Chicago is known for historic landmarks, iconic attractions, urban parks, professional sports venues, and thriving cultural scenes and arts. Visitors will also find plenty of places to stay as it’s home to many outstanding luxury hotels. And among them are the top boutique hotels in Chicago. Each neighborhood offers something a little different, which may make guests don’t want to leave. So, if you’re finding a place to stay in the Windy City, here are our list of the fantastic best boutique hotel in Chicago worth a look.
Table of contents
- Staypineapple, An Iconic Hotel, The Loop
- Silversmith Hotel Chicago
- SOPHY Hyde Park
- Hyatt Regency Chicago
- Eurostars Magnificent Mile
- Club Quarters Hotel Wacker at Michigan, Chicago
- River Hotel
- Waldorf Astoria Chicago
- The Palmer House Hilton
- Kimpton Hotel Monaco Chicago
- The Ivy Hotel
- Recommended Restaurants/Bars in Chicago
- Recommended Things To Do in Chicago
- Where To Stay in Chicago
Staypineapple, An Iconic Hotel, The Loop
If you’re looking for luxury boutique hotels in Chicago in the heart of the city, Staypineapple, An Iconic Hotel, The Loop, can be your option. The property is housed in a National Historic Landmark Building. It’s just within minutes of walking from Millennium Park, Chase Tower, and the Chicago Theater. You can also take full advantage of glam shops and boutiques, restaurants, and museums.
After exploring the Windy City, return to your posh room with deluxe bedding and linens to recharge. The colorful, stylish rooms and suites feature in-room amenities, including Keurig® with custom-blended coffee and tea, minifridges, and iHome Bluetooth docking stations with USB charging. Connect with your family and friend using its high-speed Wi-Fi. You can also watch your favorite movies or stream your playlist. If you upgrade to suites, enjoy the separate living rooms, views of Lake Michigan and Millenium Park, and free in-room spa treatments.
We love the complimentary treats and morning and afternoon coffee and tea in the lobby. Craving for some food? There are Pineapple Quick Bites & Bevvies available any time of the day. The hotel’s award-winning restaurant, Atwood, offers an excellent place for having handcrafted cocktails or American dinner. A gym is available for those who don’t want to miss a workout.
Silversmith Hotel Chicago
Have a luxurious experience by staying in the best boutique hotel in Chicago downtown, Silversmith Hotel. It’s located in the heart of downtown, making it only steps away from some famous places, such as Millenium Park. Besides, you’ll find plenty of cultural and sports venues, world-renowned restaurants, and many iconic attractions.
Combining chic design with modern comforts, guests will enjoy spacious guest rooms and suites with plenty of in-room amenities. These include high-speed Wi-Fi, large walk-in showers, coffee makers, and mini-refrigerators. Get recharged after your busy schedule on the plush bedding at the end of the day.
Enjoy the variety of handcrafted cocktails and have a dining experience in its famous American restaurant, Adamus Restaurant & Lounge. A fitness center, business center, and on-site parking (with an additional surcharge) are other amenities guests will enjoy.
SOPHY Hyde Park
SOPHY Hyde Park is one of the best luxury boutique hotels in Chicago, featuring a sophisticated and eclectic collection of art from community artists and artisans. This luxury boutique hotel is located near South Side Chicago, home to renowned museums such as the Smart Museum of Art and Museum of Science and Industry.
Every room at this hotel offers plush lounge seating, hardwood flooring, and a marble-tiled bathroom with a luxury bath. The rooms feature premium linens, plush pillows, a love seat, and an ottoman for your comfortable rest. If you book a suite, the room comes with living or dining areas, a coffee table, lounge chair, stocked pay mini bar, and a sectional couch with a full-size sleeper sofa.
Start your day with a complimentary breakfast that includes in your room rate. While staying here, don’t miss relaxing and having cocktails in The Sanctuary, the on-site outdoor dining area featuring a fire pit. You can also mix and mingle or have dinner in its restaurant, bar, and lounge, Mesler. It serves comfort food, including steaks, homemade pasta, and blue-cheesy fried chicken sandwich.
Hyatt Regency Chicago
Have the luxury escapes by staying at Hyatt Regency Chicago in the heart of downtown. It’s steps away from the Chicago Riverwalk, Michigan Avenue, Millenium Park, and many exciting places. Also, it only takes minutes to walk to Magnificent Mile, making the hotel a perfect base for exploring Chicago.
This largest hotel in downtown Chicago features 2,032 rooms and suites with contemporary furniture. Despite the many rooms available, this hotel can still be categorized as your best boutique hotel in Chicago because of its style, decoration, and service.
