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4.2-Rated Hotels Near New Adventure Sailing
InterContinental Chicago Magnificent Mile
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.
Marriott Marquis Chicago
This hotel is a perfect choice in Chicago! Located in Near South Side, just steps away from Soldier Field and McCormick Place Convention Center. Enjoy the 24-hour fitness center and stunning garden views, or indulge in delicious meals at any of the 9 on-site restaurants—Woven and Bound is a must-try for American cuisine! Business travelers will appreciate the huge convention center and 63 meeting rooms. Rooms are spacious and comfortable, complete with luxury toiletries for that extra touch of home.
Hotel 55 Chicago Downtown
The Wheeler Mansion
The Drake
Claridge House
Central Loop Hotel
The Allegro Royal Sonesta Hotel Chicago Loop
Le Meridien Essex Chicago
Ivy Boutique Hotel
Gale Chicago
Sonder Greektown
McCormick Place 3Br-2BA Unit with Optional Parking - Sleeps 8
Hilton Garden Inn Chicago Downtown South Loop
Voco Chicago Downtown - Riverwalk by IHG
Hyatt House Chicago West Loop
Hyatt Place Chicago/Downtown - the Loop
Homewood Suites by Hilton Chicago Downtown
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Holiday Inn & Suites Chicago-Downtown
Traveler Reviews
See what other travelers say about New Adventure Sailing
InterContinental Chicago Magnificent Mile
Staying at the InterContinental Chicago Magnificent Mile was an absolute delight from start to finish. The location is unbeatable—right on the Magnificent Mile, with easy access to shopping, dining, and attractions. I loved how stylish and modern the hotel feels, from the elegant lobby to the well-designed rooms. My room was spotless, spacious, and perfectly equipped with everything I needed—comfortable bed, excellent lighting, high-speed Wi-Fi, and a bathroom that felt like a spa. The staff went above and beyond with their friendly and professional service; they remembered my name and even offered local tips that made my trip more enjoyable. Breakfast was a highlight—fresh, delicious, and varied, with standout items like the house-made pastries and locally sourced eggs. The attention to detail in cleanliness, safety, and overall guest experience truly sets this hotel apart. If you're visiting Chicago, this is the place to stay. A perfect blend of luxury, convenience, and warmth.
Marriott Marquis Chicago
I was in Chicago for the marathon, and hotel availability was super tight that week—so I ended up booking a Marriott Marquis, something I wouldn’t normally consider. But honestly, this unexpected choice turned out to be one of the best decisions of my trip. After a long day of running, having a comfortable, clean, and well-designed room made all the difference. The staff were friendly and efficient, but what truly stood out was the view—right across from the room, you’ve got an open, breathtaking vista of Lake Michigan. Waking up to that calm blue expanse every morning felt like a little luxury treat. Whether you’re here for events or just exploring the city, this hotel delivers a great balance of comfort, location, and beauty. It’s not just a place to stay—it’s part of the experience. Definitely worth it.
Hotel 55 Chicago Downtown
Staying at Hotel 55 Chicago Downtown was an absolute delight. The room was surprisingly spacious—definitely more than I expected for the price. We booked a double king bed setup, and each of us had our own generous-sized bed, which made for a very comfortable and peaceful night’s sleep. The bedding felt luxurious, and the whole space had that clean, fresh vibe you can only get when a hotel truly cares about detail. The staff at the front desk were incredibly friendly and helpful—check-in was quick and welcoming. What really stood out was the location: just steps from the subway, making it super easy to explore downtown Chicago and nearby attractions. It's rare to find such a great balance between comfort, cleanliness, and value. I’d definitely book here again and highly recommend it to anyone visiting the city.
The Wheeler Mansion
We couldn’t have asked for a better weekend getaway with my girlfriends at The Wheeler Mansion. From the moment we arrived, the elegance and charm of this boutique hotel set the tone for an unforgettable stay. Each room was uniquely decorated with distinctive artwork and vintage touches—no two spaces felt the same. The grand foyer and beautifully furnished living and dining areas made us feel like we’d stepped into a storybook. David, our concierge, went above and beyond—he was attentive, friendly, and even drove us to the theater for our show, Hairspray. He also recommended dinner at Pilsen Yards, which turned out to be one of the best meals of the trip: delicious food and top-notch service. We left feeling completely refreshed and inspired. I can’t wait to return, especially in summer when the grounds are in full bloom—just looking at the photos, it’s clear this place is even more magical in warmer weather.
