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Hotels in Crestwood

Choose from 3780 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 ...
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! (3,434 reviews)
amazing staff and beautiful rooms and lobbies. i just loved the free breakfast

Reviewed on Mar 1, 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! (5,703 reviews)
Room waa big and nice. Staff was veey nive and friendly. The amenities were great a full breakfast and a free happy hour with drinks and food. The best part at the end when you check out at 11a if you had Vaket parking you could leave your car until 3p so that allowed us to tour more of the city ...

Reviewed on Mar 1, 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! (3,854 reviews)
Great stay! Rooms were clean and spacious, the staff was kind and helpful and I love that they are accommodating when it comes to late checkouts and luggage storage. Will be back!

Reviewed on Mar 1, 2026

Hilton Chicago/Magnificent Mile Suites
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! (3,274 reviews)
Beautiful hotel and night shift staff was so kind

Reviewed on Mar 1, 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! (2,657 reviews)
When we arrived we were put in not only incorrect rooms, but a room that was already occupied. Instead of upgrading us for the extremely uncomfortable experience of swiping into a room already occupied by another guest, they gave us a $10 credit. Not even enough to cover one of their water bottles. ...

Reviewed on Mar 1, 2026

Hilton Chicago
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! (3,112 reviews)
Was great!

Reviewed on Mar 1, 2026

Aloft Chicago Mag Mile
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! (3,467 reviews)
I was there for a conference. I booked the deluxe king room in a high floor, at check in I was assured it was the room I b

Reviewed on Mar 1, 2026

Hyatt Regency Chicago
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
300 E Ohio St Chicago IL
  • 41 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! (2,336 reviews)
Decent room, wasn’t the cleanest, found some hairs in the tub

Reviewed on Mar 1, 2026

DoubleTree by Hilton Chicago - Magnificent Mile
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
201 N State Street Chicago IL
  • 40 min drive from Hollywood Park
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,003 reviews)
Lovely place we will stay again

Reviewed on Feb 28, 2026

theWit Chicago, a Hilton Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
  • 41 min drive from Hollywood Park
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,030 reviews)
Everything!

Reviewed on Mar 1, 2026

River Hotel
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! (3,333 reviews)
Excellent room with amazing views. Really friendly and helpful staff. Josh at reception was extremely good to us! Excellent location centre of everything. Would definitely recommend this hotel

Reviewed on Feb 27, 2026

The Royal Sonesta Chicago Downtown
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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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $101. 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?

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