Make yourself at home in one of the rooms offered, from Queen Beds Deluxe to Millenium Suite. All suites and rooms are provided with Wi-Fi, iPod docks, and coffeemakers. Some suites feature a city view, Chicago River, or Lake Michigan. And some others offer access to the lounge, dining areas, spacious living areas, and whirlpool tubs.
Dining options in this hotel include Starbucks® coffee and Market Chicago which specializes in on-the-go snacks. Enjoy the unforgettable dining experience in a bright, open-air setting at American Craft Kitchen & Bar. Also, you can grab a drink at BIG Bar, serving up handcrafted cocktails with a view of the Chicago River while watching sports games.
Eurostars Magnificent Mile
Eurostars Magnificent Mile is one of the top boutique hotels in Chicago. This is where you can experience different and unique vibes. Here, you’ll feel their attention to detail. The commitment can be seen in all parts of the hotel. The hotel’s classic design and the world-class spa make it an inspiring place. Speaking of spa hotels, check out the best spa hotels in Chicago for more options.
This is where you get to witness modern designer furniture meets classical feel. The natural elements are mixed with state-of-the-art technology to enhance your stay. The personalized service at Eurostars Magnificent Mile offers an approachable philosophy. They make sure to meet every guest’s needs.
Rooms at this charming hotel truly embody the vibrant atmosphere of Chicago. With floor-to-ceiling windows, you can get inspired by looking over the cityscape. Also, step out onto your balcony and truly immerse yourself in the city’s beauty. The industrial-chic style and modern touches make this hotel so unique. Each room is beautifully designed with your comfort in mind.
Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, Chicago is located in a prime location with excellent access to public transport stops. Situated in the Neo-Gothic Mather Tower, it’s only steps away from the Museum of Contemporary Art, Grant Park, beach, and other top tourist attractions.
As one of the top boutique hotels in Chicago, this historic building overlooks the Chicago River and features modern accommodation. Enjoy a relaxing stay in spacious rooms and suites with state-of-the-art amenities. Each room or suite features comfortable bedding, complimentary Wi-Fi, and iPod docks. Some offer a small kitchenette, river view, and a Keurig Brewing System with complimentary coffee and tea.
If visiting with family, a suite with a separate seating area is the best option. What’s more, the hotel welcomes pets! Enjoy the evening after your busy day in its lounge, then continue to its Italian restaurant for a culinary experience. There’s a 24-hour fitness center available to keep your daily workout.
As the name suggests, River Hotel is a beautiful riverfront hotel in the heart of the city. The location makes this one of the top boutique hotels in Chicago. With inspiring river views, stunning skyscrapers, and restaurants all around, there’s never a dull moment when you’re in this hotel.
Welcome to River Hotel Chicago, where great ideas form and good times are created. Explore the best hot spots to dine and drink or visit the most fascinating art galleries in the city. The best thing about this hotel is its Keurig brewing. Good coffee is at your fingertips. Enjoy endless cups of coffee and free purified water during your stay.
After wandering through the city, get back to your comfy room and unwind. Stream your favorite series with the best and the fastest Wi-Fi in Chicago. Relax in a super comfortable bed to recharge yourself and prepare for your next adventure. The mobile check-in technology makes it easy to check in on the go. All in all, this is the best boutique hotel in Chicago for smart travelers like you.
Waldorf Astoria Chicago
Suppose you prefer the Gold Coast area as your home in the Windy City. In that case, Waldorf Astoria Chicago can be the best option. As one of the best luxury boutique hotels in Chicago, it’s located around the corner of Rush Street. Besides, it’s only a block from Chicago’s premier commercial district, the Magnificent Mile, the Museum of Contemporary Art, and Millennium Park.
Select from various guest rooms and suites that offer spectacular views that will take your breath away, from a Deluxe King room with a warm fireplace and a range of modern amenities to a Presidential Suite. This suite features over 2,000 sq. ft. (185 m2) of space, a kitchen, and a butler pantry.
Enjoy the private bar and workspace in each room and suite. Some suites feature a terrace, making it a great place to relax. The 215 luxurious rooms and suites feature stunning interiors, soaking tubs, and iPod docks. Other perks include a spa, a Pilates studio, and complimentary transport within a mile (1.6 km). Do some laps in an indoor pool or fitness center to keep up your daily workouts.
The Palmer House Hilton
The Palmer House Hilton is a part of the Historic Hotels of America. It’s an official program for celebrating the finest historic hotels across America. So, expect to be awed at the best boutique hotel in Chicago downtown that redefines what it means to experience luxury.
The Palmer House Hilton has undergone a multimillion-dollar renovation. They ensure that the facilities can always accommodate modern travelers like you. But, this hotel preserves its significant history as it is the most integral part of the story. This swanky hotel has positioned itself as the best destination in the city.
