The 8 of the Best Hotels in Chicago

Chicago is a buzzy, thriving city full of renowned art museums and awe inspiring architecture. It’s also home to a booming Best Hotels in Chicagoscene and lively nightlife.


If you’re a traveler looking to take advantage of everything that Chicago has to offer, you’ll want to book one of the best hotels in town. After all, hotels can make or break your trip.

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1.The Palmer House Hilton Hotel

The Palmer House Hilton is a historic hotel that is located in downtown Chicago and is a great choice for those looking for a luxurious stay in the city. It offers a range of features and amenities to make your vacation more memorable.

The hotel is known for its elegant rooms, five-star service staff and close proximity to popular attractions. Guests can also enjoy free continental breakfast, snacks and non-alcoholic drinks during their stay.

A full-service, three-level health club is located within the hotel. It features Preva by PreCor Cardio machines, a signature resistance training circuit and free weights. There is also a Turkish steam room and spa facilities.

2.Congress Plaza Hotel Chicago

The Congress Plaza Hotel Chicago is a historic hotel that was built in 1893 to accommodate visitors to the World’s Columbian Exposition. It has a long history and has hosted presidents, foreign dignitaries, opera performers, stage and movie celebrities, as well as many conventions.

It’s a great place to stay if you want to be close to downtown, the museums, and Buckingham Fountain. There are plenty of restaurants in the area and a lot to do.

Rooms and suites at this hotel are clean, spacious, and offer excellent views of Grant Park or Lake Michigan. They also have free WiFi, cable TVs, coffeemakers and hair dryers.

A business center is available on-site and there are 24 meeting rooms with capacities ranging from 10 to 1,200 people. Guests can also enjoy a restaurant and bar, Rafael’s, which serves American classics with creative seasonal chef specialties.

The Congress Plaza Hotel has 870 rooms and suites. Each features a private bathroom, phone, and an in-room safe. Some rooms offer Lake Michigan views and others have a separate living room.


Located in a National Historic Landmark building, Staypineapple is a perfect jumping off point for exploring Chicago’s famous downtown. With the Theater District and Millennium Park just steps away, guests can take advantage of the city’s amazing cuisine, art, architecture, and shopping without leaving the comforts of this posh hotel.

The pineapple-themed property oozes a fun, quirky charm that sets it apart from other hotels in the area at this price point. Upon check-in, you’ll find a pineapple cookie and an assortment of fruity touches that make it a fun place to stay.

Rooms and suites feature historic touches as a tribute to the building’s original architecture alongside modern amenities like high-definition TVs, high-speed WiFi, and mini fridges. Select rooms also boast a view of the city’s iconic Millennium Park.

After a long day of exploring, crawl into ultra-comfortable European-style bedding to get a good night’s sleep. Then, head to the award-winning Atwood restaurant for creative Modern-American cuisine and indulgent desserts. Or, borrow a complimentary beach cruiser to explore the city on a bike ride.

4.Chicago Athletic Association

Built in 1893, Chicago Athletic Association is a former private club that has been turned into a luxury hotel. The 241 guest rooms and suites feature a masculine, contemporary style with nods to the club’s past. These include dark carpeting, metal bed frames with brass accents, leather club chairs, and unique leather pommel horses at the foot of the beds.

The rooms are designed by Roman and Williams, a Chicago-based firm known for its work on the Palmer House and Silversmith hotels. The decor reflects the building’s history, with tall ceilings and vintage-inspired furnishings.

Rooms and suites offer a wide range of amenities, from rainfall showers to desks and free Wi-Fi. A small mini-bar is stocked with exclusive Chicago-sourced snacks and beverages.

The hotel has a number of dining options including Cindy’s, a rooftop restaurant that serves seasonal fare and potent punches. For a more relaxed meal, head to the Drawing Room, which is reminiscent of an Ivy League library. And don’t miss Milk Room, a former prohibition-era speakeasy that’s now an elegant bar.

