Best-rated hotels in Crestwood for your unforgettable stay

Detailed descriptions, travelers’ reviews, and handpicked hotel collections will help you book your perfect accommodation.

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We offer thousands of Crestwood hotels and accommodations from world's renowned hotel chains to unique gems of the region you won’t find anywhere else.

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We provide the most flexible cancellation options, so you get your deposit back in case of a change of plans or other unforeseen circumstances.

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Hotels by class
2 stars 1
Unrated 1
Thematic Hotels
Vacation Rentals 1
Pet-friendly hotels 1
Extended Stay 1
Luxury accommodations 1
Hotels with indoor pool 1
Exceptional design hotels 1
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Hotels by location

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Walker Park 2
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Welcome to Crestwood

As you explore the vibrant streets of Crestwood, immerse yourself in the charm of this picturesque town nestled amidst breathtaking landscapes. Discover a fusion of history and modernity as you stroll through its quaint neighborhoods, lined with elegant Victorian houses and boutique shops. Indulge in mouthwatering culinary delights at local cafes and restaurants, offering a diverse range of flavors. Experience the warmth and hospitality of the community as you explore the vibrant art scene and engage in activities that celebrate the local traditions and culture. Come and embark on an unforgettable journey through Crestwood's enchanting streets, and create lasting memories in this captivating destination. Plan your visit to Crestwood now!

What our users say about Crestwood hotels

9.8

Exceptional

us Ethel 07 September 2022
Fancy brand-new hotel in the middle of Chicago.
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9.8

Exceptional

us Ann 07 October 2022
Spotless, recently refurbished hotel, it has perfect staff and location. It is set in a central area, walking distance to a church and an art gallery.
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9.8

Exceptional

us Susan 14 July 2022
I liked this trendy boutique hotel and stayed for 2 nights here. I've booked king room with fantastic views and everything was perfect.
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9.8

Exceptional

us William 14 November 2022
It was the best of Chicago hotels I visited before now. For a 4 star hotel everything was amazing, I appreciated to be here. The staff were attentive and accommodating. The location was stunning, a 10-15 minute walking distance from Chicago Water Tower.
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9.8

Exceptional

us Craig 13 December 2022
Enjoyed staying here. the staff were great and the location was convenient. Loads of dining options and bars nearby to grab a bite to eat or have a drink 🍹.
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9.8

Exceptional

us Liz 14 August 2022
The hotel was fairly clean. the location was stunning near Michigan Avenue with easy access to most shops. - I liked the updated and cozy room with a nice view. - the staff were accommodating and exceptional in every interaction we had.
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9.8

Exceptional

us Joshua 23 December 2022
The hotel is clean and budget-friendly. Located conveniently close to restaurants. The rooms are newly decorated and functional. Friendly and helpful staff at the reception desk.
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9.8

Exceptional

us Curtis 15 February 2023
Clean rooms with air conditioning and a private bathroom, plus free WiFi 🌟.
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9.8

Exceptional

us Harry 23 August 2021
We loved this interesting place and its unbeatable location. The room we had was contemporary where toilet did n't flush. It had superb rooftop restaurant.
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9.8

Exceptional

us Ralph 02 November 2022
I had a great time during my 2-night stay here, the location was perfect, just a short walk to Riverwalk, and the breakfast options were fantastic.
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Save time on your trip arrangements by booking one of our hand-picked hotels

Quality 2-star hotels
Discover the hidden gems of Crestwood by booking one of its budget-friendly hotels.
Holiday Inn Express Crestwood By Ihg

13330 South Cicero Avenue, Crestwood, United States

Good
201 reviews

140 US$

min. price/night

Travelers’ choice

Check out the most booked accommodations to find reliable places that our users have tried and tested.
Crestwood Gem Villa

4819 142Nd St, Crestwood, United States

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