5734 N Milwaukee Ave, Chicago, IL 60646, United States

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Gladstone Lounge & Liquors
Nestled in the heart of Chicago at 5734 N Milwaukee Ave, Chicago, IL 60646, Gladstone Lounge & Liquors offers a timeless dive bar experience that welcomes everyone. Whether you're looking for a casual place to unwind or a lively spot to hang out with friends, this lounge has it all. Its atmosphere feels effortlessly nostalgic, yet fresh and vibrant, thanks to its welcoming crowd and excellent service.
A Relaxed, Old-School Bar Experience
The Gladstone Lounge & Liquors exudes charm with its classic bar setup and old-school vibe. It's the kind of place where the past meets the present: free pool and darts, a simple but inviting layout, and an atmosphere that feels like it’s been carefully preserved. Customers appreciate the laid-back environment, perfect for anyone looking to enjoy a drink or have some fun without the fuss of modern frills. The owner is frequently praised for being super friendly and approachable, which adds to the lounge’s appeal as a comfortable space for all ages.
The Menu: Satisfying and Straightforward
While Gladstone Lounge & Liquors is best known for its drinks and lively ambiance, its menu doesn’t disappoint either. The food here is simple but satisfying, catering to a variety of tastes. Patrons can expect traditional bar fare such as juicy burgers, crispy fries, and hearty snacks that go perfectly with the drinks. The focus is on quality over complexity, ensuring that each bite complements the laid-back environment.
Service and Entertainment
What sets Gladstone Lounge & Liquors apart from other spots in the area are its stellar amenities. One of the standout features is the availability of free pool and darts, offering patrons a chance to relax and socialize while enjoying these timeless games. The bar is spacious enough to accommodate everyone, from regulars to newcomers, and there’s a diverse crowd that adds to the lounge's inclusive atmosphere. It’s a rare gem that can easily turn a quick stop into a fun, memorable evening.
Customer Reviews: Consistently Positive
The reviews for Gladstone Lounge & Liquors speak volumes about the overall experience it provides. Joe G. describes it as “fun times,” noting the friendly atmosphere, free pool and darts, and great drink prices. He also highlights the cleanliness and the super nice owner, emphasizing the lounge’s welcoming vibe for a variety of age groups.
Kirsten M., another satisfied customer, calls it a “typical dive bar” but adds that it offers “good prices” and the “best pool table I have ever played on,” reinforcing the idea that this spot is perfect for those who appreciate the classic dive bar experience with added perks.
Lastly, Mickey P.’s review reflects the down-to-earth feel of the place, referring to it as a “no frills” kind of bar with “good people” and unbeatable prices. His review is a nod to the authenticity of Gladstone Lounge & Liquors as a cherished, old-school gem in the city.
These glowing reviews consistently paint the picture of a place where guests feel valued, enjoy great service, and leave with a smile. From the cozy yet lively atmosphere to the excellent prices and games, Gladstone Lounge & Liquors has earned its place as a local favorite.
Whether you're popping in for a quick drink or spending the evening with friends, Gladstone Lounge & Liquors delivers an authentic, no-nonsense bar experience that keeps patrons coming back for more.
Business Info
Takeaway
Delivery
Bar games
Fast service
Great beer selection
Great cocktails
Karaoke
Sport
Wheelchair-accessible entrance
Wheelchair-accessible toilet
Alcohol
Beer
Cocktails
Happy-hour drinks
Spirits
Wine
Outside food allowed
Table service
Toilet
Wi-Fi
Wi-Fi
Casual
Cosy
Groups
LGBTQ+ friendly
Accepts reservations
Credit cards
Debit cards
NFC mobile payments
Credit cards
Free of charge street parking
Dogs allowed

Reviews
Location & Contact
Restaurants information
Address : 5734 N Milwaukee Ave, Chicago, IL 60646, United States
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Call to reserve a table: +1 773-763-3385
Opening times
Monday : 03:00 PM - 02:00 AM
Tuesday : 03:00 PM - 02:00 AM
Wednesday : 03:00 PM - 02:00 AM
Thursday : 03:00 PM - 02:00 AM
Friday : 03:00 PM - 02:00 AM
Saturday : 12:00 PM - 03:00 AM
Sunday : 11:00 AM - 02:00 AM