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New Yorkers 1st Choice
Best of Loop

Upscale hotels

Made for those who demand a high level of service and refined surroundings as the standard for their stay.

Based on 493 Opinions
+490
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Updated April 2026
01
The LaSalle Chicago, Autograph Collection image 1
The LaSalle Chicago, Autograph Collection image 2
The LaSalle Chicago, Autograph Collection image 3
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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.

Rooms feature high-end finishes and offer a spacious, elegant setting. The space suits intimate events with a beautiful, comfortable atmosphere.

People are saying

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

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

"The rooms are spacious and elegant with comfortable finishes."

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.

02
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.

Elegant, spotless rooms offer spectacular views of the river, lake, and city landmarks. Suites like the Caroline Astor provide spacious comfort in a quiet, refined setting.

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."

"The rooms are beautiful, elegant, and stunningly luxurious."

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.

03
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.

Elegant design and classy atmosphere define the space. It combines luxurious touches with a simple, beautiful style.

People are saying

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

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

"It's so elegant and luxurious here."

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.

04
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.

Elegant rooms offer abundant natural light and luxurious surroundings for getting ready. The on-site restaurant serves outstanding cuisine in an elegant setting with top-tier service.

People are saying

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

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

"The staff here are incredibly accommodating and kind."

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.

05
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.

Modern design blends with a cozy and elegant atmosphere. Rooms feel sophisticated yet warm, with tasteful decor and a friendly, dedicated staff.

People are saying

"The hotel staff were so friendly and helpful."

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

"It's an elegant property with a beautiful, modern design."

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.

06
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.

Elegant styling defines the rooms and lobby, featuring phenomenal ceilings and light fixtures. The vibe blends classic sophistication with a cozy, timeless feel.

People are saying

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

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

"This place feels so classy and elegant, like stepping back in time."

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.

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