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New Yorkers 1st Choice
the Loop's best

Upscale spots with scenic views

An upscale dinner where the view enhances the experience rather than serving as a crutch for overpriced food.

Based on 727 Opinions
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Updated April 2026
01
University Club of Chicago image 1
University Club of Chicago image 2
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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.

Stunning views of Chicago's skyline and Lake Michigan dominate the scene. Indoor/outdoor dining overlooks Michigan Avenue, adding to the breathtaking experience with a gorgeous building backdrop.

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."

"The scenic views of Lake Michigan are beautiful from here."

"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.

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.

Dining offers best city views with fantastic service. Rooms provide gorgeous views of the skyline.

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
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 great city views, including sights of the Willis Tower. Some guests receive complimentary upgrades to rooms with these views.

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."

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

"The location is ideal, putting many places within walking distance."

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.

04
The Walnut Room image 1
American restaurant

Dining room showcases historic decor and a stunning Christmas tree that creates a magical atmosphere. Fairy princesses visit tables, adding a whimsical touch to the experience. Space feels spacious and elegant with white tablecloths and a sense of Chicago history.

Seating by the window offers a perfect view of the Muddy Waters mural. Windows also showcase interesting views and a holiday tree decorated in Marshall Fieldโ€™s colors.

Elegant atmosphere with grand chandeliers and rich wood paneling creates a warm, nostalgic setting. Food presentation is elegant and flavors are comforting.

People are saying

"The holiday atmosphere and the Great Tree are just stunningly gorgeous."

"The food here is delicious and full of flavor."

"It's an elegant place with beautiful chandeliers and wood paneling."

Good to know

1

Reservations are required for holiday dining at least two months in advance.

2

The Walnut Room hosts a popular drag brunch every Sunday at 11 AM.

3

Parking costs $28 for three hours, so plan accordingly.

05
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.

Rooms offer amazing lake views that overlook the water. The setting provides a gorgeous and peaceful scene from comfortable, clean rooms.

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."

"The hotel's classic style feels timeless and sophisticated."

"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.

06
LH Rooftop image 1
Restaurant

Rooftop bar offers unparalleled city views including river and Gothic architecture. Atmosphere is lively with loud music, making conversation difficult. Outdoor space features igloos and fire pits, with indoor area hosting a live DJ to maintain energy.

Offers stunning river views and unparalleled rooftop sights of the city, including the river, bridges, and Gothic architecture. The view stands out as truly unique and beautiful among rooftop spots.

Lively and elegant atmosphere blends with a sophisticated rooftop experience. The space features chic ambiance and cozy seating near the riverwalk.

People are saying

"The rooftop city views are stunning and beautiful."

"The city views from the rooftop are stunning."

"The upscale rooftop offers stunning city views."

Good to know

1

Reservations are required to secure a table at LH Rooftop due to limited space.

2

Expect long wait times during peak hours, especially on weekends.

3

Bring your ID as it is required for entry; no photos accepted.

07
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 offer amazing city views, especially of downtown and Michigan Avenue. Spacious suites feature beautiful architecture sights with easy blackout shades for night.

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 suite had stunning city and lake views."

"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.

08
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.

Location offers breathtaking cityscape views perfect for outdoor shots. Suites feature stunning city views and come with thoughtful amenities.

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 staff here are incredibly accommodating and kind."

"The rooms offer a great view and are spacious and clean."

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.

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