When the weather heats up in Chicago, there’s no better way to relax than by enjoying the city’s skyline while taking a dip in an outdoor pool. Whether you’re visiting for business, leisure, or a staycation, choosing the right hotel with an outdoor pool is key to making the most of your time in the city. From luxury resorts to boutique hotels, Chicago offers a variety of options where guests can unwind and enjoy spectacular views in a serene setting. In this guide, we’ll explore some of the best Chicago hotels with outdoor pools, perfect for your next getaway.
The Langham, Chicago: A Luxurious Experience
For travelers looking for luxury and elegance, The Langham is an iconic option. Nestled along the Chicago River, The Langham offers a stunning outdoor pool with views of the river and downtown Chicago. The pool area provides a quiet, sophisticated ambiance with ample lounging space, perfect for a refreshing swim after a day of exploring the city.
Inside the hotel, guests can enjoy world-class amenities including a spa, fitness center, and Michelin-starred dining at Travelle Kitchen + Bar. With its prime location and exceptional service, The Langham is one of the top choices for those looking for a lavish hotel experience in Chicago.
The Peninsula Chicago: A Five-Star Retreat
The Peninsula Chicago is synonymous with luxury, and its outdoor pool is no exception. Located on the hotel’s rooftop, the pool area offers stunning views of Michigan Avenue and Lake Michigan. Surrounded by lush greenery, the space feels like an oasis in the middle of the bustling city.
Guests of The Peninsula can enjoy a variety of exceptional services, including a renowned spa, a fitness center, and exquisite dining options. This hotel is perfect for travelers who want the full five-star experience, complete with impeccable service and a relaxing outdoor pool.
Four Seasons Hotel Chicago: Relax by the Lake
The Four Seasons Hotel Chicago is another top-tier destination for those looking to enjoy an outdoor pool while visiting the city. Situated on the shores of Lake Michigan, the hotel features a seasonal outdoor pool that provides a tranquil environment with stunning views of the lake and skyline.
Whether you’re in the mood to relax in the sun or take a dip in the clear water, the Four Seasons outdoor pool is an excellent place to unwind. The hotel also offers a luxurious spa, fitness center, and an array of dining options to complete the perfect stay. Whether you’re traveling solo, as a couple, or with family, the Four Seasons is a fantastic choice.
The Robey: A Boutique Stay with a Pool
For those who prefer a more intimate and boutique experience, The Robey in Wicker Park offers a stylish and contemporary hotel with an outdoor pool. Located on the rooftop, the pool provides guests with sweeping views of Chicago’s skyline, perfect for taking in the city’s iconic architecture while lounging by the pool.
The Robey’s unique design blends vintage and modern elements, offering a laid-back atmosphere with easy access to trendy neighborhoods and attractions. The hotel’s pool area is perfect for those who appreciate a cool, urban vibe while enjoying a refreshing swim. If you’re looking for a hip, trendy hotel in a local neighborhood, The Robey is one to consider.
Hotel EMC2: Art Meets Relaxation
Located in the heart of downtown Chicago, Hotel EMC2 is a unique destination that combines art, innovation, and relaxation. The hotel’s outdoor pool is a hidden gem, providing a quiet escape with modern design and comfortable seating. It’s the perfect place to take a break after visiting Chicago’s museums, theaters, and shopping districts.
Hotel EMC2 also features a stunning interior with curated art collections, a trendy restaurant, and a rooftop bar. The pool area is designed for relaxation, but the hotel’s playful and artistic vibe will keep guests entertained as they unwind by the water. This is an excellent choice for visitors who want a blend of culture, design, and relaxation in one location.
Virgin Hotels Chicago: A Fun and Stylish Option
Virgin Hotels Chicago is known for its stylish and playful atmosphere, and the hotel’s rooftop pool is the perfect spot to relax and enjoy the sun. Located in the heart of downtown, this hotel combines luxury with a laid-back, fun vibe. The rooftop pool provides beautiful views of the Chicago skyline, making it a great place for guests to chill out and take in the city’s energy.
