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Check availability on Countryside Hotels with Free Wifi

Our top choices for Countryside hotels with free wifi

Exterior
Holiday Inn Chicago SW-Countryside ConfCtr by IHG

Holiday Inn Chicago SW-Countryside ConfCtr by IHG

Holiday Inn Chicago SW-Countryside ConfCtr by IHG
3.5 star property
Countryside
7.8 out of 10, Good, (1306)
"I was impressed with the cleanliness and comfort of the hotel. I enjoyed my stay!"
United States
Guadalupe
$91 nightly
The price is $102
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Chicago SW-Countryside ConfCtr by IHG
Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2638)
"The room was spotless and the staff where great!"
United States
Maria
$65 nightly
The price is $77
Jan 4 - Jan 5, 2026
Total with taxes and fees
Freehand Chicago
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2956)
"Great location and great staff!!"
United States
lynne
$81 nightly
The price is $95
Jan 4 - Jan 5, 2026
Total with taxes and fees
Aloft Chicago Mag Mile
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4851)
"Great location, comfortable room, and nice staff."
United States
Claudia
$88 nightly
The price is $103
Dec 21 - Dec 22
Total with taxes and fees
River Hotel
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2972)
"Great rooms, love the bar and amazing breakfast!"
United States
Michelle
$124 nightly
The price is $145
Dec 21 - Dec 22
Total with taxes and fees
Hotel Riu Plaza Chicago
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3008)
"Enjoyed this hotel stay. "
United States
Kimberly
$88 nightly
The price is $104
Dec 21 - Dec 22
Total with taxes and fees
Warwick Allerton - Chicago
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2258)
"This place was amazing !"
United States
Jayla Danyell
$122 nightly
The price is $143
Jan 13 - Jan 14, 2026
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2742)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
$104 nightly
The price is $122
Jan 11 - Jan 12, 2026
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3149)
"Great location "
United States
Christian
$94 nightly
The price is $110
Jan 12 - Jan 13, 2026
Total with taxes and fees
Eurostars Magnificent Mile
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1756)
"Clean and staff was courteous. "
United States
HANNAH
$71 nightly
The price is $84
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop
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.
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Top Countryside Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Always dependable for a comfortable stay. "
jennifer 3-night trip
Posted 16 hours ago
Palmer House a Hilton Hotel

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