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New Yorkers 1st Choice
Best of Loop

Hotel bars

A hotel with a bar that serves as a legitimate destination for a drink, not just a lobby space for tired travelers.

Based on 641 Opinions
+638
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Updated May 2026
01
Staypineapple, An Iconic Hotel, The Loop Chicago image 1
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Historic building blends modern amenities with charming style and comfortable rooms featuring exceptional views. Atmosphere stays fun and welcoming with a calm, chill vibe throughout. Complimentary treats and a friendly bar add to the inviting experience.

Rooms feature very comfortable beds that stand out for quality. Staff members like Marshay provide kind and helpful service. The hotel offers a pet-friendly environment near major shopping and park areas.

A free wine or beer is available at the Atwood bar inside the hotel. The bar also serves food alongside drinks.

People are saying

"This hotel's location is great for walking everywhere."

"The beds here are so comfortable and the rooms are clean."

"The bar staff is so friendly and attentive."

Good to know

1

Happy hour offers a burger and beer or soda for $10 from 4-6 pm.

2

Every afternoon, enjoy a cookie hour with complimentary beverages.

3

Valet parking is expensive and can be problematic during busy events.

02
The LaSalle Chicago, Autograph Collection image 1

Hotel combines old-fashioned charm with a modern twist in a sheek, elegant setting. Rooms are quiet, cozy, and spacious with attention to detail throughout. Public spaces include a quieter bar with jazz and offer great city views.

Rooms offer excellent comfort and staff handle special requests like freezing ice packs without fuss. The hotel also serves as a wedding venue, showing versatility beyond just lodging.

The 21st floor lobby bar offers a private space with incredible service from friendly staff like Nate and Diego. Quality cocktails and delicious food options make the bar and lounge areas stand out.

People are saying

"The hotel staff here is so friendly and helpful."

"Nate at the bar provides the best service and great drinks."

"The bathrooms here are spacious, spotless, and feel luxurious."

Good to know

1

The Grand Ballroom on the 22nd floor hosts weddings and events.

2

Jazz nights occur every Friday and Saturday at the in-house restaurant.

3

Check-in is located on the 21st floor, right outside the elevators.

03
Grill on 21 image 1
Restaurant

Restaurant occupies a sleek, upscale space on the 21st floor with an art deco and speakeasy vibe. Ambient live jazz music plays softly, creating a lively yet inviting atmosphere. Booths accommodate small groups comfortably, enhancing the overall elegant dining experience.

Impressive architecture and aesthetic appeal shape the hotel's atmosphere. The on-site Grill on 21 serves breakfast and brunch that align with the hotel's overall quality.

Warm and welcoming service stands out with Mary and Ana making guests feel at home. The bar staff is friendly and attentive, showing clear enjoyment in their work and deep menu knowledge.

People are saying

"The food here tasted lovely and was outstanding."

"The bar staff's service is so warm and welcoming, you'll feel right at home."

"The food at this Hotel was outstanding, from appetizers to meals."

Good to know

1

Live jazz performances happen every Friday and Saturday evening.

2

A 20% gratuity is automatically added to bills for parties of two.

3

Sourdough bread is often out of stock, so consider alternatives.

04
citizenM Chicago Downtown image 1

Hotel offers modern, eclectic design with vibrant colors and creative communal spaces including a bar and terrace with city views. Rooms feature smart home technology and blackout shades, providing a quiet, well-insulated environment. Gym and workstations add to the functional, trendy atmosphere.

Location stands out for being close to everything and easy to get around. Rooms offer comfortable pillows and staff provide personal touches like cards and champagne. The gym ranks among the best hotel gyms experienced.

Views and atmosphere stand out at the bar, complemented by stylish decor and attentive employees. The 4th floor cafe/bar offers free filtered water, adding a nice touch to the experience.

People are saying

"I loved staying at this hotel; I'll definitely return."

"It's the perfect location for Date Spots, with attractions and shopping within walking distance."

"The bar has good drinks and a welcoming atmosphere."

Good to know

1

The hotel is located in the heart of Chicago, close to major attractions.

2

Parking costs around $50 a night and is located a block away from the hotel.

3

The gym is one of the best hotel gyms available.

