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Choose from 3526 Crestwood Hotel Deals

Congress Plaza Hotel
"Honestly not my favorite stay, but it was in a super convenient location. We stayed three nights, and checked in pretty late. The hotel is very old in a sense of no modern amenities, no microwave in the room but has a great and comfortable vintage aesthetic. Was also told that it’s haunted with lore ..."
Reviewed on Nov 11, 2026

The Chicago Hotel Collection Ambassador Gold Coast
"Excellent stay! Will definitely seek this property out again for my stay in Chicago"
Reviewed on Nov 11, 2026

River Hotel


The Chicago Hotel Collection - Magnificent Mile

Hilton Chicago
"A perfect location . Great staff."
Reviewed on Nov 11, 2026

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

The Royal Sonesta Chicago Downtown
"This hotel was spectacular. Very aesthetic and clean, friendly staff and in a perfect area with plenty of locations to walk to."
Reviewed on Nov 11, 2026

Fairmont Chicago at Millennium Park

Eurostars Magnificent Mile
"Fantastic stay. Booked the panoramic view. Loved it."
Reviewed on Nov 11, 2026

The Godfrey Hotel Chicago
"I liked my stay with Godfrey , but furniture needs updating curtains need updating and the rooms are too small …. I love the window view of the city and the rooftop"
Reviewed on Nov 11, 2026

L7 Chicago by LOTTE
"Location is very convenient and staff are courteous and helpful."
Reviewed on Nov 10, 2026
Find cheap hotels in Crestwood
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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Crestwood.
Choosing the right hotel in Illinois has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Crestwood’s 3,526 hotels. Choose the one that best catches your trip’s tourist drift.
If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $122. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Crestwood hotel deals at the last minute.
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Frequently Asked Questions About Crestwood hotels
Where can I find the best last-minute travel deals?
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How many hotels are there in Crestwood?
With over 3,526 hotels in Crestwood, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $122.
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