Atly Logo
New Yorkers 1st Choice
Guide to the Loop

Upscale places

An upscale experience that delivers on quality and service without the performative pretension.

Based on 579 Opinions
+576
User
User
User
Updated April 2026
01
Union League Club image 1
Union League Club image 2
Union League Club image 3
View all

Elegant edifice features tall ceilings and a stunning fireplace that create a warm, sophisticated vibe. Dark wood, marble, and gold fixtures add old-world charm while amenities like a multi-story gym and co-working spaces support both leisure and business.

Tall ceilings and a stunning fireplace create a warm, sophisticated atmosphere. Service suits both small and large groups of upper-sophisticated class individuals in a clean, organized, and elegant setting.

People are saying

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

"The food here is really good and delicious."

"It's a super elegant place with a timeless feel."

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.

02
The LaSalle Chicago, Autograph Collection image 1

Hotel blends old-fashioned charm with a modern twist in a sheek, elegant setting. Rooms are quiet, cozy, and spacious with high-end finishes. Public spaces include a quieter bar with jazz and offer great city views, perfect for intimate events.

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.

03
PAZZO'S image 1
Italian restaurant

Open dining area with glass ceiling and large windows fills space with natural light. Black and white marble and a water fountain sculpture add elegance. Spacious, warm atmosphere suits weddings and upscale events perfectly.

The venue features a gorgeous, elegant space that feels spacious yet maintains a warm atmosphere for receptions.

People are saying

"The food and service here were outstanding and made our day wonderful."

"This elegant space with its grand ceilings is perfect for couples' photos."

"The space feels so elegant and spacious."

Good to know

1

Reservations are recommended for private events to ensure availability.

2

The venue allows drop-offs two days before events for convenience.

3

Plated meal and open bar pricing is affordable for a downtown venue.

04
University Club of Chicago image 1

Building blends early 20th century architecture with elegant design and a classy atmosphere. Offers squash courts and a gym for active pursuits, plus a library and bar for relaxation. Views add charm to this exclusive, inviting setting.

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."

"This historic building is fascinating and stunning."

"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.

05
JW Marriott Chicago image 1

Historic architecture meets old school luxury in spacious rooms with plush beds. Guests enjoy outstanding cuisine in an elegant restaurant and relax in a large bar with ample seating. Natural light fills elegant rooms, creating a peaceful urban retreat.

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.

06
Stetsons Modern Steak + Sushi image 1

Elegant space blends marble, leather, and wood for a cozy yet upscale atmosphere. Soft lighting creates a relaxing vibe. Guests enjoy top-notch sushi and well-prepared steaks in a refined setting.

Elegant atmosphere blends marble, leather, and wood for a cozy yet upscale feel. The design creates a relaxing and beautifully crafted space.

People are saying

"The steak here was perfectly cooked and melt-in-your-mouth tender."

"The Japanese Food, especially the sushi, was so fresh and delicious."

"The Upscale dishes were spectacular, prepared with care and patience."

Good to know

1

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

2

The restaurant is located inside the Hyatt Regency, making it convenient for hotel guests.

3

ADA accessible facilities are available for guests with mobility challenges.

07
Bandol Brasserie & Raw Bar image 1

Space blends art deco style with southern France beach vibes for an upscale ambiance. Warm lighting and cozy decor create a lively yet intimate setting. Enjoy authentic French cuisine and cocktails while listening to French pop and chill house music.

Effortlessly elegant ambiance with warm lighting and modern yet cozy decor creates a lively but intimate energy. The atmosphere suits a fancy dinner with authentic French cuisine.

People are saying

"The food here is delicious, especially the steak frites."

"The service at these dinner spots is excellent and attentive."

"The dining here felt like Michelin star quality."

Good to know

1

Reservations are recommended for dinner, especially on weekends.

2

Happy hour runs from 4 to 6 PM with great deals on drinks and appetizers.

3

The rooftop menu starts at 3 PM, perfect for afternoon gatherings.

08
The St. Regis Chicago image 1

Towering skyscraper offers spacious rooms with epic city views and an elegant atmosphere. Enjoy personalized butler service and dine in luxurious settings with rooftop views. Suites like Caroline Astor provide quiet, refined comfort overlooking river and lake landmarks.

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.

09
Pendry Chicago image 1

Historic building with Art Deco design offers spacious rooms and city views. Modern style blends with cozy, elegant decor and friendly staff. Downtown spot has lively rooftop lounge but brings loud street noise that affects quietness.

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.

10
Macy's image 1
Department store

Historic department store blends iconic architecture with a cozy atmosphere in its elegant dining room. Spacious layout and walnut woodwork create an upscale feel. Unique art exhibits and holiday decorations add charm without crowds.

Elegant walnut woodwork and a cozy atmosphere define the dining area. Spacious layout and well-stocked perfume shop add to the refined feel.

People are saying

"Ashley acted as my personal shopper for Women's Clothing."

"I found the department store's building huge and beautiful."

"It's an elegant, spacious place with a grand architecture."

Good to know

1

Reservations are required on weekends to dine at the Walnut Room.

2

Macy's has no on-site parking available; street parking is costly.

3

The Walnut Room on the 7th floor offers lunch and happy hour options.

11
The Walnut Room image 1
American restaurant

Dining room features historic decor and a stunning Christmas tree that adds magic. Grand chandeliers and rich wood paneling create an elegant atmosphere. Fairy princesses bring a whimsical touch to this spacious, nostalgic space.

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 salads here are a cherished part of Chicago's history."

"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.

12
The Blackstone, Autograph Collection image 1

Historic hotel blends classic charm with elegant styling in rooms and lobby. Spacious rooms offer great views but hallway and street noise can intrude. Fitness center, though worn, remains a notable feature for guests.

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.

13
LH Rooftop image 1
Restaurant

Rooftop bar offers unparalleled city views and a lively atmosphere with loud music and a live DJ. Chic ambiance and cozy seating near the riverwalk create an elegant experience. Outdoor igloos and fire pits add unique charm.

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 food here is pretty good, though just okay."

"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.

Discover more

Chicago Loop, Chicago

Area guide
Loading Map...