05
Renaissance Chicago Downtown Hotel image 1

Rooms offer spacious layouts with spectacular river views and maintain a quiet atmosphere despite nearby city noise. Rooftop bar provides a comfortable setting with heaters and fire pits, creating a pleasant spot to relax. Central bar stays lively, attracting a steady crowd, while the overall vibe remains luxurious and calm.

Centrally located by the Riverwalk and close to major attractions like Michigan Avenue shops and the lakefront path. Offers great service and modern amenities in a clean, comfortable setting.

Rooftop bar features comfortable sofas, heaters, and fire pits with both outdoor and indoor seating. Staff are pleasant and polite, serving excellent libations and nice snack food.

People are saying

"The hotel staff were so kind and professional."

"The river and city skyline views from the room were spectacular."

"The food at the bar is excellent."

Good to know

1

The hotel charges $80 for overnight parking.

2

Valet parking is available for $88 per night.

3

The hotel is located right off the river, providing great views.

06
University Club of Chicago image 1

Building showcases early 20th century architecture with historic character and beautiful views. Atmosphere blends classy, elegant charm with modern exclusivity, creating a harmonious and inviting setting. Amenities include squash courts, gym, library, and bar, supporting both relaxation and active pursuits.

Early 20th century style blends with elegant simplicity and well-maintained facilities. The hotel includes a sport room with 8 squash courts and a library and bar with great views.

Offers a very nice bar with a great view and a bar area connected to a game room. Amenities include first-class bars alongside restaurants and other facilities.

People are saying

"The views of Lake Michigan from the club are great."

"I found the hotel staff to be really great."

"The bar's historic character combines with modern ambience."

Good to know

1

The club hosts various events, including weddings and corporate gatherings.

2

Expect high costs for events, with weddings starting around $50,000.

3

Reservations are recommended for dining, especially during peak hours.

07
Seville Chicago image 1
Restaurant

Rooftop restaurant offers stunning city views and a relaxed atmosphere with friendly staff. The space features beautiful ambiance suitable for quiet meals or lively happy hours. Cocktails and small plates complement the setting, creating a charming dining experience.

Rooms offer convenient access to a rooftop restaurant with views near Willis Tower. Late check-ins are common, with options for a quick bite on site.

Showplace bar features wall tiles and hanging lights that create a strong visual appeal. It offers great views at night and allows dining without a reservation.

People are saying

"You'll love the inventive cocktails, many are sweet."

"The drinks here are solid, and the food menu is varied."

"The food at this hotel was delicious and amazing."

Good to know

1

Happy hour runs from 3:30 to 5:30pm on weekdays.

2

Happy hour offers great deals on food and drinks.

3

The restaurant is located on the 16th floor of the Hilton hotel.

08
Hyatt Regency Chicago image 1

Hotel offers modern design with spacious rooms featuring river views and comfortable beds. Common areas buzz with activity, creating a lively atmosphere despite occasional crowding. Amenities include a top-notch gym, club level access, and convenient on-site services like car rental and security.

Central location puts you close to the Riverwalk, jazz spots, and museums. Staff delivers exceptional customer service with top-notch attention throughout your stay.

Plenty of seating fills the main restaurant and bars, making it easy to find a spot. The club lounge offers daily $25 credit usable for pasta and sushi.

People are saying

"This hotel's downtown location is perfect for walking everywhere."

"I enjoyed the bar each night with excellent service and atmosphere."

"The beds here are really comfortable."

Good to know

1

Restaurants remain open until 1am for late-night dining options.

2

Valet parking costs $80 per night, which is quite high.

3

The hotel does not offer shuttle service to O'Hare Airport; taxi costs around $60.

09
The St. Regis Chicago image 1

Towering skyscraper offers spacious rooms with epic city views and an elegant atmosphere. Amenities include a large indoor pool, well-equipped gym, and personalized butler service. Dining spaces provide luxurious settings with rooftop views and unique breakfast options.

Luxury defines the hotel with outstanding service and a professional, kind staff. The environment feels like a home away from home with attentive care from front desk to courtesy drivers.

Miru offers a bar on the 11th floor with a beautiful setting and great service. Tre Dita's bar provides a wonderful experience alongside its dining.

