The Guesthouse Hotel - Chicago, Illinois

Roberta G.

We stayed at a two bedroom. The apartment was clean with vaulted ceilings, spacious and had everything needed for your stay. Coming in the late evening is a little tricky you have to come in through the back which is a little confusing. The parking garage is a must and wonderful to have considering parking in Chicago. We traveled with two teenagers who were happy!

Colleen C.

If you ever find yourself in Chicago - do yourself a favor and stay at the fabulous The Guesthouse Hotel in Andersonville. Recently rated Best Hotel by Best of Chicago readers and I can see why. I mean who else welcomes you back with a personalized note and remembers your birthday? That personalized service is only one of the things that makes this place special. Top of the line accommodations, immaculately clean and wonderful staff. Love ❤️

Mallory K.

In November 2024, we had a room block at the Guest House for our friends and family who traveled in for our wedding. We, the bride and groom, also stayed at the hotel for a week and all around we had an absolutely fabulous experience. The General Manager, Rick, and the AMAZING staff could not have been more hospitable, kind and detail oriented. They truly made us feel at home.

The accommodations were gorgeous. All of our guests were extremely impressed with their suites. We even had our family dog with us, which made us feel even more at home.

Our memories at the Guest house will be captured forever because we also rented a part of the lobby for family photos before the wedding. It was a wonderful and picturesque backdrop.

Please stay here if you ever have the opportunity! It's a wonderful hotel, wonderful location and wonderful staff!

StoryStudio C.

My company, StoryStudio Chicago, booked a writers retreat with the hotel in November, and it was a fantastic time! The staff were very communicative, and the accommodations for our group were lovely. We were able to sell rooms/beds ourselves and assign spaces to each attendee and then coordinate with the hotel down the line. We had use of the library for rent, which was perfect for our groups of writing time, and we're hoping to go back when the roof is seasonly open as well. We were so pleased with our business retreat that we're already looking for a time to book another one in 2025. Thanks so much, Guesthouse Hotel!

A R.

Stayed here for a weekend. The apartment was large and nicely decorated. The front desk people were lovely. The parking spot was small but they warn you about this when you make the reservation. You will hear the people upstairs so get the top floor if that bothers you. Very close to Andersonville and lots of cute shops and restaurants.

C A.

We had such a pleasant stay here on New Year’s Eve. It is such a beautiful and elevated experience right here in Andersonville Chicago. We had a very intimate minimony/wedding ceremony right in our suite’s living room and it was perfect/ plenty of space.

The staff is very kind and approachable and our suite was wonderful. We will definitely be back !

Kim W.

This hotel is amazing !! I am local to Chicago but needed a place for family to stay over the holidays . We’ve tried hotels all over the city but this is the best one by far ! It has a beautiful lobby with local products and spacious rooms that feel more like small apartments . We needed handicap parking and it couldn’t be any easier . Staff is lovely, rooms are very clean and well stocked . I love the location because it can let you explore the north side neighborhoods . It is safe and easy to get around . Amazing find 10/10!!

Dana J. (.

I stayed here a while back with my boyfriend and should have written then. That's on me. I have never loved a "girl experience so much. " starting here does not feel like a hotel, but rather you are transported out of the city to your own private residence, where you are not disturbed and all the amenities are there, they are yours, in your home. It is incredibly furnished, the kitchen is better than my own, the showtime and your own person grill are wonderful. They feature local spirits in the lobby with a library and fireplace. We hosted friends for dinner around the dining room table, as if it were our home. My boyfriend grilled his first whole duck on the patio, shirtless in the snow, and then we watched the Superbowl, forgetting we were even still in the city. The detail, high quality, spacious rooms, tasteful decor, and incredibly attentive front desk and kind staff are mind-boggling in the best ways. I can not say enough about this place... unless they raise the prices due to my honest rant... 😉
I truly look forward to being back because it is more of a getaway than a hotel.
Oh... and I hear they have a newer better one in Texas. How, i have no idea but I'd fly there just to find out.