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Hotels with Sailing Near New Adventure Sailing
JW Marriott Chicago
This luxurious hotel in downtown Chicago is just a 15-minute walk to Millennium Park and Michigan Avenue, offering unbeatable convenience. Relax in the indoor pool, sauna, or treat yourself to a spa massage. Enjoy Italian cuisine at the on-site restaurant or unwind at the bar. Business travelers will appreciate the meeting rooms and business center, while families can take advantage of childcare services. With 610 rooms featuring smart TVs and premium bedding, comfort is guaranteed. Whether for business or leisure, this hotel is your perfect choice!
Waldorf Astoria Chicago
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.
Park Hyatt Chicago
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!
The Peninsula Chicago
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!
The Ritz-Carlton, Chicago
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.
AC Hotel Chicago Downtown
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!
Chicago Marriott Downtown Magnificent Mile
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!
Hyatt Regency McCormick Place Chicago
This hotel is a dream for both families and business travelers! Luxury rooms feature Hyatt’s plush Grand Bed and dedicated charging ports for your devices, with stunning views of downtown Chicago and Lake Michigan. With childcare services and a kids’ playground, little ones will have a blast while you unwind at the golf course or try sailing. The location is unbeatable—just steps away from Shedd Aquarium and Field Museum, and you can cap off your day with cocktails at M/X Lounge. Whether for work or play, this spot has it all!
Swissotel Chicago
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!
Renaissance Chicago Downtown Hotel
Nestled in the heart of Chicago, just steps from the Riverwalk and Millennium Park, this hotel is your ideal urban retreat! Stay energized at the 24/7 fitness center or indoor pool, then unwind at one of the two stylish bars/lounges. Rooms are spacious with premium bedding and luxurious bath amenities, making you feel right at home. Perfect for both business and leisure, it offers top-tier meeting spaces and wedding services. Enjoy free WiFi, valet parking, and even limo service—every detail is thoughtfully covered for your comfort!
Hyatt Regency Chicago
This luxury downtown hotel puts you steps from the Magnificent Mile shopping, theaters, and Millennium Park. With 21,000 sq ft event spaces, it's perfect for business or weddings. Recharge at the StayFit Gym or unwind with spa treatments. Dine from casual cafes to award-winning steakhouses. Rooms feature smart tech and workspace—ideal for work or play. Airport access and stunning river views make it a top Chicago stay!
Hyatt Centric Chicago Magnificent Mile
Located in the heart of Chicago, this hotel is just steps from the Magnificent Mile and Grand subway station, making it easy to explore the city. With meeting rooms and a business center, it's ideal for work trips, while the fitness center and pool offer relaxation after a busy day. Thoughtful amenities like valet parking and luggage storage ensure a hassle-free stay. Enjoy delicious meals and drinks at the on-site restaurant and bar, perfect for unwinding in an elegant atmosphere. Whether for business or leisure, this hotel promises a welcoming experience.
Kinzie Hotel
This hotel is perfectly located in the heart of Chicago, just steps away from State Street and a short walk to the Chicago Riverwalk. Enjoy top-notch amenities like a fitness center, business center, and meeting facilities, plus a daily complimentary reception to mingle with other guests. Rooms are cozy with premium bedding, luxury toiletries, flat-screen TVs, and iPod docks for entertainment. After a busy day, unwind at the bar or take advantage of 24-hour room service. With valet parking and express check-in, your stay will be seamless and stress-free!
Pendry Chicago
This luxury hotel is nestled in the heart of Chicago, just steps from Michigan Avenue and a 3-minute walk to the Chicago Riverwalk. With Millennium Park and Grant Park nearby, you're in the perfect location. The Art Deco-style hotel features a 24-hour fitness center and rooftop terrace with stunning views. Rooms come with minibars and espresso machines, plus Egyptian cotton sheets for ultimate comfort. Dine at the French restaurant or unwind at the bar. Enjoy fast check-in/out and free WiFi, making it ideal for both leisure and business trips!
