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Hobo Millionaire Life

Introduction

Chicago is known for its rich history of speakeasies, hidden bars that flourished during the Prohibition era. Today, these secret bars continue to thrive, offering a unique and intimate experience for those in the know. In this blog post, I will be sharing my top picks for the 5 best speakeasies in Chicago.

1. The Drifter

The Drifter is a true hidden gem in Chicago, located beneath the Green Door Tavern. This speakeasy captures the essence of the Prohibition era with its vintage decor and craft cocktails. The intimate setting and live entertainment make it a must-visit for anyone looking for a taste of history.

Craft Cocktails

One of the highlights of The Drifter is its expertly crafted cocktails. From classic Old Fashioneds to innovative creations, the bartenders here are true artists. Be sure to try their signature drinks for a truly unique experience.

2. The Violet Hour

The Violet Hour is a beloved speakeasy in Chicago, known for its elegant ambiance and exceptional cocktails. This upscale bar is perfect for a date night or a special occasion. The dimly lit space and attentive service create a luxurious experience that is unmatched.

Luxurious Ambiance

Step into The Violet Hour and you’ll feel like you’ve been transported to another time. The plush seating, soft lighting, and curated music selection create a sophisticated atmosphere that is perfect for sipping on a handcrafted cocktail.

3. The Milk Room

The Milk Room is a hidden gem located inside the Chicago Athletic Association Hotel. This intimate speakeasy is known for its extensive selection of rare spirits and impeccable service. The vintage decor and cozy atmosphere make it a top choice for cocktail enthusiasts.

Rare Spirits

At The Milk Room, you’ll find a carefully curated selection of rare and vintage spirits. Whether you’re a whiskey connoisseur or a gin lover, there’s something for everyone on their impressive menu. Sit back, relax, and enjoy a truly unique drinking experience.

4. The Office

The Office is a speakeasy located beneath The Aviary, known for its exclusive vibe and world-class cocktails. This upscale bar is perfect for those looking for a refined drinking experience. The attentive staff and luxurious setting make it a standout in the Chicago speakeasy scene.

World-Class Cocktails

When you visit The Office, you can expect nothing but the best when it comes to cocktails. The mixologists here are true professionals, using only the finest ingredients to create drinks that are both innovative and delicious. Treat yourself to a night of luxury at The Office.

5. The Berkshire Room

The Berkshire Room is a cozy speakeasy located inside the ACME Hotel Company. This hidden gem is known for its warm and inviting atmosphere, making it a popular spot for locals and visitors alike. The extensive cocktail menu and friendly staff ensure a memorable experience every time.

Friendly Atmosphere

What sets The Berkshire Room apart is its welcoming atmosphere. Whether you’re a regular or a first-time visitor, you’ll feel right at home in this cozy speakeasy. The bartenders are friendly and knowledgeable, ready to whip up your drink of choice with a smile.

My Thoughts

Exploring the speakeasy scene in Chicago is a one-of-a-kind experience that should not be missed. Each of these hidden bars offers a unique ambiance and exceptional cocktails that will transport you back in time. Whether you’re a local or just visiting, be sure to add these 5 best speakeasies in Chicago to your must-visit list for an unforgettable night out.