Chicago is one of the most visited cities in the U.S. And for a good reason. With excellent shopping, plenty of cultural attractions, and interesting architecture, it’s easy to see why millions of people visit this city every year.
But, whether you are visiting Chicago for a single weekend, day, or an entire week, you will need a place to stay as you unwind after a long day of exploring or sightseeing. And if you are traveling with older kids or your family has more than four people, most hotel rooms may not accommodate you since they are usually designed for a family of four.
Fortunately, hotels with contiguous rooms can provide the perfect accommodation solution for your family vacation. Hotel rooms with adjoining rooms are more spacious, have more bathrooms, more TVs, and are cost-effective. Also, they offer more privacy. In this article, we will walk you through the 10 best hotels with connecting rooms in Chicago in 2024.
1.- The Drake, a Hilton Hotel, Chicago
The Drake is a 535-room hotel in Chicago, located on the renowned Magnificent Mile, and among many other amenities, it also offers connected rooms. It features an epic lobby filled with beautiful chandeliers. Its interior is chic and classic. It was once the preferred place of stay for Princess Diana and Winston Churchill during their trips to the U.S.
Unlike most of the other hotels in its class, the Drake features a largely vintage ambiance, with glittering chandeliers, upholstered walls, and high ceilings. Perhaps its old-fashioned design is what makes it so much appealing to most people.
But, despite its classic look and feel, this hotel also boasts plenty of modern features and amenities such as a modern fitness center, great dining options, and a shopping arcade, just to name a few. Also, Wi-Fi connectivity is available in all its rooms, for a fee. According to vacationers who have stayed here, the location is great, the staff is friendly and the rooms are spacious and comfortable.
2.- Fairmont Chicago, Millennium Park
The Fairmont Chicago is second on the list of the best hotels with adjoining rooms in Chicago. It is an upscale hotel located close to both the Magnificent Mile and Millennium Park, making it the ideal jumping-off point for those who want to explore Chicago.
In 2010, the hotel underwent a considerable renovation, which helped to upgrade its look and feel into a modern one. Its guest rooms feature contemporary décor and furnishings such as marble bathrooms and flat-screen HDTVs.
While staying at this hotel, you will have access to a fitness center and a large spa, where you can enjoy spa treatments. Its rooms are large and spacious, with iPod charging docks. You can enjoy breakfast at the hotel’s bar, popularly known as Columbus Tap. The hotel is pet-friendly and you will also enjoy a 24-hour concierge. Wi-Fi is also available at this hotel, but at a daily fee.
3.- Royal Sonesta Chicago Downtown
Located in downtown Chicago, the Royal Sonesta offers the ideal accommodation destination for locals and tourists alike. It offers spectacular views of the Chicago River, not to mention the beautiful city’s skyline. Also, you will have access to most of the city’s attractions.
Whether you are in Chicago for leisure or business, you are assured of an enjoyable stay in this hotel. Some of the available amenities include a business center and a fitness center. Both facilities run round the clock.
The Royal Sonesta also has an on-site restaurant, where you can choose from a wide range of local and international cuisines. It also comes with oversized accommodations to help you relax and unwind. Its rooms also come with coffee makers and mini-fridges. And unlike other hotels with adjoining rooms, internet access here is complimentary. According to guests who have stayed here, its rooms are spacious, neat, and comfortable, and the location is convenient.
4.- Courtyard by Marriott
The Courtyard by Marriott is fourth on the list of the best hotels with adjoining rooms in Chicago. It is an upscale hotel based in downtown Chicago. Like most of the other hotels on this list, it’s also within proximity of the renowned Magnificent Mile. Its comfortable and spacious rooms feature a coffee maker, a mini-fridge, as well as extra bath amenities. Also, the rooms have large windows, thus giving you beautiful views of the city. You will also have easy access to public transport.
The Courtyard by Marriott also has a full-service business center, with on-site computers, printers, and fax, available round the clock. And if you want to remain fit during your vacation, there’s a well-equipped fitness center for that, featuring strength-training equipment, treadmills, and elliptical machines, among others.
While staying at this hotel, you can have your breakfast at Starbucks, while the Copper Fox Gastropub will serve you lunch and dinner, where you can enjoy a wide range of foods and drinks.
5.- Ambassador Hotel Chicago
Previously known as Public Chicago, the Ambassador Hotel is a five-star, 285-room (some of them connected), located within Chicago’s Gold Coast. It’s within walking distance of several Chicago sights like the Lincoln Park Zoo, the Magnificent Mile, and Oak Street Beach.