Eurostars Magnificent Mile
theWit Chicago, a Hilton Hotel
Warwick Allerton Chicago
Virgin Hotels Chicago
The Westin Michigan Avenue Chicago
The Westin Chicago River North
Traveler Reviews
See what other travelers say about New Adventure Sailing
JW Marriott Chicago
Staying at the JW Marriott Chicago was an absolute highlight of my trip to the city. From the moment I walked in, the elegant ambiance and modern design set the tone for a truly memorable experience. The rooms are immaculately clean—every corner, every surface, spotless. The beds were incredibly comfortable, and the bathroom felt like a spa with top-notch fixtures and thoughtful touches. Everything is brand new and well-maintained, which really adds to the luxury feel. The staff went above and beyond—friendly, attentive, and always ready to help with anything I needed, from local recommendations to transportation arrangements. Location-wise, it's super convenient; just a short walk to downtown attractions and public transit stops. Whether you're visiting for business or leisure, this hotel delivers exceptional value. It’s not just a place to stay—it’s an experience. I’ll definitely book here again next time I’m in Chicago.
Waldorf Astoria Chicago
Staying at Waldorf Astoria Chicago was an absolute delight from start to finish. The suite featured a beautiful fireplace, and the front desk staff kindly reminded us about it—plus, a professional came to light it for us, which added such a cozy, luxurious touch. The room itself is spacious and incredibly comfortable, making it feel like a true retreat in the heart of downtown Chicago. Being just steps away from Michigan Avenue’s luxury shopping district is a major plus—everything you’d want is right outside the door, from high-end boutiques to great dining options. Public transit access is also excellent. Every staff member we interacted with went above and beyond with genuine warmth and attention to detail. It’s rare to find such exceptional service combined with elegance and convenience. I’d absolutely stay here again—and recommend it without hesitation.
Park Hyatt Chicago
Staying at Park Hyatt Chicago was an absolute delight. The room was spacious and impeccably designed, with brand-new amenities that made the experience feel luxurious and modern. The bed was incredibly comfortable—woke up feeling refreshed every morning. The bathroom was well thought out with a great shower system and smart dry-wet separation. I loved how central the location was; it's just a short walk to the train station, making downtown access super easy. There are plenty of restaurants and shops nearby, so you never run out of things to do. It’s not just about the comfort—it’s the attention to detail, the quiet elegance, and the overall vibe that makes this hotel stand out. Definitely worth every penny.
The Peninsula Chicago
The Peninsula Chicago truly lives up to its reputation as one of the finest hotels I've ever stayed at. From the moment I arrived, the service was exceptional—especially Jenny at the front desk, who made me feel welcome and well taken care of. I’ll admit, I usually avoid U.S. hotels because they often don’t match the standard of those in other parts of the world. But this stay completely changed my perspective. The attention to detail, the luxurious ambiance, and the level of service were on par with The Peninsula in Bangkok or Shanghai, and even surpassed the Bellagio in Shanghai in many ways. It’s rare to find a hotel in the U.S. that delivers such a high-end experience consistently. If you're looking for a memorable stay in Chicago, this is the place. A flawless experience from start to finish.
The Ritz-Carlton, Chicago
Staying at The Ritz-Carlton, Chicago was an absolute highlight of my trip. From the moment I stepped into the elegant lobby, I was greeted with warm, attentive service and a sense of refined luxury. The room was spacious, impeccably clean, and beautifully designed—perfect for relaxing after a long day exploring the city. The bed was incredibly comfortable, and the view from the window showcased stunning views of the Chicago skyline, making every morning feel like a scene from a movie. The breakfast spread was exceptional—fresh, diverse, and delicious, with coffee that tasted like it was brewed just for me. Location-wise, it’s unbeatable: just a short walk to public transit, and surrounded by great dining options and shopping. For the level of comfort, service, and overall experience, this place offers incredible value. I’d stay here again in a heartbeat and highly recommend it to anyone looking for a memorable stay in Chicago.
AC Hotel Chicago Downtown
Staying in the heart of downtown Chicago couldn’t be more convenient—major attractions are just a short walk away, and the neighborhood feels safe and lively. The hotel itself is modern and well-maintained, with clean, spacious rooms and top-notch amenities. The bed was incredibly comfortable, the bathroom spotless, and the staff were friendly and helpful. Every detail felt thoughtfully designed. Whether you're here for business or leisure, this place offers an excellent balance of comfort, location, and value. Highly recommended!
