Search Hotels with Entertainment in Chicago

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Top Chicago Hotels with Entertainment

Staypineapple, An Iconic Hotel, The Loop
4 out of 5
1 W Washington St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £91 per night from 15 Dec to 15 Dec
4.6/5 Wonderful! (973 reviews)
"Amazing view from our hotel window. The staff was so nice! Would def come back."

Reviewed on 9 Nov 2021

Staypineapple, An Iconic Hotel, The Loop
Virgin Hotels Chicago
4.5 out of 5
203 N Wabash Ave, Chicago, IL
Fully refundable
The price is £133 per night from 26 Dec to 26 Dec
4.6/5 Wonderful! (1,173 reviews)
"Everything was excellent!"

Reviewed on 30 Nov 2021

Virgin Hotels Chicago
Hampton Inn Majestic Chicago Theatre District
3 out of 5
22 W Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £82 per night from 24 Dec to 24 Dec
4.5/5 Wonderful! (947 reviews)
"The rooms were very clean and the staff was very friendly. The breakfast was superb."

Reviewed on 28 Nov 2021

Hampton Inn Majestic Chicago Theatre District
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Pendry Chicago
4.5 out of 5
230 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £137 per night from 16 Dec to 16 Dec
4.5/5 Wonderful! (43 reviews)
"Absolutely gorgeous building, the Art Deco that I crave! We celebrated our 36th anniversary and they sent up a tray of Prosecco and cake and a card! Perfectly comfy bed with thick lovely duvet and sleek linens. I can’t wait to return!"

Reviewed on 29 Nov 2021

Pendry Chicago
Hotel Chicago Downtown, Autograph Collection by Marriott
4 out of 5
333 N Dearborn St, Driveway Entrance at 350 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £87 per night from 2 Jan to 2 Jan
4.4/5 Wonderful! (993 reviews)
"It’s nice that there was a market with food and liquor on the property. Centrally located especially if you’re looking for nightlife, you really can’t get into any butter of a location. Expensive parking though, and there’s no such thing as room service. Was there for two days no one ever came and ..."

Reviewed on 29 Nov 2021

Hotel Chicago Downtown, Autograph Collection by Marriott
theWit Chicago - a DoubleTree by Hilton Hotel
4.5 out of 5
201 N State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £97 per night from 23 Dec to 23 Dec
4.4/5 Wonderful! (979 reviews)
"We spent a couple days/nights here for our 25 Anniversary and had a great time! Staff was very helpful, location is convenient for walking to most attractions and the rooms are very nice!"

Reviewed on 26 Nov 2021

theWit Chicago - a DoubleTree by Hilton Hotel
Kinzie Hotel
4 out of 5
20 W Kinzie St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £138 per night from 13 Dec to 13 Dec
4.4/5 Wonderful! (1,374 reviews)
"Quiet and modern. Nice wine at happy hour"

Reviewed on 23 Nov 2021

Kinzie Hotel
Hyatt Place Chicago/River North
3.5 out of 5
66 W Illinois St, Chicago, IL
Fully refundable
The price is £103 per night from 19 Dec to 19 Dec
4.4/5 Excellent! (941 reviews)
"Very Friendly staff. Excellent location. Valet parking on spot. Nice breakfast. Lot's of restaurants around."

Reviewed on 29 Nov 2021

Hyatt Place Chicago/River North
Cambria Hotel Chicago Loop - Theatre District
4 out of 5
32 West Randolph Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £89 per night from 23 Dec to 23 Dec
4.4/5 Excellent! (994 reviews)
"Our stay was great! Staff was amazing! The only suggestion i would say was a little dirty in the hallways. Great location! Everything was walkin distance."

Reviewed on 30 Nov 2021

Cambria Hotel Chicago Loop - Theatre District
Hyatt Regency Chicago
4 out of 5
151 East Wacker Dr, Chicago, IL
Fully refundable
The price is £119 per night from 23 Dec to 23 Dec
4.3/5 Excellent! (3,240 reviews)
"This hotel was within walking distance of all the must see sights! My only complaint is that our rooms did not have a refrigerator."

Reviewed on 2 Dec 2021

Hyatt Regency Chicago
The Allegro Royal Sonesta Hotel
4 out of 5
171 W Randolph St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £122 per night from 9 Dec to 9 Dec
4.3/5 Excellent! (970 reviews)
"This was an amazing stay. From check in to check out. The staff was friendly and helpful. Lucy the Bartender was genuine and friendly and went out of her way to provide great customer service. Clean, quiet beautiful venue."

Reviewed on 1 Dec 2021

The Allegro Royal Sonesta Hotel
Hotel Versey Days Inn by Wyndham Chicago
3 out of 5
644 West Diversey Parkway, Corner Diversey/Clark/Broadway, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £59 per night from 3 Jan to 3 Jan
4.3/5 Excellent! (957 reviews)
"What I liked walking distance and transportation to various venues and places. Wrigley field, Lincoln zoo, Lincoln Hall. lot of dining and small shops shopping. What could be better is parking. and information where to park upon arrival."

Reviewed on 26 Nov 2021

Hotel Versey Days Inn by Wyndham Chicago
Central Loop Hotel
4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £79 per night from 30 Dec to 30 Dec
4.2/5 Excellent! (1,479 reviews)
"Pleasant environment with a great selection of exercise equipment."

Reviewed on 29 Nov 2021

Central Loop Hotel
Royal Sonesta Chicago Downtown
4 out of 5
71 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £137 per night from 9 Dec to 9 Dec
4.2/5 Excellent! (2,088 reviews)
"Love it! Highly recommend!"

Reviewed on 26 Nov 2021

Royal Sonesta Chicago Downtown
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £87 per night from 13 Dec to 13 Dec
4.2/5 Excellent! (2,191 reviews)
"Location and the coffee machine"

Reviewed on 27 Nov 2021

River Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
4 out of 5
300 E Ohio St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £95 per night from 2 Jan to 2 Jan
4.2/5 Excellent! (1,698 reviews)
"Very nice comfortable stay."

Reviewed on 29 Nov 2021

DoubleTree by Hilton Chicago - Magnificent Mile
City Suites Hotel
3 out of 5
933 W Belmont Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £61 per night from 3 Jan to 3 Jan
4.2/5 Very Good! (975 reviews)
"Our stay was short but pleasant… Our friends were in another room around the corner from us and they said they could hear the trains all night, but we did not have that issue in our room."

Reviewed on 21 Nov 2021

City Suites Hotel
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £123 per night from 23 Dec to 23 Dec
4.1/5 Very Good! (2,358 reviews)
"Nice renovation! Very clean. Beautiful hotel!"

Reviewed on 29 Nov 2021

Palmer House a Hilton Hotel
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £93 per night from 3 Jan to 3 Jan
3.9/5 Good! (1,759 reviews)
"We’ve stayed at this property before and it’s been great every time. Location is awesome for anything along Michigan Ave. Next to a hospital so be prepared for sirens throughout the day and night but that is just part of being in the city"

Reviewed on 26 Nov 2021

Warwick Allerton - Chicago
Millennium Knickerbocker Chicago
4 out of 5
163 East Walton Place, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £94 per night from 2 Jan to 2 Jan
3.8/5 Good! (1,741 reviews)
"excellent location, clean well maintained facility, good price"

Reviewed on 27 Nov 2021

Millennium Knickerbocker Chicago
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