Explore top 2026 4 Star Hotels in Crestwood

Name: The Allegro Royal Sonesta Hotel Chicago Loop
Price range: $273 total
Rating: 9

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Top Crestwood 4 Star hotels

The Wade

644 N Lake Shore Dr Chicago IL

Fully refundableReserve now, pay when you stay

$149 nightly

$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 ...

Pendry Chicago

230 North Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$315 nightly

$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! (1,152 reviews)

"The property is one of the coolest places in Chicago. Conveniently located to the Magnificent Mile, Millennial Park, and the Theater District."

Reviewed on Jul 28, 2026

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Fully refundableReserve now, pay when you stay

$152 nightly

$181 total

Aug 17 - Aug 18

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, ...

8.2/10 Very Good! (1,859 reviews)

"It was nothing like the picture,the bed was a platform bed on the floor you literally have to roll out of the bed and couldn’t even dry my hair in the bathroom that couldn’t even fit 2 people the plug was covered up by the sink. Very cheap towels and not even a microwave which I know some hotels ..."

Reviewed on Jul 29, 2026

Hyatt Regency Chicago

151 East Wacker Dr Chicago IL

Fully refundableReserve now, pay when you stay

$280 nightly

$333 total

Aug 23 - Aug 24

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, ...

Omni Chicago Hotel

676 N Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

$215 nightly

$256 total

Aug 9 - Aug 10

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, ...

River Hotel

75 East Wacker Drive Chicago IL

Fully refundableReserve now, pay when you stay

$216 nightly

$256 total

Aug 23 - Aug 24

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. ...

8.8/10 Excellent! (5,350 reviews)

"The stuff was very disrespectful and rude to their customer. I witness 4 issues while dealing the room the gave me and what promised. Pedro was the worst. He showed an anger that looked more like he wanted to punch you. Jack was more credibly but very rude with another customer. They both accepted ..."

Reviewed on Jul 29, 2026

Fairmont Chicago at Millennium Park

200 North Columbus Drive Chicago IL

Fully refundableReserve now, pay when you stay

$339 nightly

$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 ...

8.8/10 Excellent! (2,274 reviews)

"The room was clean, spacious, big windows where you can see everything. Stocked with everything you can think of (snacks, drinks) at a cost, but convenient. Location at millennium Park was a 5 minute walk to Riverwalk. The staff was accommodating. I loved everything about the luxury stay."

Reviewed on Jul 29, 2026

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave Chicago IL

Fully refundable

$267 nightly

$318 total

Aug 9 - Aug 10

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 ...

9.2/10 Wonderful! (3,168 reviews)

"Great location and nice staff."

Reviewed on Jul 29, 2026

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Fully refundableReserve now, pay when you stay

$249 nightly

$297 total

Aug 9 - Aug 10

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express ...

8.6/10 Excellent! (2,558 reviews)

"Some of the lights were out but that’s not a problem"

Reviewed on Jul 29, 2026

The Allegro Royal Sonesta Hotel Chicago Loop

171 W Randolph St Chicago IL

Fully refundableReserve now, pay when you stay

$230 nightly

$273 total

Aug 16 - Aug 17

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. ...

9/10 Wonderful! (2,729 reviews)

"Great hotel in a nice area. The room was clean and the staff were very friendly and helpful."

Reviewed on Jul 29, 2026

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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

Congress Plaza Hotel

5 out of 5

Posted less than an hour ago

Travelocity Verified Review

"GREAT location! The rooms are super dated. It’s pretty old but it’s old Chicago charm. The view is unbeatable. Bed was comfortable. And super spacious. I didn’t trust it at first and was very concerned bc it’s pretty old and beat up but in the end it was soooooooo great. loved it"

A verified traveler stayed at Congress Plaza Hotel

Club Quarters Hotel, Central Loop, Chicago

4 out of 5

Posted 6 hours ago

Travelocity Verified Review

"Clean, in a great location in the city! Quick walk to the train and not far from the river walk. Also, they will hold your bags prior to check in and after check out which makes it easy. Staff was nice and helpful. My iron didn’t work, the ironing board was old and had difficulty standing up and the bathroom door would stay open. Other than a few minor things, great place."

A verified traveler stayed at Club Quarters Hotel, Central Loop, Chicago