Top 19 Boutique hotels in Chicago
Boutique hotels in Chicago offer a unique and intimate lodging experience. These stylish establishments, combining personalized service with upscale amenities, provide a refreshing alternative to conventional chain hotels. Boutique hotels in Chicago are often located in the city's most desirable neighborhoods, allowing guests to immerse themselves in the city's vibrant culture and nightlife. With their distinctive character and local charm, these hotels offer a memorable stay for discerning travelers.
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- 1. Staypineapple, An Iconic Hotel, The Loop Chicago
- 2. Freehand Chicago
- 3. Chicago Athletic Association - The Unbound Collection by Hyatt
- 4. Virgin Hotels Chicago
- 5. The Robey
- 6. The Willows Hotel
- 7. Pendry Chicago
- 8. Moxy Chicago Downtown
- 9. The Talbott Hotel
- 10. Ambassador Chicago - JDV by Hyatt
- 11. Found Chicago powered by Sonder
- 12. Hotel Lincoln - JDV by Hyatt
- 13. The Ivy Hotel
- 14. Majestic Hotel
- 15. Villa D' Citta Bed & Breakfast
- 16. Wicker Park Inn
- 17. The Villa Toscana Guest House
- 18. Nobu Hotel Chicago
- 19. The Blackstone, Autograph Collection
1. Staypineapple, An Iconic Hotel, The Loop Chicago
Iconic pineapple-themed decor and hospitality.
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Staypineapple Chicago, a boutique hotel chosen by Conde Nast Traveler as one of the best hotels in the world, offers a unique and luxurious experience for its guests. Housed in the beautifully restored Reliance Building, located in Chicago's Loop, this hotel provides an authentic and historic taste of the Windy City.
Recent visitors praise Staypineapple Chicago for its convenient location and historic ambiance. The hotel boasts a designation as a National Historic Landmark, and its location in the Loop makes it an ideal spot for exploring all that Chicago has to offer. Guests can enjoy the perfect blend of luxury, history, and convenience during their stay at Staypineapple Chicago.
Staypineapple Chicago, a boutique hotel chosen by Conde Nast Traveler as one of the best hotels in the world, offers a unique and luxurious experience for its guests. Housed in the beautifully restored Reliance Building, located in Chicago's Loop, this hotel provides an authentic and historic taste of the Windy City.
Recent visitors praise Staypineapple Chicago for its convenient location and historic ambiance. The hotel boasts a designation as a National Historic Landmark, and its location in the Loop makes it an ideal spot for exploring all that Chicago has to offer. Guests can enjoy the perfect blend of luxury, history, and convenience during their stay at Staypineapple Chicago.
2. Freehand Chicago
Each room features custom art and furnishings, creating a one-of-a-kind experience.
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Freehand Chicago is a boutique hotel that offers a unique accommodation experience. The location of the hotel is ideal, situated close to numerous attractions and restaurants. The staff members are friendly and eager to assist guests with their needs.
The hotel boasts a lot of character, with well-designed rooms and inviting common areas. The decor is modern and tasteful, with a mix of vintage and contemporary styles. If you're looking for a break from typical chain hotels, Freehand Chicago is an excellent choice. Its distinctive atmosphere and personalized service will make your stay memorable and enjoyable.
Freehand Chicago is a boutique hotel that offers a unique accommodation experience. The location of the hotel is ideal, situated close to numerous attractions and restaurants. The staff members are friendly and eager to assist guests with their needs.
The hotel boasts a lot of character, with well-designed rooms and inviting common areas. The decor is modern and tasteful, with a mix of vintage and contemporary styles. If you're looking for a break from typical chain hotels, Freehand Chicago is an excellent choice. Its distinctive atmosphere and personalized service will make your stay memorable and enjoyable.
3. Chicago Athletic Association - The Unbound Collection by Hyatt
Historic building with modern amenities and a touch of sporting heritage
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The Chicago Athletic Association is a recently added hotel to the Hyatt family, but it has been a part of downtown Chicago's rich history for much longer. Upon staying at the property for the first time since its acquisition by Hyatt, I found it to be a delightful experience with one exception. The Chicago Athletic Association hotel is an artfully restored historic property that offers a unique and enjoyable stay. It is also home to some of the city's most highly regarded dining and drinking establishments.
