Chicago Metropolitan Area Boutique Hotels with Entertainment

We have created a list with the best boutique hotels with entertainment in Chicago Metropolitan Area, USA. Hope you enjoy it. We think it might be the best of its kind around

The Publishing House Bed and Breakfast

Bed & Breakfast

108 North May Street, West Loop, Chicago, IL 60607, USA

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Artworks
Romantic Break
Local Exploring

7 Baths 315.09 ft²

The Guesthouse Hotel

Hotel

4872 North Clark, Chicago, IL 60640, USA

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Romantic Break
Total Relaxation
Designer Shopping

6 Baths 1001.04 ft²

The Langham Chicago

Hotel

330 North Wabash Avenue, River North, Chicago, IL 60611, USA

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Romantic Hideaway
Spa and Wellness Retreat
Culinary Delights

19 Baths 696.82 ft²

Sophy Hyde Park

Hotel

1411 East 53rd Street, Hyde Park, Chicago, IL 60615, USA

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Artworks
City Style
Total Relaxation

4 Baths 349.83 ft²

Nobu Hotel Chicago

Hotel

155 North Peoria Street, West Loop, Chicago, IL 60607, USA

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Romantic Retreat
Culinary Excellence
Wellness Oasis

5 Baths 676.59 ft²

Hotel EMC2, Autograph Collection

Hotel

228 East Ontario Street, Streeterville, Chicago, IL 60611, USA

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City Style
Romantic Break
Spa Breaks

6 Baths 324.87 ft²

Park Hyatt Chicago

Hotel

800 North Michigan Avenue, Chicago, IL 60611, USA

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Outstanding Location
Total Relaxation
Spa Breaks

14 Baths 528.97 ft²

Trump International Hotel & Tower Chicago

Hotel

401 North Wabash Avenue, River North, Chicago, IL 60611, USA

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Outstanding Location
Romantic Retreat
Spa & Relaxation

20 Baths 912.78 ft²

Loews Chicago Hotel

Hotel

455 North Park Drive, Streeterville, Chicago, IL 60611, USA

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Romantic Retreat
Outstanding Location
Spa Breaks

21 Baths 550.66 ft²

La Banque Hotel

Hotel

2034 Ridge Road, Homewood, IL 60430, USA

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Romantic Break
Total Relaxation
Outstanding Location

7 Baths 309.08 ft²

Four Seasons Chicago

Hotel

120 East Delaware, Chicago, IL 60611, USA

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City Style
Spa Breaks
Romantic Break

22 Baths 809.86 ft²

Sofitel Chicago Magnificent Mile

Hotel

20 East Chestnut Street, Chicago, IL 60611, USA

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Romantic Break
Outstanding Location
Total Relaxation

16 Baths 516.67 ft²

L7 Chicago by LOTTE

Hotel

225 North Wabash Street, Chicago Loop, Chicago, IL 60601, USA

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Outstanding Location
Spa & Relaxation
City Style

10 Baths 411.97 ft²

Loews Chicago O'Hare Hotel

Hotel

5300 North River Road, Rosemont, IL 60018, USA

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Exceptional Dining
Artful Surroundings
Unmatched Comfort

10 Baths 406.88 ft²

Silversmith Hotel Chicago Downtown

Hotel

10 South Wabash Avenue, Chicago Loop, Chicago, IL 60603, USA

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Romantic Break
Outstanding Location
Spa & Relaxation

9 Baths 328.9 ft²

The Robey, Chicago, a Member of Design Hotels

Hotel

2018 W North Avenue, Wicker Park, Chicago, IL 60647, USA

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City Style
Rooftop Retreats
Culinary Delights

14 Baths 377.5 ft²

Waldorf Astoria Chicago

Hotel

11 East Walton, Chicago, IL 60611, USA

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Total Relaxation
Romantic Break
Spa Breaks