Each elegant room at this hotel comes with an HDTV, workstation, and an ergonomic chair. Besides, a 24/7 room service is available. Bored in the room? Just head to the rooftop restaurant. Here, you can enjoy American cuisine while seeing the beautiful rooftop garden. Or go to the Lobby Bar for crafted cocktails.
Kimpton Hotel Monaco Chicago
Kimpton Hotel Monaco Chicago is a 4-diamond best boutique hotel in Chicago that truly redefines the luxury experience. It sits on the top among all boutique hotels in Chicago downtown for a reason. The deluxe elegance transports you to a different place where sophistication and perfection are at the center of focus.
This beautiful and inspiring hotel places you in the center of attention. Here, you’re steps from the scenic Chicago River. Besides, the strategic location is perfect as your downtown home base. Top-notch hospitality and personalized service will elevate your stay. Once you stay here, it’s hard to imagine staying anywhere else. A luxury stay has never been this good.
This eco-friendly hotel boasts spacious and elegant designer suites that come with an LCD TV. Besides, you’ll see a minibar with gourmet snacks the moment you enter the room. Every room includes a yoga mat for you to stay active even on holiday. Free coffee and tea are available in the lobby.
The Ivy Hotel
Choose one of 63 spacious studios and suites at The Ivy Hotel as your home base while visiting Chicago. This best boutique hotel in Chicago features a modern and simple design for your luxury and comfort travel needs. It’s located one block from Michigan Avenue. As a result, it provides easy access to nearby attractions, world-class restaurants, and entertainment.
You can opt for spacious studios or choose the massive king or queen suites. Each eco-friendly studio and suite features bamboo floors, gray and purple décor, and plush bedding. Enjoy the complimentary Wi-Fi and beautiful city views through floor-to-ceiling windows from your room. You’ll also love the luxurious marble bathrooms, soaking tubs, and Beekman 1802 bath amenities.
Boasting a rooftop bar and lobby lounge, making it a perfect place to unwind in the afternoon or evening. Grab a small bite and a glass of cocktail while you’re enjoying the view of downtown Chicago. Then, you can have a casual dinner in its Divine Lounge in the hotel lobby.
Recommended Restaurants/Bars in Chicago
- Lure Fishbar Chicago – There’s no better place to enjoy seafood than Lure Fishbar Chicago. You should try the spicy scallops and classic sushi when you’re here. Besides, the restaurant also offers an extensive list of wines.
- Oriole – Located in West Loop, Oriole features a luxurious brick and wooden design with only 28 seats for intimate dining. Try some small bites on seafood menus, such as smoked roe and raw oysters swathed in pork consommé, and pair them with various wines.
- Goosefoot – Have a fine dining BYOB experience at Goosefoot in an intimate atmosphere. Try their seasonal 5-course tasting menu: corn soup, shrimp, pan roasted Angus beef filet, cheese course, and Madagascar vanilla bean crème brulée.
Recommended Things To Do in Chicago
- Art Institute Tour Before Opening Hours with Guide – See some of the most famous art pieces of the Art Institute of Chicago by joining this tour. Explore the beautiful art even before the building is open. It’s an exclusive tour.
- Night Tour with Willis Tower Entry and River Cruise – Explore and experience the Windy City’s most prominent places on this night tour. Enjoy the Buckingham Fountain light and music show and visit Chicago’s most iconic landmarks. From Willis Tower, Chicago Bean, The Ledge. Then, take on a river cruise on the Chicago River to see the city’s skyline from a unique perspective.
- 360 CHICAGO Observation Deck – Visit 360 CHICAGO Observation Deck to have expansive views of the Windy City up to 55 miles (89 km) in any direction. Then, you can grab a drink and some snacks at the café and bar. Don’t miss buying some souvenirs in the gift shop before leaving.
Where To Stay in Chicago
Chicago offers an abundance of accommodation options for every traveler in nearly all its neighborhoods. However, you may wonder where the top boutique hotels in Chicago are primarily located? Discover the boutique hotels with the edgy designs and open rooftop bars in these neighborhoods.
One of our top picks for luxury boutique hotels in Chicago is in Wicker Park. It’s known for its dining, bustling nightlife, and entertainment avenue. You can opt for The Robey, a 4-star boutique hotel with a rooftop pool and cocktail bar lounge.
Downtown Chicago or The Loop is definitely the best place to stay. You’ll find massive hotel chains easily. But, this area also offers some of the best boutique properties, such as The Ivy Hotel and Silversmith Hotel Chicago. Visitors will find The Loop is packed with some famous attractions, shops, and restaurants.
You’ll also find some of the best boutique hotels on the Gold Coast. The historic district offers a more relaxed and quiet atmosphere. You may need to travel a bit far to see the most famous sights. But, this neighborhood offers charming homes on picture-perfect streets, numerous eateries, and high-end boutiques.