However, there is one drawback that is worth mentioning. Despite the hotel's many strengths, it can be quite noisy at times due to its location on a busy street and its close proximity to nightlife venues. While this may not be an issue for all guests, it is something to keep in mind when making your reservation. Overall, the Chicago Athletic Association hotel is a wonderful addition to the Hyatt family and a great option for travelers looking to experience the best of Chicago's rich cultural and culinary scenes.
The Chicago Athletic Association is a recently added hotel to the Hyatt family, but it has been a part of downtown Chicago's rich history for much longer. Upon staying at the property for the first time since its acquisition by Hyatt, I found it to be a delightful experience with one exception. The Chicago Athletic Association hotel is an artfully restored historic property that offers a unique and enjoyable stay. It is also home to some of the city's most highly regarded dining and drinking establishments.
However, there is one drawback that is worth mentioning. Despite the hotel's many strengths, it can be quite noisy at times due to its location on a busy street and its close proximity to nightlife venues. While this may not be an issue for all guests, it is something to keep in mind when making your reservation. Overall, the Chicago Athletic Association hotel is a wonderful addition to the Hyatt family and a great option for travelers looking to experience the best of Chicago's rich cultural and culinary scenes.
4. Virgin Hotels Chicago
Richard Branson's first hotel in the US
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This boutique hotel in downtown Chicago redefines modern luxury and comfort, featuring three on-site restaurants, a rooftop bar and nightclub, and extensive meeting and social spaces. Guests can enjoy a memorable hotel experience, with the vibrant energy of the city just steps away.
Located in the iconic Chicago Loop, the hotel offers unparalleled access to the city's top attractions. From world-class dining and shopping to cultural institutions and entertainment venues, there is something for everyone. Whether traveling for business or pleasure, the hotel provides the perfect home base for exploring all that Chicago has to offer. Don't miss out on the opportunity to book an unforgettable stay at this downtown Chicago boutique hotel.
This boutique hotel in downtown Chicago redefines modern luxury and comfort, featuring three on-site restaurants, a rooftop bar and nightclub, and extensive meeting and social spaces. Guests can enjoy a memorable hotel experience, with the vibrant energy of the city just steps away.
Located in the iconic Chicago Loop, the hotel offers unparalleled access to the city's top attractions. From world-class dining and shopping to cultural institutions and entertainment venues, there is something for everyone. Whether traveling for business or pleasure, the hotel provides the perfect home base for exploring all that Chicago has to offer. Don't miss out on the opportunity to book an unforgettable stay at this downtown Chicago boutique hotel.
5. The Robey
Offers stunning views of the Chicago skyline from the rooftop bar.
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The Robey is a charming boutique hotel in Chicago, known for its unique style and excellent service. The rooms are stylish and offer a high level of comfort, making it a perfect place to stay. The hotel also boasts a rooftop bar with breathtaking views of the city, adding to its overall allure.
The staff at The Robey are friendly and accommodating, contributing to a great boutique hotel experience. High-quality amenities are available for guests, enhancing their stay. The hotel is highly recommended for anyone visiting Chicago who is seeking a memorable and comfortable place to stay.
The Robey is a charming boutique hotel in Chicago, known for its unique style and excellent service. The rooms are stylish and offer a high level of comfort, making it a perfect place to stay. The hotel also boasts a rooftop bar with breathtaking views of the city, adding to its overall allure.
The staff at The Robey are friendly and accommodating, contributing to a great boutique hotel experience. High-quality amenities are available for guests, enhancing their stay. The hotel is highly recommended for anyone visiting Chicago who is seeking a memorable and comfortable place to stay.
6. The Willows Hotel
Built in 1906, this historic hotel offers a unique charm and character that cannot be found in chain hotels.
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The Willows Hotel is a budget-friendly boutique hotel located on a tree-lined street near Lincoln Park. It is housed in a historic building and offers free WiFi and 24-hour coffee and tea service. The guest rooms are cozy and equipped with modern amenities. The hotel provides a free continental breakfast and afternoon cookies to its guests.