5.The Drake

One of Chicago’s iconic hotels, The Drake is located downtown on the Magnificent Mile near top shopping, dining and entertainment. The hotel is also a short walk from Oak Street Beach and Navy Pier.

A symbol of white glove elegance, The Drake has been a refined Chicago landmark since its opening in 1920. Its grand traditions and impeccable location overlooking Lake Michigan make it a refined choice for all kinds of travel.

Each guest room is designed for comfort with deluxe bedding, marble bathrooms and flat-screen TVs. The Drake also offers a variety of services to help guests get the most out of their stay.

The hotel’s restaurants include a breakfast nook and Coq d’Or, which serves a wide variety of classic dishes and cocktails. Guests can also enjoy English afternoon tea at Palm Court.

Guests have access to a number of amenities, including a spa and salon. There’s also a fitness facility and a games room. There are even convenience stores on-site for last-minute needs or local souvenirs.

6.Virgin Hotels Chicago

In Richard Branson’s first Virgin hotel, historic Art Deco features and contemporary design elements come together to create a modern, playful space. Behind the stately facade of the landmarked 1928 Old Dearborn Bank Building, Rockwell Group’s Madrid office interpreted Virgin’s fun and quirky spirit with cheeky amenities like a quirky porcelain dog and a sassy red SMEG mini-fridge in the lobby.

Guests can enjoy the hotel’s free Wi-Fi throughout their stay. Rooms are equipped with pillowtop beds, a laptop-compatible safe and a 42-inch flat-screen TV with premium digital channels.

The 250 lifestyle-focused Chambers and suites feature sliding privacy doors that divide the living area from the bedroom. Hybrid beds offer the perfect place to sleep and lounge, with ergonomic headboards for multiple seated positions.

Each en-suite bathroom is fitted with a luxury walk-in shower and bath with rainfall showerhead. Well-lit makeup and vanity areas are also provided, along with a Poliform closet.

Located in the heart of downtown Chicago, this boutique hotel puts a spin on modern luxury and comfort with 5 on-site restaurants, a rooftop bar and nightclub and expansive meeting and social spaces. Popular attractions are just a short walk away or easily accessible by taxi and Uber.

7.The Allegro Royal Sonesta Hotel Chicago

The Allegro Royal Sonesta Hotel Chicago is a stylish hotel in the heart of downtown Chicago. This four-star hotel offers a fireplace in the lobby and multilingual staff.

It is conveniently located within a short walk of Michigan Avenue and Millennium Park. The property also features a 24-hour fitness center and complimentary bicycles.

Guests can enjoy a meal at the on-site restaurant or relax with a drink at the bar/lounge. There is also a business center and multilingual staff.

Rooms at this boutique hotel feature a LCD TV and a pillowtop bed with down comforters and Frette Italian sheets. Private bathrooms come with shower/tub combinations and designer toiletries.

This is a pet-friendly hotel. It allows pets to stay free of charge.

This historic hotel is in the Theater District and is within walking distance of restored old movie theatres and hundreds of dining and shopping options. Several tourist attractions, including the world-class Art Institute of Chicago and Millennium Park, are nearby.

8.Renaissance Chicago Downtown Hotel

If you’re looking for a high-end hotel in the heart of downtown, Renaissance Chicago Downtown Hotel should be at the top of your list. Its stylish accommodations, a VIP lounge, artist studio, library and coffee bar are sure to impress you and your fellow travelers.

Its rooms offer fine bedding and sweeping views of the city or Chicago River. It also offers a rooftop bar and an indoor pool for guests to enjoy.

There’s plenty to do in the area, too, from a walk along the lakefront to a tour of the Art Institute and museums. And if you’re into shopping and nightlife, you’ll find it all within walking distance of the hotel.

Those who need to unwind can retreat to the hotel’s well-equipped fitness center and spa, where you can enjoy massages and treatments. Or, you can try out the on-site restaurant and bar.

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