Top 5 Luxury Hotels in Chicago

The Peninsula Hotel in Chicago

It’s officially here.  Warm weather has arrived in Chicago after a few long, cold months of winter.  Arguably known as one of the greatest cities in the world, Chicagoans are ready to escape the rigors of winter and enjoy the city and all the amazing events and activities it has to offer.  And for the record, Imagine Lifestyles would never argue the fact that Chicago is definitely one of the greatest cities in the world.  As many people from all over the world embark on our wonderful city this summer, let’s take a look at the top five hotels to stay in while visiting.  Coming up with just five was no easy task, but the following hotels are simply the cream of the crop.

1.    The Drake
2.    The Peninsula
3.    The Palmer House
4.    The W
5.    Trump International Hotel


The Drake (140 E. Walton Place) Location, location, location.  The Drake just has it.  And by it, I mean the best.  When booking a room at this historic landmark, make sure to request a lake front view.  Located within walking distance of the John Hancock Building, Water Tower Place, Lake Shore Drive, and the Magnificent Mile, guests will be right in the heart of downtown while staying at The Drake.  Four wonderful restaurants occupy the space if the long day of shopping has you looking for a relaxing night in as well.  

The Peninsula
(108 E. Superior) Luxury at its finest awaits every guest who chooses this Magnificent Mile gem. The Peninsula is located in a superb area, the friendliness of the staff is remarkable, and the rooms are very accommodating and elegant.  Guests will also find one of Chicago’s top restaurants, Avenues, located within the hotel.  The hotel also boasts one of the cities top outdoor spaces, The Terraces.  

The Palmer House (17 E. Monroe) The Palmer House Chicago is the longest continuously running hotel operated in the United States.  Playing host to U.S. Presidents, celebrities, and foreign dignitaries for many years this Hilton hotel has established itself as one of the best around.  Located in the Loop, guests will be in awe from the moment they arrive with the lobby that might have them thinking they are in Europe.  The giant lobby features a beautifully painted ceiling, classical décor, and a top-notch wait staff.  No other hotel is more perfect to pull up to valet in a Chicago luxury rental car.

The W (644 N. Lake Shore Drive) This chic spot offers some of the best lake views that any Chicago hotel has to offer.  Relax in the beautifully decorated lobby, climb up to the rooftop lounge to enjoy a few cocktails and nightlife, enjoy dinner at the hotel’s signature restaurant, or melt away in your room.  The W will be sure to take care of anything you need with 24/7 front desk services.  Here at Imagine, we highly recommend each guest to stop by the Whiskey Sky bar, one of our favorite destinations for city nightlife.  Located on the 33rd floor, Whiskey will provide great views of the city.

Trump International Hotel (401 N. Wabash) One of Chicago’s newest hotels; The Trump quickly established itself as one of the best as well.  Located right on top of the Chicago River, the second tallest building in North America offers world-class views of Chicago.  Like all of his projects, Mr. Donald Trump held nothing back in making this luxurious hotel first class.  From fine dining, to an exquisite spa, the Trump will make every visit a great experience.

The one and only way to experience Chicago outside of your hotel is with a luxury rental car, yacht charter and more.  Do not forget to take in a cubs game during your stay.

Post by Imagine Lifestyles Luxury Rentals