Located on the northern edge of Lincoln Park, The Willows Hotel is a cost-effective option for travelers seeking a boutique hotel experience. The hotel's historic building features charming guest rooms with up-to-date amenities. Guests can enjoy complimentary WiFi and coffee/tea service at any time of the day. Additionally, the hotel offers a free continental breakfast and afternoon cookies, making it an even better value.
The Willows Hotel is a budget-friendly boutique hotel located on a tree-lined street near Lincoln Park. It is housed in a historic building and offers free WiFi and 24-hour coffee and tea service. The guest rooms are cozy and equipped with modern amenities. The hotel provides a free continental breakfast and afternoon cookies to its guests.
Located on the northern edge of Lincoln Park, The Willows Hotel is a cost-effective option for travelers seeking a boutique hotel experience. The hotel's historic building features charming guest rooms with up-to-date amenities. Guests can enjoy complimentary WiFi and coffee/tea service at any time of the day. Additionally, the hotel offers a free continental breakfast and afternoon cookies, making it an even better value.
7. Pendry Chicago
Stylish, design-focused boutique hotel in a prime location with excellent service.
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Pendry Chicago is a luxury hotel that combines the past and present in a modern and comfortable setting. The hotel is located in a historic building from the Prohibition era in the heart of Downtown Chicago. It features contemporary interiors, signature culinary and cocktail concepts, and inspiring gathering spaces that embody the spirit of the city.
The hotel's design honors its historic roots while providing modern amenities and comforts. Guests can enjoy delicious food and drinks, as well as stylish and inviting gathering spaces. Overall, Pendry Chicago is a luxury hotel that beautifully blends the city's rich history with modern luxury and comfort, making it an ideal destination for travelers seeking a unique and unforgettable experience in Chicago.
Pendry Chicago is a luxury hotel that combines the past and present in a modern and comfortable setting. The hotel is located in a historic building from the Prohibition era in the heart of Downtown Chicago. It features contemporary interiors, signature culinary and cocktail concepts, and inspiring gathering spaces that embody the spirit of the city.
The hotel's design honors its historic roots while providing modern amenities and comforts. Guests can enjoy delicious food and drinks, as well as stylish and inviting gathering spaces. Overall, Pendry Chicago is a luxury hotel that beautifully blends the city's rich history with modern luxury and comfort, making it an ideal destination for travelers seeking a unique and unforgettable experience in Chicago.
8. Moxy Chicago Downtown
Indoor mini-golf course and social areas with games
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The Moxy Chicago Downtown is a boutique hotel that caters to visitors seeking a vibrant and youthful experience, offering rooms that are small but stylishly designed. It is located in the River North area, a prime location that places guests in close proximity to various nightlife spots and attractions. The hotel's lobby is particularly noteworthy, boasting a lively atmosphere with games and a bar available for guests to enjoy.
In summary, the Moxy Chicago Downtown is a trendy boutique hotel in the River North neighborhood that offers small but well-designed rooms, prioritizing a lively and youthful vibe. With its convenient location near nightlife and other attractions, coupled with its energetic lobby with games and a bar, this hotel is an excellent choice for travelers looking for a fun and engaging experience.
The Moxy Chicago Downtown is a boutique hotel that caters to visitors seeking a vibrant and youthful experience, offering rooms that are small but stylishly designed. It is located in the River North area, a prime location that places guests in close proximity to various nightlife spots and attractions. The hotel's lobby is particularly noteworthy, boasting a lively atmosphere with games and a bar available for guests to enjoy.
In summary, the Moxy Chicago Downtown is a trendy boutique hotel in the River North neighborhood that offers small but well-designed rooms, prioritizing a lively and youthful vibe. With its convenient location near nightlife and other attractions, coupled with its energetic lobby with games and a bar, this hotel is an excellent choice for travelers looking for a fun and engaging experience.
9. The Talbott Hotel
Housed in a historic 1920s building with a chic, modern interior design.
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The Talbott is an upscale boutique hotel located in Chicago's Gold Coast neighborhood, just steps from Michigan Avenue, one of the city's most famous destinations. The hotel provides a sophisticated and intimate experience, along with personalized service to its guests.
