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Hotels in Crestwood

Choose from 3677 Crestwood Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
  • 39 min drive from Hollywood Park
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,001 reviews)
Rooms were in far condition but poorly maintained.

Reviewed on Mar 23, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
  • 42 min drive from Hollywood Park
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (3,610 reviews)
Staff were great, clean room, nice shower and breakfast buffet was solid considering its free. Rooftop was closed but probably just until it gets warmer. Would stay again!

Reviewed on Mar 23, 2026

Hotel Riu Plaza Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
  • 41 min drive from Hollywood Park
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,778 reviews)
Breakfast fresh. Pool was finr

Reviewed on Mar 23, 2026

Embassy Suites by Hilton Chicago Downtown River North
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
  • 43 min drive from Hollywood Park
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
9/10 Wonderful! (3,970 reviews)
Everything was great. All the staff was friendly, clean rooms and hotel as a whole. The only complaint was that since it was nice out for a spring day, the room was hotter than expected.

Reviewed on Mar 23, 2026

Hilton Chicago/Magnificent Mile Suites
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario Chicago IL
  • 42 min drive from Hollywood Park
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (3,154 reviews)
Yes

Reviewed on Mar 23, 2026

Aloft Chicago Mag Mile
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
  • 42 min drive from Hollywood Park
Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,755 reviews)
Staff was friendly, explained the hotel and amenities well. Great location.

Reviewed on Mar 23, 2026

The Wade
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
  • 41 min drive from Hollywood Park
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (3,463 reviews)
So so

Reviewed on Mar 23, 2026

Hyatt Regency Chicago
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr Chicago IL
  • 41 min drive from Hollywood Park
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the ...
9/10 Wonderful! (3,235 reviews)
Nice staff very clean

Reviewed on Mar 23, 2026

Swissotel - Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
  • 41 min drive from Hollywood Park
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (3,323 reviews)
Great stay

Reviewed on Mar 23, 2026

Eurostars Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
  • 38 min drive from Hollywood Park
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (2,705 reviews)
Frustrating to have to reserve time at the pool. Also, despite being asked if we needed housekeeping and saying yes, no one came.

Reviewed on Mar 23, 2026

Hilton Chicago
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr Chicago IL
  • 41 min drive from Hollywood Park
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the restaurant ...
9.4/10 Exceptional! (3,353 reviews)
Room was clean staff are friendly and kitchen was cleaned.

Reviewed on Mar 23, 2026

The Royal Sonesta Chicago Downtown
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
300 E Ohio St Chicago IL
  • 42 min drive from Hollywood Park
Book a stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the ...
8.8/10 Excellent! (2,372 reviews)
Todo muy bien, menos la bañera tenía pelo en la pared

Reviewed on Mar 23, 2026

DoubleTree by Hilton Chicago - Magnificent Mile
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in Crestwood

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Crestwood.

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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $127. 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 3,677 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 $127.

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Finding a cheap car rental deal in Crestwood is as easy as scoring cheap hotels in Crestwood. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.