Featured Hotels Near Chicago Sailboat Charters

This luxury hotel is perfect for both families and business travelers! Located in the heart of Chicago, just steps away from Michigan Avenue, it’s ideal for shopping and dining. With childcare services and a kids’ play area, parents can relax at the spa or hit the gym. Enjoy the indoor pool, sauna, free WiFi, and shuttle service. The on-site restaurant serves delicious American cuisine, and rooms feature 55-inch smart TVs and premium toiletries for a truly comfortable stay.

This luxury hotel is right in the heart of Chicago, just steps away from the Chicago Water Tower—perfect for exploring the city! Whether you want to unwind with a spa massage, relax in the indoor pool, or let the kids have fun at the children's play area, this place has it all. Rooms feature minibars, premium bedding, and 65-inch TVs, making you feel right at home. Planning an event or wedding? Their meeting spaces and wedding services are top-notch. A truly unforgettable stay!

This hotel is the ultimate luxury choice in downtown Chicago! Just a few minutes' walk to State Street and Michigan Avenue, making shopping and sightseeing a breeze. The hotel offers seasonal outdoor pool, fitness center, and even a kids' play area with babysitting services, perfect for families. Rooms are spacious and cozy, featuring Egyptian cotton linens and designer toiletries, plus a minibar and espresso machine—it’s like a home away from home! Business travelers will appreciate the meeting spaces and 24-hour front desk, making it ideal for both leisure and work trips.

This hotel is a gem in downtown Chicago! Just a short walk to Michigan Avenue and Millennium Park, it's incredibly convenient. Whether you want to unwind with a luxurious spa massage or relax by the indoor pool, this place has it all. Enjoy Mediterranean cuisine at the on-site restaurant or unwind with a drink at the bar. Families will love the kids' club and children's meals, ensuring fun for the little ones. Business travelers are covered too, with meeting rooms and a business center. Rooms come with minibars and free WiFi, making your stay comfortable and hassle-free!

Looking for a luxurious stay in the heart of Chicago? This is the perfect choice for you! Located in a prime spot, just steps away from Michigan Avenue and a short walk to the Chicago Riverwalk. Enjoy top-notch spa treatments and a stunning indoor pool to unwind. With two exquisite dining options, including authentic Chinese cuisine, you’ll never go hungry. Rooms are equipped with iPod docks, minibars, and 55-inch LED TVs, plus ultra-comfy plush bedding. Whether for business or leisure, this hotel has it all, with Chinese-friendly services to make you feel right at home!

Nestled in the heart of Chicago, this luxury hotel is perfect for both business and leisure! Just a short walk to the Chicago Riverwalk and Magnificent Mile, convenience at its best. Unwind with a spa massage or take a dip in the indoor pool, and enjoy top-notch amenities like the fitness center and sauna. Rooms are equipped with minibars and espresso machines, plus designer toiletries for a home-away-from-home feel. Enjoy 24-hour room service or dine at Terrace 16 for delicious American cuisine. Whether for work or play, this is the ultimate choice!

Nestled in the heart of Chicago, just a 10-minute walk from Grant Park and Michigan Avenue, this luxurious hotel is the perfect choice. Whether it's spa treatments, the indoor pool, or the 24-hour fitness center, you'll find plenty of ways to unwind. With childcare services and kids' meals, it's also ideal for families. Two restaurants and 24-hour room service ensure you're never far from a delicious meal, while the bar/lounge is perfect for evening drinks. Added conveniences like valet parking and dry cleaning make your stay even more seamless.

This luxurious hotel is nestled in the heart of Chicago, just steps away from Michigan Avenue and Water Tower Place. Unwind at the spa with massages and treatments, or take a dip in the indoor pool. Stay active at the fitness center or join a yoga class. Dining options include the Italian-steakhouse Torali and a cozy café, with a bar perfect for evening relaxation. Rooms are equipped with minibars and smart TVs, plus plush premium bedding for ultimate comfort. With concierge services and express check-in, it’s ideal for both business and leisure travelers.