People are saying

"Vince at the Hotel concierge desk went all out to make everything exceptional."

"The city views from the pool and terrace are amazing."

"I loved the bar's killer rooftop view and great vibe."

Good to know

1

Every evening at 5 pm, they do Sabrage (Champagne Sabering) for guests.

2

There is a daily champagne opening ceremony with a saber starting at 5:30 p.m.

3

The hotel is located near Riverwalk, providing easy access to attractions.

10
Chicago Athletic Association - The Unbound Collection by Hyatt image 1

Venetian-Gothic architecture shapes a stylish hotel with ornate woodwork and intricate carvings. Lively atmosphere fills public game rooms and a rooftop bar with great views of the lake and park. Athletic-themed amenities include basketball, bocce, and yoga, blending historic charm with active recreation.

Rooms combine historic charm with modern comfort, supported by attentive staff who handle situations with care. The hotel offers a central location and a memorable stay experience.

Rooftop setting offers a great spot for pre-dinner drinks. The bar serves pub food, has games, and a good selection of beers.

People are saying

"It's a striking historical site with authentic charm and artistic details."

"This hotel's stunning design blends old-world charm with modern comfort."

"The bar's striking Gothic architecture is a modern marvel."

Good to know

1

Happy hour runs daily from 4-6pm with discounted drinks.

2

Expect wedding crowds on weekends due to the hotel's wedding venue status.

3

Reservations are required weeks in advance for dinner at Cindy's Rooftop.

11
Bar Pendry Chicago image 1

Small bar with cozy fireplace and plush seating creates a warm, relaxed vibe. Music stays at a comfortable level, supporting a laid-back atmosphere with a hint of 80s living room style. Space suits small groups and afterwork drinks, offering period-inspired cocktails and a quiet place to unwind.

Lounge and bar areas offer a relaxing fire and period-inspired cocktails at the lobby bar.

Interesting period-inspired cocktails and dirty martinis stand out at the bar. The excellent service and comfy couches create a cozy vibe, especially near the fireplace.

People are saying

"The food here is amazing; the staff is so friendly and attentive."

"The bar staff was so attentive and friendly."

"The drinks at the Hotel bar were delicious and interesting."

Good to know

1

Bar Pendry Chicago can get packed during happy hour.

2

The bar's small size makes it not suitable for larger groups.

3

Expect a busy atmosphere in the evenings.

12
Union League Club image 1

Elegant edifice with dark wood, marble, and gold fixtures creates a historic American atmosphere. Ambiance blends old-world charm with a relaxing yet professional vibe. Amenities include a library, multi-story gym, pool, and co-working spaces that support both leisure and business.

Gorgeous hotel with rich history and well-maintained interiors offers great service from check-in to check-out. Amenities include food, athletics, event space, spa, and barber shop, all accessible in the heart of downtown.

An indoor bar offers a secluded spot for quiet moments and lively pre-dinner drinks. The bar downstairs gets lively during games, creating a great vibe alongside the event room on the second floor.

People are saying

"It's a truly elegant and classy place with a timeless feel."

"The hotel staff were so professional and went above and beyond."

"The bar staff here is so friendly and professional."

Good to know

1

Expect to pay an extra $50 per night if you are a non-member.

2

Parking costs $68 for same-day in-and-out access.

3

The venue hosts monthly birthday parties for members with dinner included.

13
Silversmith Hotel Chicago Downtown image 1

Historic building blends modern comfort with classic design in a quiet atmosphere despite city noise. Spacious rooms feature floor-to-ceiling windows and high-quality amenities. Lobby bar offers a chill vibe with excellent service and drinks.

Centrally located just a block from Millennium Park, the hotel offers easy access to main attractions and is right by the orange line train from the airport. Staff provide fantastic service and the overall experience is consistently wonderful and memorable.

Bar staff provide attentive service, with one bartender offering helpful tourist recommendations and personalized care. The experience includes smooth interactions with valet and doorman personnel.

People are saying

"The Hotel staff made my stay feel welcoming and personal."

"I was surprised how quiet it was, even near the metro."

"The staff here is so friendly and helpful, making you feel truly cared for."

Good to know

1

The hotel charges a $30 historic preservation fee at check-in.