Other sights close to this hotel include the Chicago Water Tower and the John Hancock Tower. And if you are willing to spend a few dollars on transportation, you can visit the Art Institute of Chicago, the Adler Planetarium, and the Shedd Aquarium.
All rooms come with air-conditioning, minibars, and 42-inch flat-screen TVs. The hotel has a bar and a restaurant, which serve breakfast, lunch, dinner, and even brunch. Also, there is a 24-hour fitness center featuring a wide range of fitness equipment. And if you prefer outdoor activities, you can borrow a bike from the hotel, free of charge.
6.- Omni Chicago Hotel
The Omni Chicago Hotel is undoubtedly one of the best hotels with adjoining rooms in the city. Located at the heart of the Magnificent Mile, this hotel is surrounded by some of the best restaurants in the city.
The property features 347 guest suites, featuring two flat-screen TVs, well-stocked refreshment centers, mini-fridges, coffee makers, and wet bars. All its rooms are spacious. They also come with sleeper sofas, making them the ideal choice for large groups and families.
Staying here comes with several benefits like access to a rooftop sun deck, an indoor swimming pool as well as a fitness center. The 676 Restaurant & Bar also sits on this property, where you can enjoy Midwest American dishes.
7.- Sheraton Grand Chicago
The Sheraton Grand Chicago is a luxury, children-friendly hotel located in downtown Chicago, close to the Chicago River, and it is the seventh on our list of the best hotels with connected rooms in Chicago. It’s within walking distance to some of the city’s most popular sights like the Navy Pier, the Art Institute, the Loop Business District, as well as several restaurants and bars. North Michigan Avenue and the Magnificent Mile are also nearby.
Its rooms are spacious and business-friendly. Workspaces and desks come standard in all rooms, while Wi-Fi is available at a fee. The bathrooms are large and well-outfitted. Coffee makers and iPod docks also come standard. For dining and drinking, there are several restaurants and bars on the property, including LB Bistro, Chicago Burger Company, Shula’s Steak House, and Patisserie.
There is a small indoor pool on the seventh floor as well as a well-equipped, modern fitness center featuring cardio machines, free weights, and elliptical machines. And after your day is done, you can relax in the spa or enjoy great city views at the sundeck.
8.- Hyatt Regency Chicago
Whether you are traveling as a group or you are going for a vacation in Chicago, you will enjoy staying at the Hyatt Regency. Located within walking distance of Millennium Park, this hotel features four restaurants, a fitness center, and a business center, adn it offers adjoining rooms.
Its rooms are chic, modern, and fresh. Coffee makers with Starbucks coffee, desks, flat-screen TVs, and minibars come standard in all its rooms. As for your drinking and dining, you have numerous options to choose from. There’s an atrium bar and restaurant on-site, where you can have your breakfast, lunch, and dinner. There’s also a sushi and steak restaurant.
9.- Silversmith Hotel Chicago
Located in downtown Chicago, the Silversmith Hotel is ninth on our list of the best hotels with adjoining rooms in Chicago. It is a great choice for a vacationer looking to explore the city. It’s located close to several city attractions like the Chicago Theater, Millennium Park, the Art Institute of Chicago, and the Buckingham Fountain.
And if you are a shopaholic, then you are also covered since the hotel is located close to the Magnificent Mile. Each room features a Keurig coffee maker and free Wi-Fi access. The accommodations are comfortable and clean, while the Adamus Restaurant and Lounge sitting on the property will serve you contemporary American cuisine.
10.- Park Hyatt Chicago
While Park Hyatt Chicago may be slightly expensive compared to the other hotels with adjoining rooms on this list, you are assured of getting value for your money. Besides its great location on the Magnificent Mile, this hotel comes with plenty of features and amenities, making it a great choice for business or leisure travelers.
One of its standout amenities is the NoMI Spa, where you can relax and soak up massage oils to soothe your tired muscles. And once you’ve finished indulging in this spa, you can retire to your spacious room, with modern décor and beautiful views of Lake Michigan. Complimentary Wi-Fi access, minibars, and flat-screen TVs come standard in all the guest rooms.
The hotel is within walking distance of some of the city’s best eateries. And if you don’t feel like leaving the hotel, you can simply enjoy your dinner at the NoMI Kitchen.
Wrapping It Up
There you have it, a roundup of the best hotels with adjoining rooms in Chicago. And while we’ve numbered the hotels based on customer reviews, among other factors, whether you choose the first hotel on the list or the last one all comes down to a personal choice. But regardless of the one you choose, you are assured of having an enjoyable stay.