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2 Bedroom Hotels
12 Best Hotels With 2-Bedroom Suites In Chicago, Illinois

Chicago, found along Lake Michigan, is one of the most interesting cities to visit in the United States. Aside from being popular thanks to its hot dogs and deep dish pizza, it has tons of exciting attractions you can visit with your family. Also, don't forget to check out the non-touristy things to do while you're here. Hop on the river cruises that wind through the city's towering skyscrapers or visit the world-class Field Museum of Natural History and The Art Institute of Chicago. Whether you are traveling with a group and in need of separate bedrooms or a solo traveler tired of being crammed into a small room, you'll fall in love with the accommodation options in the city. Read on for our picks of the best hotels with 2-bedroom suites in Chicago, Illinois.
Hotels In
8 Best Hotels With American Girl Doll Packages In Chicago, Illinois

When visiting the USA for a vacation, it would be impossible to skip a city like Chicago. The city features abundant attractions that are worth visiting. You'll be impressed by iconic buildings that boast magnificent architecture. See it for yourself as you make your way to Willis Tower. Admire the sweeping 360-degree views of the city from the Skydeck level of the tallest building in Chicago. Even better, you can also glimpse at the four closest states to Illinois from high above. Another must-visit is Cloud Gate. This inspiring monument is unlike the others. The round gate is made of steel and you can marvel at your reflection on the concave chamber. Of course, it is best to visit with little ones and put up at a hotel near an American Girl store in Chicago. Continue reading to find the best hotels with American Girl Doll packages in Chicago, Illinois.
Hotels With Water Parks
9 Best Hotels With Water Park Near Chicago, Illinois

Chicago, one of the US's largest cities, is located on Lake Michigan in Illinois. It’s renowned for its upscale museums, bustling shopping districts, and sophisticated architecture, including the famous neo-Gothic Tribune Tower and Willis Tower, which boasts a height of 1,450 feet (442 meters). If you’re a curious traveler, you may want to start by exploring Grant Park, which features the Field Museum and the Art Institute of Chicago. There are many ways to make your stay fulfilling in Chicago. However, there are places close to the city that offers interesting activities, as well. Why don't you spend some time splashing around in one of the water parks near Chicago? Whether you’re interested in playing water basketball with your kids or swimming in a lap pool, check out these best hotels with water park near Chicago, Illinois.
Famous Hotels
Top 10 Famous Hotels In Chicago, Illinois

One of the most iconic cities in the United States, Chicago, is famed for landmarks like Navy Pier, mirrored sculpture Cloud Gate in front of Millennium Park, Willis Tower, and Lincoln Park. There are also plenty of theme parks and amusement parks in Chicago, but what sets the city apart from any other are its architecture, spectacular culinary scene, and vibrant nightlife. From Magnificent Mile’s high-end boutiques to the eclectic dining and eye-catching architecture in Chicago Loop, the city boasts a rich history and diverse culture. Many of Chicago’s tales from The Great Fire, the Prohibition, and the years after, are best kept in its hotels. Read on our list of famous hotels in Chicago, Illinois.
Adults Only Hotels
4 Best Adults-Only Hotels In Illinois, USA

Illinois' diverse shopping opportunities and cultural attractions make it one of the best holiday destinations in the US all year round. Chicago, despite not being the state capital, is Illinois' most-frequented tourist destination. The city is home to the state's best shopping venues, eateries, and parks. While here, don't miss the chance to visit the famous commercial district of Magnificent Mile where you can find high-end shops and everyday stores and Millennium Park that houses the unique Crown Fountain. Meanwhile, the state's capital, Springfield, is another culturally rich city. It is home to Abraham Lincoln Presidential Library and Lake Springfield. With various activities and places throughout Illinois, there is a never-ending list of things to do. For a place to stay, check out our list of the best adults-only hotels in Illinois, USA.
Hotels With Rooftop Pool
13 Best Hotels With Rooftop Pool in Chicago, Illinois, USA

"Hollywood is hype, New York is talk, Chicago is work," so said the actor Michael Douglas. Indeed, Chicago epitomizes the no-nonsense heart and soul of Middle America, proof that grit and strength can build skyscrapers to withstand the harsh winds of the Windy City. The third biggest city in the United States, Chicago has arguably the finest-looking downtown skyline in the country, set beside the picturesque shores of Lake Michigan. And amid all those tall buildings are world-class museums, huge parks, spectacular entertainment, and amazing dining options, waiting for you to explore and savor. Just so you can take in the soaring skyline at your leisure, you can book one of the best accommodations when you stay here. Continue reading to learn about the best hotels with a rooftop pool in Chicago, Illinois, USA.
Cheap Hotels
10 Best Cheap Hotels Near Downtown Chicago, Illinois

