Best Hotels for a Chicago Getaway

October 22, 2021
Food & Drink
jason wolfe
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Whether you're having a vacation or a staycation, Chicago has some of the best sites to see in the world. Take in a ball game at Wrigley or Sox Park. Go see the Bears play at Soldier Field. Hit the theater district to see a live performance. Or visit one of the amazing museums. And that's barely scratching the surface.

Chicago is home to some of the most amazing restaurants, a thriving art scene, and a fairly amazing population. If you live in the surrounding area, choosing a hotel downtown can be a great way to enjoy the city. You can explore different events without having to drive back and forth to your home. For those from out of town, well, there's no shortage of things to do and see in the city.

If you're heading into the city for a few days or an extended stay, you'll need to find a good hotel. Chicago has no shortage of amazing hotels with fantastic amenities. Grab a GiftYa certificate to treat yourself or a friend to a wonderful stay in a fantastic city.

We've put together a list of hotels that have a little something for everyone. You can find the perfect location and amenities to fit whatever you're in town to do.

The Robey

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The Robey gives you an amazing view of Chicago, as only this landmark can do. The hotel is a combination of two original Chicago buildings. One, a skyscraper built in 1929. The other was a warehouse that was originally built in 1905. Both buildings have been renovated with sleek furnishings and a beautiful view of the surrounding city. The Robey was named for the original street, which is now known as Damon.

The Robey has a lounge, cafe, and hall. The Up Room and Cabana Club are also popular meeting spots. There are a variety of rooms available, with 24-hour front desk service. This is a great part of the city to explore and the L is right nearby if you want to take advantage of Chicago's world-class public transportation.

Nobu Hotel

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The Nobu Hotel is ideally situated in Fulton Market. It's a beautiful hotel with sleek lines that combine Japanese design with modern architecture. The hotel itself boasts a world-class restaurant and indoor and outdoor dining. The terrace overlooks Restaurant Row. The rooms are modern and comfortable and the staff is highly helpful.

The heart of Chicago is right near your front door here. You're only a few minutes away from The Loop and Michigan Avenue. You can get to the Art Institute, Shedd Aquarium, Millennium Park, and Navy Pier all within 15 minutes of travel time from the hotel. The rooms and entire Nobu experience is amazing and everything you might want to see in the city is right within reach.

Wit Hotel

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The Wit is located in the middle of the theatre district. This is a fantastic choice if you're in town to see a show or just like to be surrounded by beauty. The Wit isn't your typical hotel aesthetic. The design and decor are both pleasant and interesting. You'll get an eclectic pop of color and artistic vibe everywhere you look at this ultra-modern hotel.

They have live entertainment at the hotel, as well. You can catch some amazing performers right at the tavern or roof events. The hotel has won numerous awards and it is in a great location for anyone in town to see a show or trek around downtown.

Viceroy Hotel

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The Viceroy is a five-star hotel on Chicago's Gold Coast. If you enjoy looking at the historic mansions in this area of the city or want to take in some Gold Coast Shopping and fine dining options, this is a great location. The Viceroy is everything you would expect it to be - beautiful and stylish. It's pet-friendly, so you can bring your dog for an extended stay with you. The rooms are beautiful and well-appointed. They have a rooftop pool that's open during the summer and the front desk is available for your needs 24/7. They also have a full fitness center, spa, and their AIRE ancient baths are amazing. This is a take on the ancient Roman and Greek baths that is truly amazing.

Omni Hotel Chicago

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The Omni is located on the Mag Mile. You literally can't do better than this if you're in town for shopping or want to visit things like the Art Museum and Millennium Park. You could walk there from your hotel. The Omni is a beautiful luxury hotel and all of their rooms are suites.

They have meeting spaces, a fitness facility, concierge services, and valet service. You're also located right near some of the best restaurants and entertainment options in the city.

Drake Hotel

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The Drake is one of the city's finest hotels, and one of the older ones. The Drake opened in 1920 and has come to represent the best standard in luxury. Everything here is tasteful and traditional. The staff is absolutely impeccable. You'll get world-class service. You get a few for the history of the building with additional modern touches, such as a full fitness center. They offer deluxe guest rooms and suites.

The Drake is located in the heart of the city, making it easy to get around to any events or activities you're in town to attend.

Central Loop Hotel

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The Central Loop Hotel is the ideal choice for the adventurer. The rooms are clean and neat. It's a more affordable choice than some of the luxury hotels but they still offer excellent service if you're going to be staying around the hotel. They offer gym and yoga equipment delivered right to your room. They offer a variety of room sizes, from suite to standard. They also offer mobile check-in to make the process even easier and more convenient.

The Central Loop is located right in the heart of Chicago's Loop. You have ready access to all of the most popular attractions in the city.

The Guesthouse Hotel

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The Guesthouse Hotel is located on the North Side of the city. The Andersonville/Uptown area has an ambiance all its own. Slightly different than the other offerings in the heart of the Loop, this location is full of cute little boutiques, great shopping, amazing people, fun restaurants, and the distinctly artsy appeal of all things north side.

The Guesthouse is a boutique hotel and the design is amazing. They offer full-size kitchens, livings rooms, they even have balconies with a grill included. This makes your stay much more welcoming and easy to make yourself at home here. This part of the city is a thrill, too. You're close enough to travel to the venues in the heart of Chicago, but you get all of the fun north side neighborhood venues too. There are little bars and clubs with live performances. You can find book stores and small art galleries. Visit the lake, or take leisurely strolls around the city streets.

Hotel Metro

The Hotel Metro is a more affordable choice than some of the others on our list. They have a beautiful design that's kind of a throwback to the 20s and 30s art deco movement. It's a boutique hotel that has less than 100 suites. While the decor brings you back to the elegance of the last century, you'll find that they're fully equipped with all the modern amenities you'd expect in a hotel.

They're pet friendly, so you can bring your dog to stay with you and they even have suites that include the dog bowls and treats for your four-legged family member.

Hilton Garden Inn Chicago

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You know what to expect with a Hilton Hotel already. This one is located right in the heart of the Mag Mile, so you have easy access to all of the shopping and activities you might want to see in the city. It's right by the Art Institute and there are fantastic restaurants just nearby.

The hotel itself has an indoor pool and fitness center. They also offer room service. They have the Weber Grill Restaurant, which is a fantastic option right in the hotel itself. The rooms are clean and the staff is friendly. They offer a variety of room sizes, from guest rooms to suites. They also have a business center and meeting rooms if you're in for work or are on a working vacation. This is a great option if you need to be in the heart of the city and want a hotel that you can rely on. Hilton hotels are pretty standard so you know exactly what type of experience you're getting before you check in.


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Trae Bodge

Trae Bodge is the shopping expert here at GiftYa. Trae helps people find the best deals and ideas on popular new items to purchase.

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