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Best Cocktail Bars in Lakeshore East

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A photo of Chateau Carbide restaurant
1. Chateau Carbide
3.5
Very Good(220)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 2 times today
At Château Carbide, the Tapas / Small Plates cuisine shines with an authentic, botanical twist that elevates the dining experience to new heights. Nestled on the rooftop of Pendry Chicago, diners can savor light bites crafted by expert Pendry Chefs, all while enjoying breathtaking city views. Guests rave about the "outstanding presentation" and "so many flavors" present in dishes like the cheese and meat hors d’oeuvre and uniquely seasoned fries. This al fresco destination captures the quintessential charm of the French countryside. With a vibrant ambiance and staff known for their "amazing service," Château Carbide is a must-visit for tapas enthusiasts.
A photo of Bar Pendry restaurant
2. Bar Pendry
4.3
Awesome(40)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Off the Pendry Chicago lobby within the historic Carbide & Carbon building, Bar Pendry is a celebration of a classic Chicago cocktail bar. Walk-ins are always encouraged, with reservations taken only for Boozy Tea. With interiors designed by world-renowned design firm Studio Munge, the sophisticated lounge is tucked behind heavy floor-to-ceiling drapery and boasts a dark and moody atmosphere with custom leather sofas, vintage rugs, cozy banquettes and a curated art collection. Anchored around a double-sided fireplace, the 54-person bar offers guests with a selection of classic and seasonal cocktails, wine and local beers along with a menu of elevated bar bites by Pendry Chicago’s Executive Mark Shoemaker and Sunday Afternoon Boozy Tea, available by reservation only.
A photo of Upstairs at The Gwen restaurant
3. Upstairs at The Gwen
4.1
Excellent(270)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 13 times today
Upstairs at The Gwen is a must-visit for Afternoon Tea enthusiasts, offering a truly unique and lively "Tipsy Tea" experience in the heart of River North, Chicago. This isn't just tea; it's a vibrant celebration with bottomless beverages, a DJ spinning tunes, and a themed menu that changes each month, ensuring every visit is fresh and exciting. Guests rave about the "delicious desserts" and the "wonderful themed event," making it a memorable outing. The stunning rooftop setting, combined with the warm ambiance and impeccable service, makes Upstairs at The Gwen a standout destination for an unforgettable Afternoon Tea experience.
A photo of Kitchen + Kocktails by Kevin Kelley - Chicago restaurant
4. Kitchen + Kocktails by Kevin Kelley - Chicago
4.1
Excellent(3355)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 121 times today
Kitchen + Kocktails by Kevin Kelley in Chicago is a shining star of American cuisine, offering a vibrant twist on comfort food classics that delight locals and visitors alike. Situated in the lively River North district, this dynamic eatery serves up “delicious food, friendly service, and great music,” making it a must-visit spot. Guests rave about their “creative and delicious” cocktails and dishes like shrimp and grits and the “best waffles I’ve ever eaten.” The atmosphere is both energizing and welcoming, and with its beautifully plated meals, Kitchen + Kocktails promises a “10/10 great experience” every time you visit.
A photo of Three Dots and a Dash restaurant
5. Three Dots and a Dash
4.8
Exceptional(1883)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 51 times today
With a secret alleyway entrance, Three Dots and a Dash is a speakeasy-style take on the traditional island bar—ready to transport you to the glamorous bygone eras of Trader Vic, Stephen Crane and Don the Beachcomber. Descend underground to discover a subterranean hideaway featuring a rum-soaked menu of more than two dozen classic, modern and original tropical cocktails and a selection of island fare. We are a 21+ venue.
A photo of The Berkshire Room restaurant
6. The Berkshire Room
4.5
Awesome(57)
Price: Moderate
• Cocktail Bar • River North (Chicago)
Booked 4 times today
The Berkshire Room, nestled within River North's chic ACME Hotel, offers an unparalleled Bar and Lounge experience with its exceptional craft cocktails. Guests are consistently dazzled by the "Dealers' Choice," where skilled bartenders create personalized concoctions tailored to each patron’s preferences. The retro classy atmosphere provides the perfect backdrop for a memorable night out, whether you're on a date or enjoying a nightcap with friends after a show. Visitors rave about the "best drinks in town" and the engaging mixologists who bring a touch of magic to every glass. For those seeking an authentic and innovative cocktail experience, The Berkshire Room is a must-visit gem.
A photo of Ghost Donkey - River North restaurant
7. Ghost Donkey - River North
4.7
Exceptional(15)
Price: Moderate
• Cocktail Bar • River North (Chicago)
Booked 7 times today
A warm and inviting space with a healthy dose of city grit, Ghost Donkey is rich with vibrant colors and a carefree, fun-loving attitude that evokes notions of Mexican celebration. A true high-low nightlife destination with elevated mezcal and tequila-focused cocktails, classic bites with just enough twist to keep your palette guessing, and an extensive mezcal and tequila list. Ghost Donkey creates an experience-driven, unforgettable moment for every guest that joins the fiesta. Immerse yourself in the heart and soul of Mexican Hospitality while savoring sips of agave-based spirits. Kick back, relax, and enjoy the show, or break out a dance move underneath the sway of the swinging lights.
A photo of Celeste restaurant
8. Celeste
4.5
Awesome(192)
Price: Moderate
• Cocktail Bar • River North (Chicago)
Booked 2 times today
Celeste, nestled in the vibrant River North neighborhood of Chicago, offers an exquisite take on modern American cuisine. This refined establishment blends upscale dining with a contemporary twist on classic American bars. Guests rave about the "fantastic cocktails" and commend the "wonderful food" that perfectly complements the lively atmosphere. Diners are particularly impressed by the steak tacos, which are touted as "the best" by many. Celeste's unique four-level design, inspired by architectural and artistic nuances, creates an immersive experience that elevates the dining scene. With its exceptional service and stylish ambiance, Celeste stands out as a must-visit for American cuisine enthusiasts.
A photo of Fioretta restaurant
9. Fioretta
4.7
Exceptional(954)
Price: Very Expensive
• Cocktail Bar • West Loop
Booked 45 times today
Fioretta in Chicago's vibrant West Loop district is a cocktail bar that truly stands out with its "incredible drinks crafted to perfection." The bar experience is enhanced by the lively atmosphere, often featuring live music that adds to the allure of an unforgettable night out. Patrons rave about the attentive and friendly bartenders who ensure each cocktail is a masterpiece, making you feel like a "VIP in an establishment like this." Fioretta's cocktails are seamlessly integrated into the overall dining experience, providing an exquisite balance of flavors that mirror the restaurant's opulent and nostalgic ambiance. Perfect for those seeking a sophisticated yet inviting setting, Fioretta is a must-visit destination for cocktail enthusiasts.
A photo of The Violet Hour restaurant
10. The Violet Hour
4.5
Awesome(181)
Price: Expensive
• Cocktail Bar • Bucktown / Wicker Park
Booked 34 times today
The Violet Hour, nestled in the heart of Wicker Park, Chicago, is a paragon of Dining Bar excellence, known for its "inventive and perfectly balanced" cocktails and impeccable service. The James Beard award-winning bar program dazzles with seasonally-driven libations, crafted under the expert guidance of trailblazing head mixologist Toby Maloney. Guests rave about the "amazing ambience" and "intimate experience" that make it a perfect spot for date nights or special occasions. With bartenders who are "true cocktail enthusiasts," The Violet Hour elevates the cocktail culture, earning it a reputation as one of the best craft cocktail bars in the city.
‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

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