Also referred to as The Loop, Chicago's downtown area is the vibrant heart of the city and boasts many attractions, including Millennium Park and Chicago Riverwalk. The area is the ideal base for hopping on river cruises and other touristy activities. For a unique view of some of the majestic buildings here, you can also try kayaking down the Chicago River. Guided tours are offered so you don't miss out on anything interesting. You can also visit Chicago Cultural Center - there is always something happening here! In summer, locals love to gather at Millennium Park, especially during starlit evenings. You can even catch a free open-air concert or movie screening here. Are you excited by all these offerings and want to plan a budget trip right away? Then, take a look at this list of the best cheap hotels near downtown Chicago, Illinois.
Hotels With View
14 Best Hotels With Lake View In Chicago, Illinois

Chicago is a beautiful city. Situated on the shore of Lake Michigan, Chicago offers many lively attractions along the water, like Navy Pier. The setting paints a pretty picture of the "Windy City". It also features several amazing shopping malls, art galleries, and casual restaurants. To have an unforgettable adventure, book a hotel room in the area and get a bird's-eye view. Take a look at the list of the best hotels with lake view in Chicago, Illinois.
Hotels With Outdoor Pools
Top 8 Chicago Hotels With Outdoor Pools: Enjoy A Dip With A View

With a mix of large scale skyscrapers and beautiful parks, Chicago is a great holiday destination. Although known as the windy city, you can rest assured that this doesn't refer to the weather. On your first few days, if you want to sit and absorb the culture, you should head to the popular site of Millenium Park. With its grand open spaces, art and theatre and ice rink, you can easily spend a few hours here. For great views, head to the top of Willis building for panoramic cityscapes. For something a bit different, spend some time at the Navy Pier. This large pier has everything from fun rides, fantastic eateries and boutique shops. It's a great place to take children for a day out. So after all that walking around and exploring, we're sure that you'll want to rest your feet and relax. Now you can sit back, or float in this case, and let the world pass you by. Just for you, we've found the best hotels with relaxing outdoor pools, in Chicago, Illinois. Keep reading and book today to get yourself in the vacation mood.
Romantic Getaways
10 Best Romantic Getaways In Chicago, Illinois

Living in such a major city like Chicago, which is one of the largest cities in the United States, there is definitely a want to escape the hustle and bustle of stressful city life. This is especially true for couples, in need of a romantic getaway for honeymoons, anniversaries, or a short holiday. While there are plenty of romantic hotels and romantic staycations, there is still so much more to discover outside of Chicago. For those who don't want to stray too far away from the city, or only have a short weekend to relax and rejuvenate, finding a romantic and relaxing getaway that is still near the city is key. What are you waiting for? Read on to find the best romantic getaways in Chicago, Illinois.
Hotels With Early Check In
10 Chicago Hotels With Early Check-In

Chicago is an amazing city and old city. With so much to do and see and discover, you can spend days and days here without even seeing everything. Of course, there are highlights like Michigan Avenue where you'll find places with great views of Lake Michigan and Millennium Park, which is surrounded by lovely vacation rentals. But to have a great trip, sometimes you have to stray off the beaten path and try to do the things that not all tourists do. Chicago has a lot to experience whether it is more oriented to tourists or locals, you'll want to have lots of time to do it. If you want to make the most of exploring Chicago and you're heading there early, check out these Chicago hotels with early check-in.
Hotels With Balcony
13 Best Hotels With Balconies In Chicago, Illinois

Chicago nestles on Lake Michigan in Illinois and is one of the larger cities in the USA. The city’s skyline features skyscrapers where the Willis Tower stands out, as does the John Hancock Center and the neo-Gothic Tribune Tower. There are many museums and art galleries in the city, with the Art Institute of Chicago standing out for its Impressionist and Post-Impressionist paintings. Navy Pier offers restaurants, shops and carnival rides. Old Town Chicago is also a must-visit, with its attractive buildings from the Victorian era, now housing many shops and boutiques. Speaking of boutiques, Wells Street has some of the most quirky fashion shops, as well as craft brew outlets, coffee shops and quaint pubs. The Second City Comedy Club is worth a visit for a fun night out, or alternatively you can visit the various festivals and events around the city. To get a good view of the city’s landscapes, stay in hotels with balconies in Chicago, Illinois, USA.
Hotels With View
Top 10 Hotels With A View Of Lake Michigan, Chicago