The Drake
Staying at The Drake Hotel was an absolute delight. While some might find the property a bit vintage or old-fashioned, I actually love that charm—it adds so much character and history to the experience. The location is unbeatable; it’s right in the heart of Chicago, steps away from shopping, dining, and entertainment. The views from the rooms are stunning, especially at night when the city lights sparkle below. The atmosphere throughout the hotel feels warm and timeless, like stepping into a piece of Chicago’s past. Every detail, from the elegant interiors to the attentive service, reflects a level of care that’s rare today. It’s not just a place to stay—it’s an experience. Highly recommend for anyone looking for a unique, authentic Chicago getaway.
Claridge House
Staying at Claridge House was a delightful experience from start to finish. The location is unbeatable—just a short walk from the Chicago History Museum and only a few blocks from the scenic shoreline of Lake Michigan. There are plenty of excellent restaurants within walking distance, and getting around town via Uber is super convenient. The building itself has a classic charm with elegant details that give it character without feeling outdated. The front desk staff were exceptionally professional and friendly, making check-in and check-out seamless. I booked a room with two queen beds—spacious, clean, and well-maintained, especially the large bathroom which felt like a private retreat. Valet parking is available next door, though it’s on the pricier side, but honestly, given the central location, it feels justified. Overall, I had a wonderful stay and would definitely recommend this gem to anyone visiting Chicago.
Central Loop Hotel
Staying at Central Loop Hotel in Chicago was a great experience overall. The room was spotlessly clean, and the atmosphere felt welcoming and well-maintained. Staff were friendly and helpful—always a plus when you're on a business trip. For travelers looking for affordable yet reliable accommodation near the convention center, this hotel stands out. It’s especially budget-friendly compared to other options in the area, making it a smart choice for business visitors who want value without compromising comfort. Plus, it’s just four stops away from the convention center on the train—super convenient and saved me time commuting. I’d definitely recommend this place to anyone visiting Chicago for work or even leisure.
The Allegro Royal Sonesta Hotel Chicago Loop
The staff were incredibly kind and welcoming from the moment we arrived. The room was beautifully designed—sleek, modern, and so comfortable, with a mattress that made for a perfect night's sleep. I especially appreciated the complimentary morning coffee service, and they even offered soy milk, which was a thoughtful touch for my dietary preference. Everything about this stay felt just right—the ambiance, the attention to detail, and the overall hospitality. It’s clear this hotel goes the extra mile to make guests feel at home. Highly recommend for anyone visiting downtown Chicago.
Le Meridien Essex Chicago
Staying at Le Meridien Essex Chicago was an absolute delight. Located right in the heart of downtown, the hotel puts you steps away from vibrant streets, shops, and restaurants. Walking to the lake is effortless—perfect for a scenic evening stroll. The city skyline at night is breathtaking, especially from the room windows. While parking can be a bit tricky, it’s a small trade-off considering everything else. The location, service, and room quality are all top-notch. It’s a fantastic choice for travelers who want convenience without compromising on style or comfort. I’ll definitely return.
Ivy Boutique Hotel
Staying at Ivy Boutique Hotel in Chicago was an absolute delight. The location is perfect—just a short walk to the subway and right in the heart of downtown, with great dining and shopping options nearby. The hotel itself is spotlessly clean, with a modern and stylish design that feels both cozy and sophisticated. My room was incredibly comfortable, especially the bed—it’s one of the best sleeps I’ve had on the road. The staff were friendly and helpful throughout my stay, making everything smooth and pleasant. For the quality and value, this place is absolutely worth every penny. Highly recommended!
Hilton Garden Inn Chicago Downtown South Loop
Staying here for three nights was a great experience overall. The location is excellent—just a short walk from Michigan Lake and convenient for getting around downtown Chicago via public transit. My room had a side view of the lake, which was absolutely beautiful, especially in the morning light. While the hotel is established with older-style decor, it’s well-maintained and spotlessly clean. The double-bed room was surprisingly spacious—perfect for four people without feeling cramped. The staff were friendly and helpful, and the value for money was excellent. Despite its vintage charm, the comfort and convenience make it a standout choice. I’d definitely stay here again when visiting Chicago.
Voco Chicago Downtown - Riverwalk by IHG
Staying at Voco Chicago Downtown - Riverwalk by IHG was an absolute delight. The room was spacious and well-designed, offering plenty of comfort and a great sense of openness. Breakfast was fantastic—fresh, delicious, and with a wide variety of options to choose from. Best part? The hotel is just steps away from the iconic Riverwalk. I spent a few relaxing evenings walking along the riverfront, enjoying the city lights and lively atmosphere. The location is unbeatable, and the overall experience was top-notch. From the thoughtful touches in the room to the friendly staff, every detail made me feel welcome. If you're visiting downtown Chicago, this hotel is a must-try for both convenience and charm.
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