2

Happy hour at the bar features discounted drinks and appetizers until 7pm.

3

The bar closes at 10pm, so plan your evening accordingly.

14
Pendry Chicago image 1

Historic building with Art Deco design offers spacious rooms featuring city views and luxurious amenities. Lobby and rooftop lounge provide a resort-like atmosphere with music and entertainment. Downtown location brings loud street noise at all hours, affecting room quietness.

Rooms include a legit wet bar. Staff greet guests warmly, creating a welcoming vibe. This hotel serves as a reliable choice for stays in the city.

Gorgeous bar area creates a strong first impression. Staff at the bar and front desk stay attentive and easygoing, enhancing the overall experience.

People are saying

"The hotel staff were so friendly and helpful."

"The bar has rare liquors and a delicious cocktail menu."

"The suite had stunning views of the city and lake."

Good to know

1

The Cadillac experience is available only on select days and hours.

2

Escalade service operates on Fridays and Saturdays for rides within a two-mile radius.

3

Happy hour is offered daily at the restaurant.

15
Sports Illustrated Resorts Chicago image 1

Hotel offers great views and modern, comfortable rooms with thoughtful amenities like in-room kettles and a well-equipped gym. Rooftop bar and club create a loud atmosphere with bass noise permeating halls late into the night. Design is upscale and clean, but overall vibe is not warm or welcoming.

Rooms stay clean and nice with friendly staff providing excellent service. The hotel sits in a great location near theaters and Michigan Avenue, offering strong overall value.

Rooftop bar offers amazing views with a friendly staff including Ioanna who makes everyone feel amazing.

People are saying

"The hotel staff went above and beyond to make me feel welcome."

"The rooftop has stunning city views and is a great place to unwind."

"The rooftop bar has stunning views and is magical."

Good to know

1

Rooftop parties occur on weekends, featuring house music and a vibrant atmosphere.

2

Happy Hour offers complimentary drinks for guests from 4-5pm daily.

3

Reservations for special events like birthday celebrations are recommended for personalized services.

16
JW Marriott Chicago image 1

Historic architecture blends with modern amenities in a quiet, peaceful setting despite urban surroundings. Spacious rooms offer old school luxury with plush beds and large bathrooms. Public spaces include an elegant lobby and a large bar with ample seating.

Rooms and bathrooms offer luxurious comfort with attention to detail. Services like valet parking and the spa enhance the stay, making it ideal for events like weddings.

The bar downstairs offers a nice atmosphere with amazing whiskey sours made by Robert. The main floor bar has a fun vibe and attentive service, making it worth visiting even without staying at the hotel.

People are saying

"I found the hotel to be absolutely beautiful and gorgeous."

"The Day Lounge is a terrific spot for breakfast."

"The bar staff here really go out of their way to help you."

Good to know

1

Check-in is at 4pm and check-out is at 12pm.

2

Valet parking costs $88.00 per night.

3

Self-parking is available for $68.00 per night.

17
Hilton Garden Inn Chicago Central Loop image 1

Tall, bright rooms offer modern amenities like coffee makers and mini fridges, creating a comfortable and convenient stay. Quiet atmosphere prevails in rooms, though hallways can become noisy late at night. A rooftop bar with city views adds a distinctive feature to the hotel experience.

Clean rooms and a perfect location in the Loop make this hotel a solid choice. It offers affordable rates close to downtown with plenty to do nearby.

Rooftop bar offers great views of the city and Willis Tower. Staff provide excellent service in a lively atmosphere with a good selection of food and drinks.

People are saying

"The hotel rooms were clean and comfortable."

"The location is great, right across from the Willis Tower."

"The bar's drinks were creative and perfectly balanced."

Good to know

1

Parking is available in the garage next door, but it can be expensive.

2

Breakfast costs $26 per person and is not complimentary.

3

Expect a $200 incidental hold on your card upon check-in.

18
theWit Chicago, a Hilton Hotel image 1

Hotel offers lively rooftop bar with great city views and vibrant atmosphere. Rooms and common areas feature funky artwork and a comfy, eclectic design. Nighttime brings street noise and energetic crowds, especially near the club and light rail.

