Crestwood Holidays
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Top hotels in Crestwood
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$210 per night from 29 Jun to 30 Jun
S$210
29 Jun - 30 Jun
includes taxes & fees
8/10 Very good! (10,132 reviews)
"The hotel is a bit run down, but my room was very clean. The breakfast was good, although it is not included, and for some reason I thought it was. The receptionist was amazing. She was very kind and allowed me to check in early, which I really appreciated. The location is also excellent. I’m giving ..."
Reviewed on 26 Jun, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$254 per night from 5 Jul to 6 Jul
S$254
5 Jul - 6 Jul
includes taxes & fees
9/10 Wonderful! (4,463 reviews)
"Location was great. Everything at the hotel from checkin to chef out was very smooth."
Reviewed on 26 Jun, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$312 per night from 6 Jul to 7 Jul
S$312
6 Jul - 7 Jul
includes taxes & fees
9.4/10 Exceptional! (4,543 reviews)
"This is a great hotel just off Michigan Ave. excellent location and walkable to many sites. Loved the rooftop lounge and the amazing breakfast! Would definitely stay here again!"
Reviewed on 26 Jun, 2026
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.
Stay near popular Crestwood attractions
What to do in Crestwood
Chicago: Navy Pier Centennial Wheel Ticket
S$31
per adult
88% of travellers recommend
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- Aon Center
- Art Institute of Chicago
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- Visit Blue Island
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- Visit Cookes Subdivision
- Visit Morgan Park
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- Visit West Lawn
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
