Travel Hacks

Chicago Hotels: From Airbnb to Hidden Gems

By Mitti Hicks


Tucked between beautiful architecture, and amazing food, are some hidden gems of hotels in Chicago. Maybe it’s the possibility of avoiding large crowds, or the fact that you know a city’s best-kept secret, there is nothing better than discovering the off-beaten paths of your favorite destinations.


And while some of you like to keep your secrets to yourself, we decided to share some of these eccentric places to consider when planning your next visit to Chicago:


The Castle on Berwyn

Located in Andersonville, The Castle on Berwyn will definitely make your visit to Chicago one to remember. The apartment is decked out in Baroque, French, and Rococo antiques in every room.


One guest said the photos on this Airbnb listing, “doesn’t even cut it,” and we couldn’t agree more.


Airbnb| The Castle on Berwyn


Vintage Charm

The lighting in this modern two bedroom apartment will have your Instagram –selfies lit! Located in the East Pilsen Arts District, this stunning listing will bring you so much joy.


Airbnb| East Pilsen Modern 2BR


Enchanted Garden Treehouse

Yes, a treehouse, but listen,  don’t knock it until you try it! It’s roughly 30 minutes away from the city of Chicago, it may be worth the stay if you’re looking for something intimate.


Airbnb| Enchanted Garden Treehouse* Amenity


Fieldhouse Jones for the Adventurous 

 If you’re looking for a truly unique experience in the Windy City, then consider Fieldhouse Jones. In addition to custom-made beds and original curated art, the amenities this hotel provides makes it a hidden gem. There’s a coffee and snack bar right in its location and includes a gym, library, locker rooms, and so much more.


Instagram| fieldhousejones


HI Chicago Hostel

If you’re not about that hostel life, then you could be missing out. Hostels are hidden gems because they offer guests so many options for free. They’re also a great way to meet people because of the itineraries they provide guests..


The HI-Chicago Hostel, located in the heart of Chicago, provides free tours and activities, free breakfast, bar crawls, and more.


Photo| HI Chicago Hostel


ACME Hotel

This hotel is just blocks away from Chicago’s Magnificent Mile and is a trendy option located in the River North neighborhood.


Photo| Acme Hotel Company

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