← Back to ‘How to Choose the Best Places to Stay When Traveling’

Chicago is one of the most bustling and vibrant cities in the United States. It’s packed with art galleries, bars, restaurants, and outdoor areas such as Lincoln Park and Millennium Park, and the Chicago River which runs through the city. Whether you’re looking for a luxurious hotel, a budget hostel or a stylish home rental, you ‘ll be wanting a nice place to rest after a busy day exploring. Here’s our selection of where to stay in Chicago:

Best Hostels

HI Chicago

HI Chicago is set within a beautiful historic building and is one of the most popular hostels in Chicago. It’s located in the buzzing university district, meaning it’s close to great bars, clubs, and cafes. The hostel is known for its social atmosphere and fun common area that includes a ping pong table. It’s a large hostel with a selection of eight and 10-bed dorm rooms, alongside private rooms and smaller shared rooms. Guests love its daily free continental buffet breakfast, speedy WiFi, and helpful free maps of Chicago city.

Book Now

By Booking

Holiday Jones

Holiday Jones hostel boasts an awesome location, just ten minutes from the city center. It’s known as one of the best hostels in the city thanks to its clean rooms that come with individual lockers, speedy WiFi, and fun, social atmosphere. There’s a large common room where you can kick back with new friends after a long day exploring. Here, you’ll find a football table, TV and board games to keep occupied. The hostel is located in Wicker Park, which is one of the city’s coolest neighborhoods. There are also bars, restaurants, and cafes in the surrounding roads.

Book Now
By Booking

The Freehand Chicago

Freehand Chicago hostel is housed in a historic 1927 building. It’s located in the River North neighborhood, close to bars, shops, clubs, and cafes. The hostel features a stylish design and great additional features such as a cocktail bar and small cafe where guests can grab a small bite to eat or kick back with a coffee. You can also have access to a fitness center, guest kitchen, and sociable lounge area.

Book Now
By Travelup

New inspirations, destinations, adventures.

Discover more with our weekly newsletter.

Best Hotels

Kimpton Gray Hotel

The Kimpton Gray Hotel offers sleek accommodation set within a historic building. The interior is opulent yet modern and oozes sophistication. The hotel comes with extra touches to make your stay that bit more comfortable and offers things such as a free yoga mat in every room, a fully equipped fitness center, pet accommodations, and a nightly social hour in the lobby where you can meet other guests.

Book Now
By agoda

The Ivy Boutique Hotel

Ivy Boutique Hotel is a luxury hotel located near North Side and just a short walk to the well-known Michigan Avenue. It’s a beautiful boutique hotel with smart, modern rooms and close to five-star service. The hotel has a sky terrace, where you ccan soak in the views during summer months with a cocktail, or an indoor lounge where you can cozy-up if the weather isn’t great.

Book Now
By Expedia

Home Rentals

Logan Square Apartment

Logan Square Apartment is a second-floor flat with two bedrooms and extra mattresses if needed, meaning it can sleep up to eight guests. It’s a spacious apartment with all the amenities you might need during your trip. Logan Square is a residential area and great place to get a real feel of what it’s like to live in Chicago. The apartment is near to parks as well as tons of local restaurants, cafes, and the Logan Square Blue Line metro station — which gets you downtown in about 20 minutes.

Book Now
By Airbnb

Art Gallery Condo

This swish Art Gallery Condo certainly has the ‘wow’ factor, and if you’re looking for a sleek apartment to rent, this is the place for you. The Airbnb rental has been featured in Architectural Digest and Condé Nast Traveler and features a gallery-like design with modern art and new decor. It can sleep up to eight guests across three bedrooms. The apartment is located in the cool River West neighborhood, which is in the middle of Downtown, the West Loop, Lincoln Park, and Wicker Park — meaning you’ll be close to some of the city’s best sights and attractions.

For a full rundown of the best local vacation rentals, Airbnb Chicago: Where to Stay Like a Local has our top recommendations.

Book Now
By Airbnb 

Artsy Home

This Playhouse Artsy Home is another artistically decorated home rental in Chicago. The theme of this apartment is fresh and ‘punky’ — you’ll find concrete, neon colors and artwork scattered throughout the apartment. It comes complete with fun additions such as whiteboards, where you can draw to your heart’s content. It sleeps up to 11 guests across three bedrooms, so is great for a group of friends or a large family. It’s located in Humbolt Park and lies right next to the 606, Chicago’s version of the NYC High Line.

Book Now
By Airbnb
Compare results from 400+ travel sites and find the perfect room for your next trip
Find a Vacation Home
Where to Stay in Chicago: Hotels, Hostels, & Home Rentals
5 (100%) 1 vote
Share this post now:

Leave a Comment

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.