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4.6-Rated Hotels Near New Adventure Sailing
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.
Viceroy Chicago
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.
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
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!
L7 Chicago
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!
Loews Chicago Hotel
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.
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
Sophy Hyde Park
Hotel EMC2, Autograph Collection
The Penthouse at Grand Plaza
Riu Plaza Chicago
Union League Club of Chicago
Villa d' Citta
SpringHill Suites Chicago Chinatown
Residence Inn Chicago Downtown/Loop
The Polo Inn Bridgeport U.S.A.
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Hyatt Place Chicago/Wicker Park
Residence Inn Chicago Downtown/Loop
Moxy Chicago Downtown
Traveler Reviews
See what other travelers say about New Adventure Sailing
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.
Viceroy Chicago
Staying at Viceroy Chicago for two nights was an absolute delight. The room size is impressive for a city hotel—spacious and well-designed, offering a comfortable retreat after a busy day of exploring. Located just steps from Michigan Avenue, everything you’d want is within walking distance: shopping, dining, and the iconic Millennium Park are literally around the corner. The nearby museums are also easy to access, making it perfect for travelers who love culture and convenience. The staff went above and beyond with warm, genuine service—always helpful and attentive without being intrusive. From the moment I arrived to the time I checked out, every detail felt thoughtfully curated. This place strikes the perfect balance between luxury, location, and comfort. Highly recommend for anyone visiting Chicago.
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Staying at The Gwen, a Luxury Collection Hotel on Michigan Avenue in Chicago was an absolute delight. The location is unbeatable—right in the heart of the city, with easy access to shopping, dining, and major attractions just steps away. I was impressed by the spacious room, which felt both elegant and incredibly comfortable. The bed was plush, the decor refined, and the overall atmosphere felt luxurious without being over-the-top. From check-in to checkout, the staff were attentive and professional. It’s clear this hotel takes pride in its guest experience. If you’re visiting Chicago, this is definitely a top choice for a memorable stay.
L7 Chicago
Staying at L7 Chicago was an absolute highlight of our trip. The hotel offers top-tier comfort with sleek, modern rooms and a prime location that makes exploring downtown Chicago effortless. Every detail feels thoughtfully designed—from the plush bedding to the high-end amenities. The only minor disappointment was the absence of the lobby’s signature hot chocolate during our stay, which we were really looking forward to. But honestly, that’s just a tiny blemish on an otherwise perfect experience. The staff were friendly, the views from the room were stunning, and the overall atmosphere exudes sophistication. If you're visiting Chicago, this is definitely a top choice—highly recommend for both business and leisure travelers.
Loews Chicago Hotel
My stay at Loews Chicago Hotel was absolutely fantastic! From the moment I arrived, everything felt premium and welcoming. The location is unbeatable—just a short walk from downtown attractions and public transit, making it super convenient for exploring the city. The hotel itself is beautifully designed with modern elegance, and my room was spacious, clean, and incredibly comfortable. I slept like a baby thanks to the plush bedding. The breakfast spread was impressive—fresh, high-quality options with great variety. Overall, this was more than just a place to sleep; it felt like a true home away from home. Excellent service, thoughtful touches, and an amazing vibe make this a top-tier choice for any traveler. Would book again in a heartbeat.
Kinzie Hotel
Staying at Kinzie Hotel was an absolute delight from start to finish. The location is unbeatable—just a short walk from downtown Chicago, with plenty of great restaurants and shops nearby. What really stood out was the complimentary happy hour upon check-in: refreshing drinks and delicious snacks were served all evening, making it the perfect way to unwind after a long day exploring the city. The room was clean, spacious, and beautifully designed, with a comfortable bed that made for a restful night’s sleep. Staff were friendly, attentive, and always ready to help. It's rare to find such a welcoming atmosphere combined with excellent service and value. I’d definitely book here again and highly recommend it to anyone visiting Chicago.