Freshly renovated rooms create a modern vibe. Staff show exceptional communication and ownership in handling issues. Location is perfectly central for easy access.

A rooftop bar called ROOF offers scenic views and a hip vibe. It serves sushi and vodka cocktails that stand out.

People are saying

"The hotel's five-star service made my day better."

"The rooftop bar has a lively atmosphere and great skyline views."

"The rooftop bar has amazing vibes and great skyline views."

Good to know

1

The rooftop bar hosts a brunch buffet on weekends.

2

Private events frequently close the rooftop bar, limiting access.

3

Valet service is recommended as there is no parking available.

19
Canopy by Hilton Chicago Central Loop image 1

Quiet, spacious rooms with luxurious decor and modern amenities create a cozy, home-like atmosphere. Heavy carpeting and thoughtful design keep noise low despite nearby urban sounds. Facilities include a well-equipped fitness center, free water refill stations, and a rooftop restaurant open for dinner.

Boutique hotel offers a beautiful setting with a great location near the Amtrak station. Features include a free water refill station on the ground floor.

Lobby bar features friendly bartenders like Manny and Paul who craft delectable drinks. Bar manager Ashley and staff provide attentive service that enhances the experience.

People are saying

"This hotel's decor is beautifully designed and visually appealing."

"The bartenders here are amazing and so welcoming."

"The location is great, right across from Willis Tower."

Good to know

1

Parking at the hotel costs $75 a day, which can be high on weekends.

2

The hotel is located just 2 blocks from Union Station, making it accessible.

3

Wi-Fi issues may occur, as some guests reported authentication problems.

20
The Blackstone, Autograph Collection image 1

Historic hotel with classic charm and artistic decor creates an elegant and lively atmosphere. Rooms offer spacious layouts and great views, though noise from hallways and street is noticeable. Fitness center shows signs of wear but remains a notable feature.

Historic architecture and art displays create a unique atmosphere. Staff share the hotel's rich history eagerly, adding to the experience.

Complimentary drinks come with excellent service from bar and restaurant staff. The interior bar offers a relaxing spot to unwind without leaving the building.

People are saying

"The hotel rooms here are spacious and impeccably clean."

"It's a beautiful historical site with a timeless elegance."

"The bar here is beautiful and perfect for relaxing."

Good to know

1

Parking is available at a garage across the street, but no valet service is offered.

2

The hotel charges a nightly resort fee that is not disclosed at check-in.

3

Breakfast and snacks are served Monday through Friday at the hotel restaurant.

21
Swissotel Chicago image 1

Rooms offer panoramic views of the lake, river, and cityscape, creating a striking backdrop. The atmosphere feels upscale and spacious, with a large gym featuring impressive equipment and scenic views. Efficient escalators connect floors smoothly, supporting a steady flow of guests.

Service goes above and beyond with friendly staff and excellent cleaning. Beds and pillows offer exceptional comfort. Location sits close to major attractions.

Staff remain friendly and polite, with attentive service from key team members. The bar offers a great atmosphere and serves dishes like Tuscan grilled octopus.

People are saying

"The hotel staff were lovely and accommodating."

"The beds here are incredibly comfortable, making for a great night's sleep."

"The hotel bar had very limited drink choices."

Good to know

1

Expect hidden fees like a $25 resort fee not disclosed at booking.

2

Parking costs $87 per night, which is considered high.

3

The hotel bar closes at 10:30 PM on weekends.

22
Hilton Garden Inn Chicago Downtown Riverwalk image 1

Hotel offers river and city views from upper floors with a cozy lobby and serene dining area on the first floor. Noise levels rise at night, reflecting the vibrant urban atmosphere nearby. Amenities include clean rooms with coffee makers and a well-equipped fitness center.

Rooms stay clean and well-maintained with friendly service from staff. Location offers easy access to major sites and allows early check-in and luggage storage for convenience.

Evenings feature a nice bar with excellent service from William, who stands out for his friendliness.

People are saying

"This hotel's location is perfect, right in the middle of everything."

"The nice view from the top floor overlooks the river."

"William at the bar offered excellent service."

Good to know

1

Parking is valet only and costs $70 per night.

2

The restaurant was closed for the entire stay, with no breakfast options available.

3

An elevator was out of service during the stay.

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