The Guest House Hotel
The Guest House Hotel
The Guest House Hotel
The Guest House Hotel
The Guest House Hotel
The Guest House Hotel
The Guest House Hotel

The Guest House Hotel

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$199.00 / Night Avg.

Explore the Windy City from a local perspective in spacious One-, Two-, and Three- Bedroom Suites complete with full size kitchens, relaxing living areas, separate bedrooms, and private balconies with gas grills.

Cozy up to the fireplace in the Clubroom with a book from our extensive Library or lounge away on the Roof Deck in summer while soaking up the view. This is no ordinary boutique hotel…this is home!

Located at the crossroads of Andersonville (just voted the 2nd coolest neighborhood in the world by Time Out!), Uptown, Lincoln Square, and Ravenswood, The Guesthouse Hotel is steps away from unique specialty shops, award-winning restaurants, local craft breweries, and great neighborhood entertainment. Chicago is a city of neighborhoods and we are in the sweet spot!

Whether traveling as a family, on business or as an intrepid solo explorer, we are here to curate an authentic Chicago experience from a local’s point of view. Catch a Cubs game at Wrigley Field; hit the bike path along Lake Michigan; stock your kitchen from our neighborhood farmer’s market; enjoy a local craft beer on your balcony. This is local Chicago immersion at it’s best!

Your travel memory is waiting. Let’s make it happen. Wander home to The Guesthouse Hotel.


The Xplorer Pass™ offers access to exclusive hidden gems and unique Xperiences™ around the world with unbeatable travel perks for its members. We believe travel should excite the soul, so we created the ultimate platform to "Xplore" the world with NO SERVICE FEES.

What sets Us Apart?

Unlike other destination travel sites that have expensive booking and service fees attached, Xplorer Pass™ puts that money back into your pocket and the local communities, by eliminating that service fee and booking directly. 

Xplorer Pass™ aims to curate the world's best hidden gems & Xperiences™ all in one seamless platform. Providing strategic partnerships for our community, saving time & money.  

Never again will you feel lost in a new city. 


A “Hidden Gem” property offers guests something more than just a pillow to rest their head at night. It can be high-end or inexpensive, private home, bed & breakfast, cabin or treehouse. Whether it’s modern or rustic, urban, waterfront or a charming country abode, it must ultimately offer guests a unique stay and a one-of-a-kind Xperiences™ only a local would know about.

We are looking to partner with you via our Xplorer Pass Ambassador™ program to help give you a way to monetize your travels around the world with our platform.

A community of true explorers, who share first hand knowledge of their travels so others can enjoy!  Think you have some hidden gems to share?

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As a host property, you’ll be featured within our community of “Hidden Gems” for our members to book with directly! Xplorer Pass™ puts money back into your pocket by eliminating those expensive service fees that your guests must unnecessarily pay.

Host properties also will receive ONLINE TRAFFIC as part of our platform. We actively promote to our members new places to stay, new local Xperiences™ that drive guests to locations they might not have found themselves. Let us know why your property is a hidden gem and we will make it known!

NOTE: Not everyone qualifies to be an Xplorer Pass™ Host. Each location is handpicked!

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