5 Baths 852.83 ft²

Chicago Athletic Association, part of Hyatt

Hotel

12 South Michigan Avenue, Chicago Loop, Chicago, IL 60603, USA

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Historic Charm
Gastronomic Delights
engaging-entertainment

12 Baths 328.3 ft²

Ivy Boutique Hotel

Hotel

233 East Ontario, Streeterville, Chicago, IL 60611, USA

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Romantic Break
Total Relaxation
Outstanding Location

4 Baths 573.56 ft²

Kimpton Gray Hotel Chicago by IHG

Hotel

122 West Monroe, Chicago Loop, Chicago, 60603, USA

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Romantic Retreat
Culinary Delights
Central Location & Local Exploration

15 Baths 349.47 ft²

The Hotel & Athletic Club at Midtown

Resort

2444 North Elston Avenue, Chicago, IL 60647, USA

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Total Relaxation
Active Holiday
City Style

2 Baths 344.45 ft²

Renaissance Schaumburg Convention Center Hotel

Hotel

1551 North Thoreau Drive, Schaumburg, IL 60173, USA

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Romantic Retreats
Culinary Delights
Wellness Oasis

11 Baths 299.43 ft²

The Blackstone, Autograph Collection

Hotel

636 South Michigan Avenue, Chicago Loop, Chicago, IL 60605, USA

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Historic Charm
Culinary Delights
Unparalleled Location

9 Baths 394.67 ft²

Renaissance Chicago Downtown Hotel

Hotel

1 West Wacker Drive, Chicago Loop, Chicago, IL 60601, USA

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Outstanding Location
Romantic Break
Spa Breaks

24 Baths 415.31 ft²

The Emily Hotel

Hotel

311 North Morgan Street, West Loop, Chicago, IL 60607, USA

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City Style
Romantic Break
Cultural Explorers

7 Baths 413.64 ft²

If you're a foodie visiting the Chicago Metropolitan Area, look no further than Nobu Hotel Chicago, known for its exceptional Japanese cuisine, and Sofitel Chicago Magnificent Mile, which offers a delightful French dining experience. For innovative dishes, check out Hotel EMC2, Autograph Collection, where culinary creativity meets chic design.

For an indulgent stay in the Chicago Metropolitan Area, consider Trump International Hotel & Tower Chicago, which boasts stunning views and unrivaled service. Alternatively, Waldorf Astoria Chicago offers opulent accommodations with a blend of historic charm and modern luxury, while Park Hyatt Chicago stands out for its contemporary art and fine dining.

Yes! For a romantic getaway, consider The Langham Chicago, offering luxurious riverside views and a tranquil spa. The Robey, Chicago, a Member of Design Hotels features a rooftop bar perfect for sunset cocktails, while Loews Chicago Hotel provides stylish rooms and an intimate atmosphere, ideal for couples.

Travelers seeking great value will love La Banque Hotel, where affordability meets modern comfort. {Virgin Hotels Chicago:BC-1250112} also offers stylish accommodations at competitive rates, making it a popular choice for budget-conscious travelers, without sacrificing quality or excitement in the vibrant downtown area.

For breathtaking views of the Chicago skyline, Trump International Hotel & Tower Chicago is unbeatable, offering floor-to-ceiling windows in many rooms. Park Hyatt Chicago also provides remarkable vistas of Lake Michigan, while Sophy Hyde Park showcases beautiful sights of the historic neighborhood.

Absolutely! Hotel EMC2, Autograph Collection is designed with a focus on art and innovation, perfect for design aficionados. Another standout is L7 Chicago by LOTTE, known for its contemporary style and urban cool vibe, making both hotels ideal for those who appreciate exquisite aesthetics.

Families visiting the Chicago Metropolitan Area will enjoy Loews Chicago O'Hare Hotel, which features spacious rooms and kid-friendly amenities. Additionally, Silversmith Hotel Chicago Downtown offers convenient access to local attractions and a welcoming atmosphere, ensuring a pleasant stay for all ages.