15 Best Chicago Hotels with Rooftop Pools

Chicago is a city that has something to offer everyone, and when it comes to hotels, the options are endless. But what sets the best of them apart? Rooftop pools! They are not just a place to swim, but an experience that embodies luxury and sophistication. In this blog post, we will take you on a journey through the 15 best Chicago hotels with rooftop pools, each offering its own unique charm.

From contemporary comfort at The Hoxton to private retreats at Soho House Chicago, there’s something for everyone. We’ll also delve into why rooftop pools are a must-experience feature in Chicago hotels and how they’ve impacted the hospitality scene in the city. So pack your bags and get ready for a luxurious stay in one of these amazing hotels!

Exploring the Luxury of Chicago’s Rooftop Pools

Discover the allure of rooftop pools in the vibrant city of Chicago. Get ready to indulge in the ultimate luxury experience with rooftop pools that offer breathtaking views and a serene atmosphere. Immerse yourself in the captivating ambiance of rooftop pools in the heart of Chicago, where hotel guests can enjoy the beauty of Lake Michigan while lounging by the outdoor pool.

From the trendy Wicker Park neighborhood to the upscale Gold Coast, Chicago boasts some of the best hotels with rooftop pools.

Take a dip in an indoor pool or soak up the sun on a spacious sun deck. Some hotels even offer additional amenities like basketball courts, outdoor running tracks, and large pools for complete relaxation. Whether you’re visiting for business or pleasure, rooftop pools in Chicago provide a great location to unwind after a day of exploring the Windy City.

Plan your stay at prestigious hotels like the Hilton Chicago or the Radisson Blu Aqua Hotel Chicago, which boasts stunning design elements and a seasonal rooftop pool. Don’t miss the opportunity to experience the luxury of Chicago’s rooftop pools during your visit to the city.

The Unique Appeal of Rooftop Pools in Hotels

Rooftop pools in luxurious Chicago hotels offer a unique and unforgettable experience for hotel guests. With their exclusivity and privacy, rooftop pools provide the perfect escape from the bustling city below. These tranquil oases offer a blend of relaxation and sophistication, allowing visitors to unwind while enjoying stunning city views.

The design elements and attention to detail create a serene atmosphere that complements the beauty of Lake Michigan and the Chicago River. Whether it’s lounging by the poolside or taking a dip in the large outdoor or indoor pools, guests can indulge in the ultimate luxury experience.

From the sun deck to the seasonal rooftop pool and even an outdoor running track or basketball court, these rooftop pools cater to every need. Discover the charm and allure of rooftop pools in Chicago hotels and make your stay in the Windy City truly unforgettable.

1. Viceroy Chicago – A High-end Haven

Viceroy Chicago - A High-end Haven

Experience the epitome of luxury and elegance at the Viceroy Chicago, a high-end haven nestled in the heart of the Windy City. At this exquisite hotel, guests can indulge in world-class amenities and personalized service that truly sets it apart.

One of the highlights of the Viceroy Chicago is its sophisticated rooftop pool, offering breathtaking city views that will leave you in awe. Whether you want to relax and unwind in style or take a refreshing dip, the rooftop pool oasis is the perfect place to do so.

With its design elements and serene ambiance, this outdoor pool is a true oasis in the bustling city. Soak up the sun on the sun deck, take in the views of the Chicago River and Wicker Park, or simply enjoy a swim in the large pool. The Viceroy Chicago’s rooftop pool is a must-visit destination for anyone looking for the best hotels in Chicago with rooftop pools.

2. The Robey – An Architectural Marvel

The Robey - An Architectural Marvel

Discover the captivating blend of history and modernity at The Robey. Immerse yourself in the architectural beauty of this hotel while basking in the refreshing oasis of its rooftop pool.

The Robey offers a perfect combination of style and comfort, allowing you to unwind and relax in the contemporary ambiance of its rooftop pool. From the expansive sun deck, you can enjoy panoramic views of Chicago’s skyline, including the glittering waters of Lake Michigan.

As a guest at The Robey, you’ll have the opportunity to indulge in the design elements that make this hotel an architectural marvel. With its great location in the vibrant neighborhood of Wicker Park, The Robey stands as one of the best hotels in the Windy City, providing a truly unforgettable experience.

3. Soho House Chicago – A Private Retreat

Soho House Chicago

Experience the intimate and exclusive atmosphere of Soho House Chicago’s rooftop pool. Set in the heart of the Windy City, this private retreat offers a serene setting where you can unwind and relax.