Located in the heart of downtown Chicago, this boutique hotel is within walking distance to the Magnificent Mile, where guests can enjoy iconic shopping, dining, and entertainment options. The hotel offers luxurious accommodations, with elegant rooms featuring free WiFi. Guests can also enjoy the convenience of an on-site restaurant, making the Talbott an ideal choice for those looking for a comfortable and stylish stay in the heart of Chicago.
The Talbott is an upscale boutique hotel located in Chicago's Gold Coast neighborhood, just steps from Michigan Avenue, one of the city's most famous destinations. The hotel provides a sophisticated and intimate experience, along with personalized service to its guests.
Located in the heart of downtown Chicago, this boutique hotel is within walking distance to the Magnificent Mile, where guests can enjoy iconic shopping, dining, and entertainment options. The hotel offers luxurious accommodations, with elegant rooms featuring free WiFi. Guests can also enjoy the convenience of an on-site restaurant, making the Talbott an ideal choice for those looking for a comfortable and stylish stay in the heart of Chicago.
10. Ambassador Chicago - JDV by Hyatt
Elegant decor, thoughtful touches, and a welcoming atmosphere.
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The hotel is located in a nice, quiet area, making it a pleasant place to stay. It is easy to take a walk to downtown or the beach from this hotel. The staff is friendly and adds to the overall great experience of staying at this hotel.
Travelers appreciate the hotel's great staff, rooms, location, and neighborhood. The beds are also comfortable, ensuring a good night's sleep. This hotel in Chicago is business-friendly and offers free WiFi, breakfast for an additional charge, and a 24-hour fitness center for guests to use.
The hotel is located in a nice, quiet area, making it a pleasant place to stay. It is easy to take a walk to downtown or the beach from this hotel. The staff is friendly and adds to the overall great experience of staying at this hotel.
Travelers appreciate the hotel's great staff, rooms, location, and neighborhood. The beds are also comfortable, ensuring a good night's sleep. This hotel in Chicago is business-friendly and offers free WiFi, breakfast for an additional charge, and a 24-hour fitness center for guests to use.
11. Found Chicago powered by Sonder
12. Hotel Lincoln - JDV by Hyatt
Housed in a historic building with a rooftop bar and lounge.
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Hotel Lincoln is a boutique hotel located in a prime spot in Chicago, specifically in Lincoln Park near Wrigley Field. It is conveniently close to the city's financial and retail hubs, making it an ideal place to stay for business and leisure travelers. Lincoln Park is known for its charm and rich history, and Hotel Lincoln is at the heart of this community.
As a upscale boutique hotel, Hotel Lincoln offers a unique and personalized experience to its guests. It is situated in a vibrant and historic area of Chicago, giving guests easy access to the city's best attractions. Whether you're in town for business or pleasure, Hotel Lincoln is the perfect home base for your stay in Chicago.
Hotel Lincoln is a boutique hotel located in a prime spot in Chicago, specifically in Lincoln Park near Wrigley Field. It is conveniently close to the city's financial and retail hubs, making it an ideal place to stay for business and leisure travelers. Lincoln Park is known for its charm and rich history, and Hotel Lincoln is at the heart of this community.
As a upscale boutique hotel, Hotel Lincoln offers a unique and personalized experience to its guests. It is situated in a vibrant and historic area of Chicago, giving guests easy access to the city's best attractions. Whether you're in town for business or pleasure, Hotel Lincoln is the perfect home base for your stay in Chicago.
13. The Ivy Hotel
Offers a unique and sophisticated atmosphere with personalized service.
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The Ivy Hotel, a boutique establishment nestled near Chicago's famed Magnificent Mile, boasts 63 spacious guest rooms and suites. These accommodations, twice the size of a typical Chicago hotel room, are designed in a modern, uncluttered style with travelers' comfort and needs in mind. The hotel's great rooms, location, staff, bathtubs, and beds receive high praise from guests. This 4.5-star luxury hotel offers free WiFi, two restaurants, and two bars/lounges for visitor enjoyment.
