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New Yorkers 1st Choice
Guide to Milwaukee

Interesting bars

Made for those who seek out bars that offer a unique, unconventional experience beyond the standard drink menu.

Based on 518 Opinions
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Updated April 2026
01
Shaker's Cigar Bar & World Cafe image 1
Shaker's Cigar Bar & World Cafe image 2
Shaker's Cigar Bar & World Cafe image 3
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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.

Tours highlight the interesting history from brothel origins to spirits linked with AL CAPONE. Guides like Alexi, Joe, and Miranda keep the experience fun and informative throughout.

People are saying

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

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

"Miranda's tour was interesting, informative, and friendly."

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.

02
Bryant's Cocktail Lounge image 1

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.

Classic cocktail lounge with a fish tank and an old register sets a vintage vibe. Offers over 100 drink options with great service and a timeless atmosphere.

An interesting method creates drinks based on mood, making each cocktail unique. Sitting at the bar reveals a refreshing take on a speakeasy vibe, with skilled bartenders sharing the bar's history and craft.

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 drink recommendations here are spot on and totally interesting."

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.

03
Best Place at the Historic Pabst Brewery image 1

Historical brewery complex offers vintage Milwaukee vibes with well-preserved architecture and a prohibition-themed Speakeasy beneath the Great Hall. Atmosphere blends nostalgic charm with relaxed spaces like patios and cozy pubs, attracting those interested in authentic brewing history and casual socializing.

A small bar and courtyard serve walk-in customers and wedding guests, creating a connected space with the dance floor and pub areas. The Speakeasy features a converted beer cellar lounge and a โ€œdrunk cellโ€ for photos, while bar staff work quickly with no lines.

The tour offers a deep dive into the history of the Pabst Brewery and Milwaukee's brewing past. Visitors can enjoy origin stories and explore the historic building while engaging in fun activities.

People are saying

"The historical sites' tour guides were super entertaining and knowledgeable."

"The bar in the Great Hall had a great selection of pours."

"I found the brewery's history and origin stories really interesting."

Good to know

1

Weddings can take place at this venue, so check for private events.

2

The venue hosts a historical tour that reveals authentic brewing history.

3

A small bar and courtyard are available for walk-in customers.

04
Amorphic Beer image 1

Warehouse-style brewery offers eclectic decor with secret gardens and an outdoor beer alley. Atmosphere feels warm and inviting but can get noisy when crowded. Frequent food trucks and dog-friendly policies add to the casual vibe.

Upstairs lounge area offers a relaxed spot above the main bar. Known for its unique atmosphere and well-crafted drinks.

Varied interesting spaces surround the spot, offering unique places to drink. The beer stands out as well thought out and delicious, while the wildly interesting decor adds to the vibe.

People are saying

"I enjoyed the really good, hop-saturated beer here."

"I thought this bar was the best I had ever visited."

"The beers here are interesting, well thought out, and delicious."

Good to know

1

Bingo night happens every Thursday at 7pm with a fun atmosphere.

2

Trivia night is on Wednesdays at 8pm, featuring various topics.

3

Amorphic Beer is dog-friendly, allowing pets inside the taproom.

05
The Rave / Eagles Club image 1
Live music venue

Historic venue with impressive architecture and a huge open floor creates a stunning concert hall atmosphere. Energy is lively and intense, with great sound and lighting enhancing live music experiences. Rooftop and outdoor areas add variety, offering amazing skyline views and social spaces.

Multiple bars exist at each stage, making beverage access easy throughout the venue. The rooftop bar offers a cool off spot and space for smokers, while recent upgrades improved the bars and bathrooms.

Unique venue layout features multiple stages and side rooms to explore. The space has an interesting history and hosts a diverse calendar of talent.

People are saying

"I loved going to concerts here; the music sounded amazing."

"The bar prices here are surprisingly reasonable."

"It's an interesting venue with a unique history."

Good to know

1

Parking is available behind the venue, but it can be challenging to find.

2

Expect long lines outside during popular events, especially in the upstairs area.

3

The venue has a history of safety concerns, including a roof collapse incident.

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Milwaukee, Wisconsin

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