The rooftop pool at Soho House Chicago boasts exquisite design and ambiance, creating a truly luxurious experience. Immerse yourself in the ultimate relaxation as you enjoy the privacy of this hidden gem.

Whether you’re taking a dip in the large pool or lounging on the sun deck, you’ll be captivated by the stunning views of the Chicago River and the city skyline. Soho House Chicago’s rooftop pool is a must-visit for hotel guests looking for a great hotel with a seasonal rooftop pool in a great location.

4. Radisson Blu Aqua Hotel – A Blend of Comfort and Luxury

Radisson Blu Aqua Hotel

Experience the perfect blend of comfort and luxury at the Radisson Blu Aqua Hotel. Dive into a world of relaxation and indulgence at its rooftop pool, offering breathtaking views of the Windy City.

The modern design of the pool creates a tranquil oasis where hotel guests can unwind and rejuvenate. The Radisson Blu Aqua Hotel boasts luxurious amenities and impeccable service, ensuring a memorable stay for every guest.

Located near popular attractions like Millennium Park and the Chicago River, this hotel offers a great location for exploring the city. With its large pool and sun deck, the Radisson Blu Aqua Hotel is truly one of the best hotels in Chicago with a rooftop pool.

5. The Hoxton – Contemporary Comfort

The Hoxton

Immerse yourself in the contemporary comfort and style of The Hoxton, where vibrant and energetic ambiance awaits you at the rooftop pool. With stunning views and chic design, the pool provides the perfect backdrop for relaxation and unwinding.

The trendy and stylish atmosphere of Hoxton’s rooftop pool creates a hip and modern vibe, making it an ideal spot to soak up the Chicago skyline. Located in Wicker Park, this hotel offers a great location for exploring the Windy City.

Whether you’re a hotel guest or a local, The Hoxton’s rooftop pool is a must-visit destination. Its outdoor pool and sun deck provide ample space for enjoying the sunny weather while taking in the sights of Lake Michigan and the Chicago River. With its contemporary design elements and large pool, The Hoxton offers a complete guide to the ultimate Chicago rooftop pool experience.

6. DoubleTree Mag Mile – Heart of Chicago

DoubleTree Mag Mile

Experience the convenience and comfort of DoubleTree Mag Mile, located in the heart of Chicago. With its luxurious amenities and warm hospitality, DoubleTree Mag Mile offers a truly indulgent stay.

One of the highlights of this hotel is its rooftop pool oasis, where guests can relax and unwind while enjoying stunning city views. Immerse yourself in the vibrant energy of Chicago as you take a dip in the outdoor pool or soak up the sun on the spacious sun deck.

Located in the bustling Magnificent Mile neighborhood, DoubleTree Mag Mile is in close proximity to popular attractions like Millennium Park and the Chicago River. Whether you’re visiting for business or pleasure, DoubleTree Mag Mile is one of the best hotels in Chicago with a rooftop pool, offering a great location and a memorable experience.

7. The Penthouse at Grand Plaza – Sky-high Sophistication

The Penthouse at Grand Plaza

Experience an unparalleled level of sophistication and luxury at The Penthouse at Grand Plaza. This exquisite rooftop oasis offers breathtaking views of the Windy City, allowing you to indulge in the ultimate opulence.

Relax and unwind in the stunning rooftop pool as you take in the panoramic cityscape of Chicago. Immerse yourself in the luxurious ambiance, with the sparkling waters of the pool and the design elements that create a truly lavish experience. The Penthouse at Grand Plaza is the perfect choice for hotel guests seeking a high-end retreat.

Whether you’re lounging on the sun deck or enjoying a refreshing swim, this rooftop pool offers a great location to bask in the beauty of the city. Make your stay in Chicago unforgettable by immersing yourself in the sky-high sophistication of The Penthouse at Grand Plaza.

8. Holiday Inn Hotel & Suites Chicago – Downtown – Convenience and Class

Holiday Inn Hotel & Suites Chicago

Experience the perfect blend of convenience and class at the Holiday Inn Hotel & Suites Chicago – Downtown. This hotel offers modern amenities and exceptional service to its guests.

The rooftop pool oasis provides a relaxing and tranquil escape from the bustling city. From here, you can enjoy stunning views of downtown Chicago, including the famous Lake Michigan and the Chicago River.

The vibrant atmosphere of the city surrounds you, immersing you in the energy and excitement of the Windy City. The Holiday Inn Hotel & Suites Chicago – Downtown is located in a great location, close to popular attractions like Millennium Park and the United Center. It’s truly one of the best hotels to stay in when exploring Chicago.

