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Browse Select Northwest Side B&B

Relax in this stylish living area with a large sofa, glass coffee table, and patterned rug.

"Great to stay, close walk to many places. Cleaning lady was very helpful and friendly. Rooms a bit small but would definitely stay there again."

₹10,477 total

includes taxes & fees

13 Aug - 14 Aug

Stroll through this charming neighborhood to a traditional two-story house with a cozy front porch and balcony.

"Was a great stay!"

₹11,286 total

includes taxes & fees

12 Aug - 13 Aug

Experience the charm of this historic building, featuring a welcoming entrance, lush garden, and large windows offering views of the surrounding area.

"We had an amazing stay at Ray's. They made the entire process from start to finish simple and easy. They went above and beyond for us in many ways and we will definitely be back! "

₹18,274 total

includes taxes & fees

10 Aug - 11 Aug

Stunning corner building with a brick facade and large windows, surrounded by lush greenery.

"Everything was taken care of! A wonderful stay. "

₹18,544 total

includes taxes & fees

13 Aug - 14 Aug

Staircase leads to an upper level with potted plants and decorative shelves.

"What a lovely place to stay. This bnb was perect!"

₹15,679 total

includes taxes & fees

4 Sept - 5 Sept

Welcome to The Wicker Park Inn, a charming urban B&B located at 1329 N. Wicker Park.

"This was a great alternative to a typical hotel. The staff was extremely helpful and courteous. The room was very nice and the amenities were great. I would definitely stay again!"

Enter a classic space with a traditional feel, featuring a dresser, lamp, and ornate rug.

"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"

₹26,293 total

includes taxes & fees

11 Aug - 12 Aug

Enjoy cooking in this well-equipped kitchen with a central island, sink, and oven.

"Loved the shared kitchen access! "

₹17,288 total

includes taxes & fees

10 Aug - 11 Aug

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Top Northwest Side Hotel Reviews

Palmer House a Hilton Hotel

10/10 Excellent

"The property if beautiful and historic. The main room is incredible. The rooms are well taken care of, you can just tell they are a little dated with a slight smell. I would definitely stay here again."

Hilton Chicago

10/10 Excellent

"The hotel was very clean and the staff were really friendly. When we went to our room, maintenance was just changing the air filter in the AC. It was nice to know that the filters are changed. The location was really convenient for using both the buses and the subway (the L). We have stayed at multiple hotels in Chicago in the past few years, and we have finally found one we will continue to go to."