Explore top 2026 4 Star Hotels in Crestwood

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16

Top Crestwood 4 Star hotels

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $181 total per night from Aug 11 to Aug 12
$181 total
Aug 11 - Aug 12
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, ...
8/10 Very Good! (1,897 reviews)
"Valet parking was full despite booking months in advance"

Reviewed on Aug 2, 2026

Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive Chicago IL
Fully refundableReserve now, pay when you stay
$339 nightly
The price is $403 total per night from Aug 15 to Aug 16
$403 total
Aug 15 - Aug 16
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room ...
Opens in a new windowFairmont Chicago at Millennium Park
Pendry Chicago

Pendry Chicago

4.5 out of 5
230 North Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$315 nightly
The price is $374 total per night from Aug 16 to Aug 17
$374 total
Aug 16 - Aug 17
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a ...
9.2/10 Wonderful! (1,145 reviews)
"Overall, it was really really nice"

Reviewed on Aug 1, 2026

Opens in a new windowPendry Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $302 total per night from Aug 30 to Aug 31
$302 total
Aug 30 - Aug 31
Total with taxes and fees
This smoke-free hotel's 4 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center, ...
Opens in a new windowHyatt Regency Chicago
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St Chicago IL
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $236 total per night from Aug 30 to Aug 31
$236 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. ...
Opens in a new windowThe Allegro Royal Sonesta Hotel Chicago Loop
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $229 total per night from Aug 30 to Aug 31
$229 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. WiFi in public areas is free.
Opens in a new windowWarwick Allerton - Chicago
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $192 total per night from Aug 31 to Sep 1
$192 total
Aug 31 - Sep 1
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. ...
Opens in a new windowRiver Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
Fully refundable
$268 nightly
The price is $319 total per night from Aug 30 to Aug 31
$319 total
Aug 30 - Aug 31
Total with taxes and fees
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the sauna and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a coffee ...
Opens in a new windowInterContinental Chicago Magnificent Mile by IHG
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $177 total per night from Aug 9 to Aug 10
$177 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
8.6/10 Excellent! (1,963 reviews)
"WiFi was not working for two days! I get there and no staff helped with luggage I had to carry my stuff up to the room . The gym amenities are so so and the area is small. The parking is $ 85 for a full day . The breakfast was good ! I was staying on the 31st floor . All night long you could hear ..."

Reviewed on Aug 2, 2026

Opens in a new windowThe Wade
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $261 total per night from Aug 30 to Aug 31
$261 total
Aug 30 - Aug 31
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
8.6/10 Excellent! (3,011 reviews)
"Stayed for 3 nights and the room was not cleaned the entire time. Disappointing when paying so much"

Reviewed on Aug 2, 2026

Opens in a new windowHilton Chicago
Don't see what you're looking for?
See all available properties in Crestwood
View all properties
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.

4 Star Hotels Crestwood

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Crestwood 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Crestwood will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Crestwood, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent Crestwood hotel reviews by fellow wanderers

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Great location! Rooms were clean and nice. The elevator wait time was never long, which can be a problem in a high rise. Employees were always helpful and gave us plenty of water bottles from the front desk. Would definitely stay here again."
A verified traveler stayed at Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites

Explore More Ways to Travel with Travelocity