9. Homewood Suites Chicago Downtown – Magnificent Mile – Homely Luxury

Homewood Suites Chicago Downtown

Located in the heart of the Magnificent Mile, Homewood Suites Chicago Downtown – Magnificent Mile is a chic and modern hotel that exudes a homely feel. One of its standout features is the amazing rooftop pool, offering stunning views of the city skyline.

The pool area is spacious and well-designed, providing ample room for relaxation with plenty of loungers and seating areas. The hotel’s prime location makes it an ideal base for exploring Chicago’s top attractions. The rooms at Homewood Suites are spacious and comfortable, complete with fully equipped kitchens and separate living areas.

Guests can also enjoy a complimentary hot breakfast each morning, as well as a free evening social with drinks and snacks. With its stylish design elements and convenient amenities, Homewood Suites Chicago Downtown – Magnificent Mile provides a perfect combination of luxury and comfort.

10. East Bank Club – Exclusive Elegance

East Bank Club

East Bank Club exudes exclusivity and luxury, offering not only a renowned health club but also hotel rooms for its members and guests. A true highlight of this exceptional establishment is its rooftop pool, which boasts breathtaking views of Chicago’s iconic skyline.

Open and heated year-round, the pool provides a refreshing escape regardless of the season. Alongside the pool, guests can enjoy the club’s state-of-the-art fitness facilities, indulgent spa services, and delectable dining options.

Situated in the vibrant River North neighborhood, the hotel’s location ensures easy access to downtown attractions and a thriving nightlife scene. East Bank Club truly embodies elegance and offers a complete guide to an extraordinary stay in the Windy City.

11. Hyatt House Chicago West Loop – Modern and Chic

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop is a modern and chic hotel situated in downtown Chicago. With its prime location, guests can easily explore the city’s famous attractions like the Willis Tower and the Magnificent Mile.

The rooftop pool offers breathtaking views of the city skyline, providing the perfect setting for a relaxing swim or sunbathing. The spacious and stylish rooms at the hotel are equipped with modern amenities, including a fully equipped kitchen and free Wi-Fi.

Hotel guests can take advantage of convenient services like the 24-hour fitness center and complimentary breakfast buffet. For those looking for a great place to unwind, the rooftop bar offers a fantastic ambiance to enjoy a cocktail while marveling at the beauty of the Windy City.

12. Hampton Inn Chicago Downtown/Magnificent Mile – Comfort with a View

Hampton Inn Chicago Downtown/Magnificent Mil

The Hampton Inn Chicago Downtown/Magnificent Mile offers comfort with a view. Its rooftop pool provides stunning vistas of the city skyline, allowing hotel guests to relax and take in the beauty of Chicago.

The guest rooms at this hotel are designed for comfort and modernity, ensuring a pleasant stay for all. The rooftop pool area features lounge chairs, umbrellas, and a bar, creating a perfect oasis for refreshments and relaxation.

Conveniently situated near the Magnificent Mile shopping district and popular attractions like Millennium Park and the Chicago River, this hotel is a great choice for both families and business travelers.

Complimentary breakfast and free Wi-Fi further enhance the guest experience, making the Hampton Inn Chicago Downtown/Magnificent Mile one of the best hotels in the Windy City.

13. The Hotel at Midtown – Athletic and Stylish

The Hotel at Midtown

The Hotel at Midtown is a fitness-focused hotel that stands out with its rooftop pool. With stunning views of the Chicago skyline, the rooftop pool offers a refreshing escape for hotel guests.

Open year-round, the pool also includes a hot tub for ultimate relaxation. In addition to the rooftop pool, The Hotel at Midtown boasts a range of amenities. From a full-service spa to a restaurant, guests can enjoy a variety of services during their stay.

The hotel’s rooms are modern and stylish, equipped with high-tech amenities like smart TVs and Keurig coffee makers. Plus, its convenient location makes it easy to explore popular Chicago attractions such as Wrigley Field and Lincoln Park Zoo.

14. LEVEL Chicago Old Town – Opulent Living

LEVEL Chicago Old Town

LEVEL Chicago Old Town offers opulent living in the historic Old Town neighborhood, just minutes away from popular attractions like Lincoln Park Zoo and Second City Comedy Club.

The hotel boasts a stunning rooftop pool with panoramic views of the city skyline, allowing guests to enjoy a refreshing dip while taking in the beauty of Lake Michigan and the Chicago River.

In addition to the rooftop pool, LEVEL Chicago Old Town offers a range of luxury amenities, including a fitness center, spa, and gourmet kitchen. The hotel’s spacious suites feature fully equipped kitchens, comfortable living areas, and stylish design elements.