Guests can look forward to ample space and modern design in the 63 rooms and suites at The Ivy Hotel, which are twice the size of an average Chicago hotel room. The hotel's great rooms, location, staff, bathtubs, and beds are all highly rated by visitors. This 4.5-star luxury establishment features free WiFi, two restaurants, and two bars/lounges for guest use. Found just steps from the Magnificent Mile, this boutique hotel is a perfect choice for those seeking style and comfort in Chicago.
The Ivy Hotel, a boutique establishment nestled near Chicago's famed Magnificent Mile, boasts 63 spacious guest rooms and suites. These accommodations, twice the size of a typical Chicago hotel room, are designed in a modern, uncluttered style with travelers' comfort and needs in mind. The hotel's great rooms, location, staff, bathtubs, and beds receive high praise from guests. This 4.5-star luxury hotel offers free WiFi, two restaurants, and two bars/lounges for visitor enjoyment.
Guests can look forward to ample space and modern design in the 63 rooms and suites at The Ivy Hotel, which are twice the size of an average Chicago hotel room. The hotel's great rooms, location, staff, bathtubs, and beds are all highly rated by visitors. This 4.5-star luxury establishment features free WiFi, two restaurants, and two bars/lounges for guest use. Found just steps from the Magnificent Mile, this boutique hotel is a perfect choice for those seeking style and comfort in Chicago.
14. Majestic Hotel
Housed in a historic building with a rooftop terrace
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The Majestic Hotel is a boutique hotel located in Chicago's Wrigleyville neighborhood, known for its cozy rooms and friendly staff. The hotel's location is ideal, just a short walk away from Wrigley Field, home of the Chicago Cubs. The exterior of the hotel has the appearance of an English estate, while the recently renovated interior public spaces pay homage to the game of baseball.
Inside the Majestic Hotel, guests will find a charming and comfortable atmosphere. The rooms are cozy and perfect for relaxing after a long day of exploring the city or attending a baseball game. The staff at the hotel are very welcoming and are dedicated to making sure every guest has a pleasant stay. Overall, the Majestic Hotel is a great choice for anyone looking for a unique and enjoyable hotel experience in Chicago.
The Majestic Hotel is a boutique hotel located in Chicago's Wrigleyville neighborhood, known for its cozy rooms and friendly staff. The hotel's location is ideal, just a short walk away from Wrigley Field, home of the Chicago Cubs. The exterior of the hotel has the appearance of an English estate, while the recently renovated interior public spaces pay homage to the game of baseball.
Inside the Majestic Hotel, guests will find a charming and comfortable atmosphere. The rooms are cozy and perfect for relaxing after a long day of exploring the city or attending a baseball game. The staff at the hotel are very welcoming and are dedicated to making sure every guest has a pleasant stay. Overall, the Majestic Hotel is a great choice for anyone looking for a unique and enjoyable hotel experience in Chicago.
15. Villa D' Citta Bed & Breakfast
Housed in a beautiful brownstone, offering a tranquil garden and outdoor seating area.
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The Villa D' Citta is a premier residential rental in Chicago, located in the heart of the city's trendy Lincoln Park neighborhood. Despite its modest facade, the interior is a reflection of Italian architecture and style, offering old-world comfort and unparalleled luxury. The villa is conveniently situated near Chicago's top boutique shopping district, as well as excellent dining and nightlife options.
The modernized Chicago B&B, Villa D'Citta, features a private grotto and garden with BBQ facilities, located in Lincoln Park's shopping and dining district. Each guest room is equipped with free Wi-Fi and a flat-screen TV, elegantly decorated with Italian-inspired décor. The rooms are designed with large windows that provide neighborhood views, offering a romantic and comfortable stay for guests.
The Villa D' Citta is a premier residential rental in Chicago, located in the heart of the city's trendy Lincoln Park neighborhood. Despite its modest facade, the interior is a reflection of Italian architecture and style, offering old-world comfort and unparalleled luxury. The villa is conveniently situated near Chicago's top boutique shopping district, as well as excellent dining and nightlife options.
The modernized Chicago B&B, Villa D'Citta, features a private grotto and garden with BBQ facilities, located in Lincoln Park's shopping and dining district. Each guest room is equipped with free Wi-Fi and a flat-screen TV, elegantly decorated with Italian-inspired décor. The rooms are designed with large windows that provide neighborhood views, offering a romantic and comfortable stay for guests.