Chicago Marriott Downtown Magnificent Mile
Staying at the Chicago Marriott Downtown Magnificent Mile was a fantastic experience. The location is unbeatable—right next to the metro and just steps away from the convention center, which made everything so convenient. I booked a room with breakfast, but honestly, American breakfasts aren’t really my thing. The dining service wasn’t very attentive—when you ask for something hot, you’re told you can’t have it if you’re on buffet, and if you want to skip the buffet, you’re limited in options. It felt a bit rigid. Also, the tip culture stood out—since the service wasn’t exceptional, I found it awkward to give tips. If they’d been more proactive or friendly, I’d have happily paid extra. But overall, the hotel is spotless, spacious, and well-maintained. The staff are polite, the rooms are comfortable, and being directly connected to the event venue was a huge plus. Just keep in mind that the breakfast experience isn’t as flexible as some might expect. Still, for convenience, comfort, and style, this place delivers—and definitely worth considering.
Hyatt Regency McCormick Place Chicago
I stayed at this hotel for the Chicago Marathon, and was pleasantly surprised to find how close it was to the packet pickup location—just a short walk away. The hotel itself was spotless, with clean rooms and a welcoming atmosphere. The staff were friendly and helpful throughout my stay. On race day, they even provided shuttle service, which made everything so much easier and stress-free. I appreciated the thoughtful touch, especially when you're busy preparing for a big event. Overall, the experience was excellent, and I’d definitely recommend this hotel to anyone attending events in Chicago. The convenience, cleanliness, and service all make it a top choice.
Swissotel Chicago
Staying at Swissotel Chicago was an absolute delight! The view from the room was breathtaking—direct riverfront access with stunning views of the Chicago River, and being steps away from downtown makes exploring the city incredibly easy. Safety is top-notch; I felt secure throughout my stay, even late at night. One thing to note: the hotel doesn’t provide complimentary water in the rooms. The convenience store downstairs charges a bit more than expected, so I’d recommend picking up bottled water from a nearby grocery store instead. On the bright side, cleanliness was excellent—the bedding was fresh and comfortable, and all the toiletries (shampoo, conditioner, body wash) were well-stocked. Just remember to bring your own toothbrush and toothpaste, as those aren’t provided. Overall, the location, ambiance, and comfort make this hotel a standout choice for travelers looking for a premium experience in the heart of Chicago.
Renaissance Chicago Downtown Hotel
My stay at the Renaissance Chicago Downtown Hotel was absolutely fantastic from start to finish. The location is unbeatable—right in the heart of downtown, just steps away from shopping, dining, and major attractions. The staff went above and beyond with their hospitality, always friendly, professional, and attentive to every need. My room was spacious, impeccably clean, and had a comfortable bed that made for a restful night’s sleep. I especially appreciated the little touches like fresh water bottles and thoughtful amenities. Every interaction felt genuine and welcoming. This hotel truly delivers on comfort, service, and convenience. I’ll definitely be back the next time I visit Chicago—it’s now my go-to choice in the city.
Hyatt Regency Chicago
Staying at the Hyatt Regency Chicago was an absolute delight! The location is unbeatable—walking distance to major attractions and just a short ride on the train to anywhere else in the city. The hotel itself is spacious, well-maintained, and packed with great amenities, from the modern fitness center to the quiet, inviting dining areas. I especially loved the restaurant—the ambiance was calm, the food was excellent, and every bite felt special. My room had a stunning lake view, and waking up to that sight each morning made the whole trip feel like a retreat. It’s rare to find such comfort, convenience, and charm all in one place. If I’m back in Chicago, this will be my top choice again. A truly memorable stay!
Hyatt Centric Chicago Magnificent Mile
Staying at Hyatt Centric Chicago Magnificent Mile was one of the best decisions I made during my trip to Chicago. The location is unbeatable—right on the Magnificent Mile, so everything from shopping and dining to street views is just steps away. Public transit access is super convenient too. The hotel itself feels clean, modern, and well-maintained, with a stylish yet welcoming atmosphere. The staff were friendly and efficient throughout my stay. My room was cozy and thoughtfully designed—just the right size with plenty of space for luggage and essentials. The bed was incredibly comfortable, making it easy to get a good night’s sleep after a day of exploring. What really stood out was the value for money—comparable hotels in this area charge significantly more, yet this one delivers the same (if not better) experience at a much fairer price. If you're visiting Chicago and want a great mix of convenience, comfort, and affordability, this hotel is absolutely worth considering.
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