Hotel guests can also enjoy personalized service from the dedicated concierge team. With its great location and luxurious offerings, LEVEL Chicago Old Town provides an unforgettable experience for travelers seeking a taste of opulence in the Windy City.

15. Best Western River North Hotel – Affordable Luxury

Best Western River North Hotel

Located in the heart of Chicago, the Best Western River North Hotel offers affordable luxury and a rooftop pool with breathtaking city views. This hotel is known for its comfortable rooms, friendly staff, and excellent amenities.

The rooftop pool area is the perfect place to relax, with lounge chairs, cabanas, and a bar for guests to enjoy. The location is ideal for exploring the top attractions of the Windy City, including the Magnificent Mile, Navy Pier, and the Willis Tower.

In addition to the rooftop pool, guests can also take advantage of the hotel’s fitness center, on-site restaurant, and complimentary Wi-Fi. With its great location and exceptional amenities, the Best Western River North Hotel is one of the best hotels in Chicago for those seeking affordable luxury.

Why are Rooftop Pools a Must-Experience Feature in Chicago Hotels?

Discover the allure of rooftop pools in Chicago hotels. Indulge in stunning skyline views, take a refreshing dip amidst iconic landmarks, and soak up the vibrant atmosphere of rooftop pool lounges and bars. Experience ultimate relaxation and luxury with this must-have amenity that defines Chicago’s hospitality scene.

The Impact of Rooftop Pools on Chicago’s Hospitality Scene

Rooftop pools have revolutionized Chicago’s hospitality scene, becoming a distinguishing feature that sets hotels apart from the competition. These pools offer a unique selling point, attracting guests seeking luxurious experiences.

With stunning views of Lake Michigan, the Windy City’s rooftop pools contribute to the overall allure of its hotel industry. They have transformed the concept of relaxation, offering hotel guests the opportunity to unwind in style on sun decks or enjoy refreshing dips in large outdoor pools. From the bustling Gold Coast to trendy Wicker Park, Chicago’s best hotels are adorned with design elements that complement their seasonal rooftop pools.

These pools have become integral to the complete guide of the city, offering enchanting locations, such as the Radisson Blu Aqua Hotel’s pool overlooking Millennium Park or the Hilton Chicago’s indoor pool with a basketball court and outdoor running track. Discover how these swimming pools have made a significant impact on Chicago’s hospitality scene.

Frequently Asked Questions

What are the benefits of staying in a hotel with a rooftop pool?

Enjoy breathtaking city skyline views, unwind in a serene setting, and experience a more peaceful pool environment at a hotel with a rooftop pool. These luxurious amenities elevate your vacation, offering a unique and memorable stay.

Are there any restrictions for using a hotel’s rooftop pool?

Restrictions for using a hotel’s rooftop pool may include specific hours or time slots, key card access, and limitations on food and drink consumption. It is important to follow all safety rules and regulations posted by the hotel when enjoying the rooftop pool experience.

How can I book a hotel room with a rooftop pool in Chicago?

To book a hotel room with a rooftop pool in Chicago, you can easily do it online through popular travel websites like Booking.com or Expedia. Most hotels also have their websites where you can check availability and make reservations.

If you have any specific requirements or questions, it’s best to contact the hotel directly. Remember to book in advance as these rooms tend to fill up quickly, especially during peak travel times.

What are some other amenities that hotels with rooftop pools may offer?

Hotels with rooftop pools often offer additional amenities to enhance the guest experience. These may include a fitness center or spa for relaxation and wellness.

Guests can also enjoy the convenience of a rooftop bar or restaurant, and some hotels even provide complimentary breakfast or room service. Special packages and discounts may be available for guests booking a room with access to the rooftop pool.

Conclusion

In conclusion, Chicago’s hotels with rooftop pools offer a unique and luxurious experience for visitors. From high-end havens like Viceroy Chicago to contemporary comfort at The Hoxton, there are options for every preference and budget.

These rooftop pools not only provide a stunning view of the city skyline but also create a vibrant atmosphere for relaxation and socializing. Whether you’re looking for a private retreat at Soho House Chicago or a blend of comfort and luxury at Radisson Blu Aqua Hotel, these rooftop pools add an extra touch of sophistication to your stay.

Don’t miss out on experiencing this must-have feature that has made a significant impact on Chicago’s hospitality scene. So, what are you waiting for? Book your stay at one of these amazing hotels and indulge in the luxury of rooftop pool experiences.

 

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