16. Wicker Park Inn
Historic building with modern amenities and a charming courtyard.
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The Wicker Park Inn offers luxurious guest rooms, each equipped with private ensuite bathrooms. The rooms are beautifully designed, boasting luxurious decor and unique details such as exposed brick walls, wallpaper accents, decorative fireplaces, skylights, and hardwood floors.
Located in the trendy neighborhood of Wicker Park, the Inn is surrounded by a variety of restaurants, shops, cafes, and nightlife. Despite its vibrant location, the Inn is just a 15-minute ride away from downtown, providing a convenient option for travelers seeking a luxurious and comfortable stay in the city.
The Wicker Park Inn offers luxurious guest rooms, each equipped with private ensuite bathrooms. The rooms are beautifully designed, boasting luxurious decor and unique details such as exposed brick walls, wallpaper accents, decorative fireplaces, skylights, and hardwood floors.
Located in the trendy neighborhood of Wicker Park, the Inn is surrounded by a variety of restaurants, shops, cafes, and nightlife. Despite its vibrant location, the Inn is just a 15-minute ride away from downtown, providing a convenient option for travelers seeking a luxurious and comfortable stay in the city.
17. The Villa Toscana Guest House
Elegant Italian-inspired decor and a charming courtyard
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The Villa Toscana Bed & Breakfast is a charming guesthouse located in the Lakeview/Boystown neighborhood of Chicago, just six miles north of the downtown area. This bed and breakfast is situated in one of Chicago's most vibrant entertainment districts, which also serves as the center of the city's Gay and Lesbian neighborhood, the second largest in the United States.
The building itself was constructed in 1892 as a single-family home and was converted into a bed and breakfast that catered to the gay community in 1983. Since then, it has been operating as a bed and breakfast and welcomes all guests, regardless of their background or identity.
The Villa Toscana Bed & Breakfast is a charming guesthouse located in the Lakeview/Boystown neighborhood of Chicago, just six miles north of the downtown area. This bed and breakfast is situated in one of Chicago's most vibrant entertainment districts, which also serves as the center of the city's Gay and Lesbian neighborhood, the second largest in the United States.
The building itself was constructed in 1892 as a single-family home and was converted into a bed and breakfast that catered to the gay community in 1983. Since then, it has been operating as a bed and breakfast and welcomes all guests, regardless of their background or identity.
18. Nobu Hotel Chicago
Features the famous Nobu restaurant and offers a tranquil, zen-like atmosphere amidst the bustling city.
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The Nobu Hotel Chicago is a favorite destination for many, offering a convenient location with easy access to the city's main attractions. It's an ideal place to stay for a special occasion, as one couple discovered while celebrating their anniversary. The hotel boasts a unique blend of industrial chic and Japanese simplicity, with 115 guest rooms and suites that offer a comfortable and stylish retreat.
Guests of the Nobu Hotel Chicago can enjoy a range of amenities, including a world-renowned Nobu restaurant, a rooftop bar, and a heated swimming pool. The hotel also offers naturally lit event spaces, perfect for weddings or other special events. For those looking to relax and unwind, there are separate men's and women's steam rooms, as well as a fitness gym equipped with Technogym machines. Whether you're visiting Chicago for business or pleasure, the Nobu Hotel Chicago is sure to provide an unforgettable experience.
The Nobu Hotel Chicago is a favorite destination for many, offering a convenient location with easy access to the city's main attractions. It's an ideal place to stay for a special occasion, as one couple discovered while celebrating their anniversary. The hotel boasts a unique blend of industrial chic and Japanese simplicity, with 115 guest rooms and suites that offer a comfortable and stylish retreat.
Guests of the Nobu Hotel Chicago can enjoy a range of amenities, including a world-renowned Nobu restaurant, a rooftop bar, and a heated swimming pool. The hotel also offers naturally lit event spaces, perfect for weddings or other special events. For those looking to relax and unwind, there are separate men's and women's steam rooms, as well as a fitness gym equipped with Technogym machines. Whether you're visiting Chicago for business or pleasure, the Nobu Hotel Chicago is sure to provide an unforgettable experience.
19. The Blackstone, Autograph Collection