Nestled in the heart of Chicago's Magnificent Mile, this luxurious hotel seamlessly blends historic charm with modern elegance. Housed in the former Medinah Athletic Club from 1929, every detail exudes sophistication. Sip fine wines at ENO, unwind by the gold-leaf walls, or take a dip in the legendary pool once used by actor Johnny Weissmuller. The surrounding area is equally captivating, with Navy Pier, Shedd Aquarium, and Oak Street Beach just minutes away. Whether for business meetings or romantic weddings, this hotel offers everything you need for an unforgettable stay.

This art-deco styled apartment hotel is a hidden gem in the heart of Chicago! Treat yourself to a full-service spa and unwind in your private rooftop hot tub. Enjoy free WiFi and 24-hour airport shuttle for ultimate convenience. Each room features memory foam mattresses, a private furnished terrace, and a fully-equipped kitchen. Located just minutes from United Center and Chicago Riverwalk, it’s perfect for exploring the city. Don’t miss the picnic area for a relaxing afternoon. Book now for a luxurious getaway!

This hotel is a gem in downtown Chicago! Just steps away from Michigan Avenue and an 8-minute walk to the Chicago Riverwalk, the location couldn't be better. Unwind at the rooftop terrace and garden with stunning city views – pure bliss! The spacious rooms feature separate bathtubs and showers, making you feel right at home. Don't miss the Mediterranean cuisine at their restaurant, or enjoy 24-hour room service when cravings strike. Business travelers will appreciate the 24-hour business center and 14 meeting rooms, perfect for seamless work sessions. With luxury amenities and top-notch service, your stay here will be unforgettable!

This hotel is perfect for both family trips and business travel! Its prime location is just steps away from Michigan Avenue and State Street, with attractions like the Chicago Riverwalk and Water Tower nearby. The hotel boasts fantastic amenities including an indoor pool, fitness center, and spa services, with a dedicated kids' pool and children's meals for little ones. Rooms are equipped with smart TVs and free WiFi, plus premium toiletries for a cozy stay. Need to host an event? Their business center and banquet facilities make it ideal for both work and leisure!

Looking for a luxurious stay in downtown Chicago? This is the perfect choice! Located in the heart of Magnificent Mile, it’s just minutes away from The Art Institute of Chicago and Navy Pier. Enjoy cozy plush bedding and premium linens in your room. Relax at the 24-hour fitness center, spa, or the rooftop terrace and garden. Whether for business or leisure, the meeting spaces, kids’ play area, and diverse dining options (including an American restaurant and café) cater to all your needs. Don’t miss out on this amazing experience!

This luxury hotel in downtown Chicago is a true gem! Designed by French architect Jean-Paul Viguier, the 32-story glass tower blends modern aesthetics with classic architectural touches. Just minutes away from Lake Michigan, Navy Pier, and Millennium Park, it's perfect for exploring the city. With fitness center, tennis courts, and childcare services, it caters to both families and business travelers. Enjoy valet parking and EV charging stations for hassle-free stays. Rated 4.5 stars, it's a top choice for your Chicago adventure!

This hotel is a perfect choice in the heart of Chicago! Just a short walk to the Chicago Riverwalk and Chicago Theatre, with Millennium Park and Art Institute of Chicago nearby. Enjoy top-notch amenities like a 24-hour fitness center, free WiFi, and concierge services, plus wedding services and a cozy lobby fireplace. Dine at Perilla Steak for delicious Korean cuisine or unwind at the bar/lounge. Rooms feature Italian Frette linens and luxury toiletries for ultimate comfort!

Nestled in the heart of Chicago, this luxurious hotel is just steps away from Magnificent Mile and Millennium Park, perfect for exploring the city! Traveling with kids? Enjoy peace of mind with childcare services and stay active at the 24-hour fitness center. Unwind with massages and spa treatments after a long day. Indulge in delicious meals at The Palm Restaurant or sip cocktails at one of the two bars. Business travelers will appreciate the meeting rooms and business center. Plus, you can even try sailing or kayaking nearby. A dream stay for families and professionals alike!

Looking for a family-friendly yet business-ready hotel in Chicago? Look no further! Perfectly situated downtown, just 10 minutes from Michigan Avenue and the Riverwalk, close to Millennium Park and the Art Institute. Enjoy the indoor pool and 24-hour fitness center, perfect for unwinding. Traveling with kids? Take advantage of childcare services and kids' meals, ensuring everyone has fun. Plus, with free WiFi, express check-out, and a 24-hour business center, work and play are both well taken care of.