In addition to the pool, Virgin Hotels Chicago offers a variety of amenities, including multiple dining options, a spa, and a lively atmosphere. It’s a great choice for visitors who want a lively hotel experience with all the comforts of a luxury property.
LondonHouse Chicago: History and Views Combined
For those who enjoy history, architecture, and great views, LondonHouse Chicago is a standout. This historic hotel features a stunning rooftop outdoor pool that provides panoramic views of the city’s iconic skyline and the Chicago River. Located in a prime location near Michigan Avenue, LondonHouse offers the perfect blend of historic charm and modern luxury.
Guests can enjoy the pool area while taking in the breathtaking views of the surrounding architecture. The hotel’s rooftop lounge and restaurant are perfect for enjoying a cocktail or meal while watching the sunset over the city. With its combination of history, design, and exceptional service, LondonHouse is one of the best Chicago hotels with outdoor pools.
The Drake Hotel: Timeless Elegance
The Drake Hotel is one of Chicago’s most renowned hotels, offering timeless elegance and a fantastic location along Lake Michigan. The hotel features a beautiful outdoor pool, where guests can relax while enjoying views of the lake and city skyline.
With its classic design, luxury service, and proximity to some of Chicago’s best attractions, The Drake is an ideal choice for travelers who want to experience a piece of Chicago’s history. The hotel also offers a variety of dining options, including the famous Palm Court, where guests can enjoy afternoon tea.
The Godfrey Hotel Chicago: Rooftop Relaxation
The Godfrey Hotel Chicago is known for its modern amenities and stylish design, and its outdoor pool is no exception. Located on the rooftop, the pool offers stunning views of the downtown skyline, making it the perfect spot to relax and unwind. The pool area is equipped with comfortable lounge chairs, providing guests with a chic and serene space to enjoy the sun.
In addition to the pool, The Godfrey offers a trendy rooftop bar and restaurant, making it a fantastic place to spend an entire afternoon. Whether you’re in town for business or leisure, the Godfrey is a fantastic option for those seeking both relaxation and a lively atmosphere.
Chicago Athletic Association Hotel: An Historic Experience
The Chicago Athletic Association Hotel is a historic landmark in the heart of Chicago, offering guests a unique experience with modern amenities and an outdoor pool. The pool area is located on the rooftop, where guests can enjoy stunning views of the Millennium Park and the city’s iconic skyline.
The hotel’s historic architecture and luxurious interiors make it one of the most sought-after hotels in the city. Guests can also enjoy a variety of dining and drinking options at the hotel, from a classic American restaurant to a vibrant cocktail bar. For a mix of history, luxury, and relaxation, the Chicago Athletic Association Hotel is a top choice.
Why Choose a Hotel with an Outdoor Pool in Chicago?
There’s no better way to experience Chicago’s skyline and vibrant atmosphere than by enjoying a refreshing swim while taking in the views. An outdoor pool allows guests to relax and enjoy the city in a way that indoor pools can’t offer. Whether you’re looking to cool off on a hot day, unwind after a busy schedule, or simply enjoy the scenery, an outdoor pool provides the perfect opportunity.
Hotels with outdoor pools also offer a variety of amenities that enhance the overall guest experience, such as rooftop bars, poolside lounges, and stunning views of Chicago’s world-famous skyline. Many of the hotels featured in this guide are also within walking distance of top attractions, making it easy for guests to explore the city while having the option to return to their poolside oasis.
Conclusion
Chicago offers a wide variety of hotels with outdoor pools that cater to every type of traveler. From luxury resorts with world-class amenities to boutique hotels with chic pool areas, there’s something for everyone. Whether you’re planning a relaxing weekend getaway, a business trip, or a fun family vacation, these hotels will make your stay in Chicago unforgettable. So, when it’s time to book your next trip to the Windy City, be sure to check out these best Chicago hotels with outdoor pools.
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