Chicago is a popular tourist destination, being the third-largest city in the United States. It is called the "Windy City" because of the presence of strong winds to and from the neighboring Lake Michigan. It is also known for being a place filled with many stunning skyscrapers and tall structures like Willis Tower and John Hancock Center, which are two of the most famous ones. Shopping and dining options are plenty here, as well as sports events and museums. To make sure you have a comfortable night after a long day out, stay at an excellent hotel. Read on and browse through our list of the top hotels with a view of Lake Michigan, Chicago.
Hotels By The River
10 Best Hotels By The River In Chicago, Illinois

Chicago is perhaps best known for its architecture, pizza, and sports teams, but there is also something to be said about its riverside activities, as far as tourism is concerned. A river cruise gives visitors a taste of what they can expect to see by the water, which can include foodie destinations, historical architecture, dance clubs, art galleries, museums, and boutiques, depending on which neighborhood you are in. Of course, you can just elect to take a stroll along the Riverwalk and enjoy the sights of the boats or people as they go about their daily business in the area. Given the number of activities by the water, it's no wonder that accommodations by the river are in hot demand among visitors. Check out this list for the best hotels by the river in Chicago, Illinois.
Party Hotels
9 Party Hotels In Chicago, Illinois

Chicago is famed for its vibrant party scene that picks up around midnight and continues until the sun comes up. Chicago is one of the best cities in the US with a lively nightlife scene from quaint bars in narrow alleys to lovely cocktail bars, cozy clubs, and crazy beach parties. Whether you want to spend a night partying solo or go crazy with friends, you must pick Chicago as your next party destination. While you decide, we have listed the best party hostels in the city so that you can party carefree till you drop and then just walk a few floors to reach your room. There are numerous hotels in and around Chicago that have clubs, bars, and astonishing views. Read on to see the best party hotels in Chicago, Illinois, for when you visit again.
Hotels With Fireplaces
6 Best Hotels With Fireplaces In Chicago, Illinois

Traveling to the United States always brings a dilemma in that you will have difficulties when deciding which cities to visit and which cities to skip. Just like New York City, Chicago tops the list of must-visit cities in the USA. The reason is simple; the city offers superb attractions that you will never get bored of. Iconic buildings with impressive architecture and awesome entertainment options can be found throughout the city. Cloud Gate should be your first stop. There is no monument as inspiring as Cloud Gate in Chicago. Walk around the round gate that is made of steel and admire your own reflection on the concave chamber. For an unforgettable experience, head to the 103rd floor of Willis Tower, the tallest building in the city. From the Skydeck, you can marvel at the 360-degree views of not only Chicago but also the four closest states. You should also enjoy some artsy time at the Art Institute of Chicago. Its complete collection of artworks, including the classics, modern and impressionists, will impress you. While spending the best days of your life in Chicago, why don't you stay in a hotel that has a fireplace? Sounds cool, doesn't it? Check out the best hotels with fireplaces in Chicago by scrolling down the page.
Hotels With Pools
16 Handpicked Chicago Hotels With Pools

Chicago, the Windy City is the biggest city in Illinois. It is known for former President Barack Obama and the Chicago Bulls of the GOAT Michael Jordan. It is one of the most important cities in the whole United States, with tons of history, great economic power, and of course, a lot of top attractions. Although Chicago is at the edge of the Great Lakes and has a river run through the city, how perfect would it be for you to book a room in a hotel that has its own swimming pool? Our team of experts here in Trip101 made a thorough search and offers you diverse options of Chicago hotels with pools for a memorable and luxurious stay. Do I hear the splash already?
Lakefront Hotels
5 Best Lakefront Hotels In Chicago, Illinois

Chicago is best known for its signature deep-dish pizza and the iconic art installation, Cloud Gate, also known as The Bean. However, it has plenty more attractions and dining options to explore. Jumpstart your Chicago food trip by visiting Uno Pizzeria and Grill, the restaurant said to be the birthplace of deep-dish pizza. Then, explore other Chicago classics, such as hotdogs at The Wiener Circle in Lincoln Park. Since the city is also known as a craft beer capital, be sure to visit breweries, such as Goose Island and Half Acre. Music is an important part of the city, and you will see many jazz clubs such as GreenMill Jazz Club here. The city also prides itself on having great waterfront views at Lakefront Trail. Get to experience all that Chicago has to offer. Start off by scroll down to see the best lakefront hotels in Chicago, Illinois.

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