable club in the scene.

People are saying

"I found the food here to be outstanding."

"The drinks here are all well-made and the cocktail selection is a hit."

"The cocktails here are all well made."

Good to know

1

A $25 reservation fee is required for simulator bookings, not deducted from total.

2

Darts cost $8 per person to play.

3

Trivia night happens on Thursdays, providing a fun group activity.

19
Pitch's Lounge & Restaurant image 1
Barbecue restaurant

Cozy dining rooms with old school decor and classic supper club vibe create a warm, welcoming atmosphere. Background Sinatra music and a well-stocked bar featuring excellent Old Fashioneds add to the experience. Friendly regulars and a menu with standout ribs and Italian dishes complete the setting.

Old school cocktail lounge vibe sets the tone. Cocktails come at very reasonable prices and pair well with ribs and fish. Locals often gather here, adding to the atmosphere.

An old school supper club vibe defines the nightlife here, offering a classic Wisconsin supper club experience. The lounge and restaurant combine for a relaxed, nostalgic evening setting.

People are saying

"The food here is delicious and reasonably priced."

"It's an awesome old school supper club with a great vibe."

"The cocktails here have an old school vibe."

Good to know

1

Fish specials are available on the menu on Fridays.

2

Pitch's offers a variety of options including sandwiches, soups, salads, and appetizers.

3

The restaurant serves classic Italian dishes and a variety of meat and seafood options.

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Milwaukee, Wisconsin

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