Hotel EMC2, Autograph Collection
The breakfast is absolutely outstanding—plentiful, delicious, and thoughtfully prepared. I couldn’t get enough of the fresh pastries and local flavors. The hotel’s location is unbeatable; it’s just a short walk from major attractions, making exploration effortless. The room was immaculate, spotlessly clean, and beautifully designed with modern touches that enhance comfort. Everything felt spacious and well-maintained. It’s rare to find such a perfect balance between luxury, convenience, and value. I’ll definitely be returning and highly recommend this gem to fellow travelers.
The Penthouse at Grand Plaza
The only place to stay in Chicago—hands down! This penthouse condo is absolutely incredible. It’s not just a room; it’s a full, luxurious living space with top-tier amenities that truly stand out even in a city known for its high-end options. I’ll admit, I was nervous after reading some of the reviews—but don’t let them scare you off. This isn’t a hotel; it’s a sophisticated private condo with high standards. If you’re planning loud parties or leaving a mess, this isn’t your spot. But if you appreciate elegance, cleanliness, and thoughtful hospitality, you’ll love it. James, Jim, and Jeri-Lou were exceptional—straightforward, helpful, and deeply committed to maintaining their property at the highest level. You can tell they care about the building and their guests. The space is massive, and the rooftop deck? Unbelievable. Wake up early around 4:45 or 5 AM, grab a coffee, step outside, and watch the sunrise over the city—there’s nothing like it anywhere else. Every detail is thoughtfully designed. Fully equipped kitchen, premium linens, smart tech, everything you could want. No missing essentials. Honestly, I already can’t wait to come back to Chicago just to stay here again. Huge thanks to Jeri-Lou and the team for making our trip so seamless and memorable. This is more than a rental—it’s an experience.
Union League Club of Chicago
We only had one night in Chicago for a wedding, but the Union League Club absolutely exceeded our expectations. From the moment we arrived, the service was impeccable—warm, attentive, and genuinely welcoming. The room was spacious, beautifully appointed, and incredibly comfortable, with just the right mix of classic elegance and modern convenience. The public areas are stunning—grand yet intimate, perfect for relaxing or enjoying a quiet drink. Our only minor note: the bar closes earlier than expected, which was a bit disappointing after such a memorable stay. We left wishing we could’ve extended our visit. Definitely planning to return next time—this place truly feels like home away from home.
Villa d' Citta
Absolutely fantastic stay at Villa d'Citta! The location is perfect—nestled in a charming neighborhood of Chicago, just a short walk or transit ride from the city’s main attractions. While parking nearby can be tricky, we found a spot after a bit of patience, and overall, we were lucky to stay close to the hotel. The building itself is beautifully designed with a rustic-chic aesthetic that feels both warm and sophisticated. When we first arrived, we were surprised not to find a private bathroom inside our room—but upon contacting the host, we learned it was actually located on the hallway level, spacious and clean. The room itself was cozy and comfortable, with a great bed that made for a restful night’s sleep. Breakfast was outstanding—freshly prepared each morning with homemade pastries, fresh fruit, coffee, and more. It felt like a personal touch, not just a standard offering. Everything about this place felt thoughtfully curated. Highly recommend Villa d'Citta for travelers who value charm, comfort, and authenticity in their Chicago experience.
SpringHill Suites Chicago Chinatown
Staying at the SpringHill Suites Chicago Chinatown was a fantastic experience! The room was spacious, clean, and well-maintained—perfect for both business and leisure travelers. Breakfast was simple but satisfying, offering enough options to start the day right. What stood out most was how quiet the neighborhood is; I slept really well every night without any disturbances. Plus, being just steps away from public transit made exploring downtown a breeze. For the price, this hotel delivers excellent value and comfort. I’d highly recommend it to anyone visiting Chicago—great location, friendly staff, and a solid stay overall.
Residence Inn Chicago Downtown/Loop
The location is absolutely unbeatable—right next to a bus stop, making it super easy to get to the theater for a show of Les Misérables in just five minutes. The room comes with a small kitchenette, so cooking your own meals is convenient and cost-effective. Breakfast is solid—fresh, varied, and satisfying. Parking is a bit pricey, but considering the central Chicago location and how hard it is to find parking downtown, it’s totally worth it. I’ve already planned my next trip here—this place offers comfort, convenience, and great value. Definitely a top pick if you’re visiting the Loop area.
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