Jeff On The Road - Travel - Chicago - Where to stay - The Robey - All photos are under Copyright  © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.

Best Hotels In Chicago — ULTIMATE CHICAGO TRAVEL GUIDE

Where to stay in Chicago?

As any major city, Chicago has every type of accommodation to suit your needs. Whether it’s an hostel, a luxury boutique hotel or even a chained-brand hotel, Chicago has it all.

For the purpose of this list, I picked some of the most unique accommodations in the Windy City.

These recommendations are part of my Ultimate Chicago Travel Guide, If you need recommendations please head over to my other Chicago articles about what to do, what to eat, where to drink coffee and where to shop.


Chicago Athletic Association Hotel

This hotel located in The Loop was once home to a very select men’s athletic club in Chicago. This historic monument has been recently restored into one of the finest hotels in Chicago. While several types of rooms are offered, the guests will like the attention to details to recreate the athletic association era — lots of wood, marble and vintage-inspired furniture. Make sure to check out Chicago Athletic Association Hotel for your next stay, you’ll feel like you’re in a vintage movie for the entire stay!

Jeff On The Road - Travel - Chicago - Where to stay - Chicago Athletic Association Hotel - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – Chicago Athletic Association Hotel – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.

Jeff On The Road - Travel - Chicago - Where to stay - Chicago Athletic Association Hotel - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – Chicago Athletic Association Hotel – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road - Travel - Chicago - Where to stay - Chicago Athletic Association Hotel - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – Chicago Athletic Association Hotel – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road - Travel - Chicago - Where to stay - Chicago Athletic Association Hotel - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – Chicago Athletic Association Hotel – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.

The Robey

The Robey is a boutique hotel located in Wicker Park and is one of the newest additions to the accomodations of Chicago. What was once an office building is now an hotel with lots of charm and character. Each room is decorated with sobriety with bright and dark tones to give it a very minimal feel. The Robey has many amenities such as a rooftop pool, many restaurants and bars! Oh, and my favourite hotel bathroom products by Le Labo are offered in each room! Also, it is located in one of my favourite neighbourhoods in Chicago where all the best restaurants and boutiques are.

Jeff On The Road - Travel - Chicago - Where to stay - The Robey - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – The Robey – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road - Travel - Chicago - Where to stay - The Robey - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – The Robey – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road - Travel - Chicago - Where to stay - The Robey - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – The Robey – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road - Travel - Chicago - Where to stay - The Robey - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – The Robey – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road - Travel - Chicago - Where to stay - The Robey - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – The Robey – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.

Soho House

Soho House Chicago is a former belt factory in Chicago’s Fulton Market district featuring Club Bar, Drawing Room, Music Room, 15,000 sq ft Gymnasium, Screening Room, Belt Room, Rooftop with Pool, Cowshed spa, Allis Bar, Chicken & Farm Shop, Fox Bar and 40 bedrooms.

Jeff On The Road - Travel - Chicago - Where to stay - Soho House Chicago - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – Soho House Chicago – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.

Freehand Chicago

Freehand Chicago is a mix between an hostel and a hotel. Some of the rooms can be shared between friends or strangers and there’s also a good number of private rooms too. The hotel is designed and decorated with a unique flair that you’ll only find at Freehand Hotels.

Jeff On The Road - Travel - Chicago - Where to stay - Freehand Chicago - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – Freehand Chicago – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road - Travel - Chicago - Where to stay - Freehand Chicago - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – Freehand Chicago – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road - Travel - Chicago - Where to stay - Freehand Chicago - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – Freehand Chicago – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.

The Robey Hall

Right next to The Robey which I previously mentioned is The Robey Hall, which offers a totally different experience. It it designed to welcome guests that want to share a room together but still want to sleep in a place with a lot of character. Think of it as a next-level hostel.

Jeff On The Road - Travel - Chicago - Where to stay - The Hollander - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – The Hollander – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road - Travel - Chicago - Where to stay - The Hollander - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – The Hollander – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road - Travel - Chicago - Where to stay - The Hollander - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – The Hollander – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.

Kimpton Hotel Allegro

Finally, I added Kimpton Hotel Allegro to the list because despite being a chained-brand hotel, it is very unique. Kimpton Hotel Allegro has the flair of a boutique hotel, right in the Theatre District downtown. The hotel is an historic gem and a great example of Art Deco architecture. Also, it is part of the very few pet-friendly hotels out there.

Jeff On The Road - Travel - Chicago - Where to stay - Kimpton Hotel Allegro - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – Kimpton Hotel Allegro – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road - Travel - Chicago - Where to stay - Kimpton Hotel Allegro - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – Kimpton Hotel Allegro – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road - Travel - Chicago - Where to stay - Kimpton Hotel Allegro - All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.
Jeff On The Road – Travel – Chicago – Where to stay – Kimpton Hotel Allegro – All photos are under Copyright © 2017 Jeff Frenette Photography / dezjeff. To use the photos, please contact me at dezjeff@me.com.

Here are more recommendations for your upcoming visit to Chicago

What to do in Chicago?

Where to eat in Chicago?

Where to drink coffee in Chicago?

Where to shop in Chicago?

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