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Hotels in Countryside
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Where to stay in Countryside?
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, (1334)
7.8/10
Good
(1334)
- Modern hotel near Chicago with quiet ambiance and convenient dining options.
The price is $91
$91
$102 total
includes taxes & fees
Dec 29 - Dec 30
Hyatt House Chicago West Loop
Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1131)
8.8/10
Excellent
(1131)
- Spacious Chicago escape with West Loop convenience and a refreshing indoor pool.
The price is $135
$135
$158 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1802)
9.0/10
Wonderful
(1802)
- Enjoy Chicago's skyline views just steps from downtown attractions and transit.
The price is $91
$91
$107 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Hoxton Chicago
The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
- Rooftop pool, cozy rooms, and modern vibe in Chicago's West Loop district.
The price is $166
$166
$225 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1005)
8.4/10
Very Good
(1005)
- Convenient downtown Chicago location close to Millennium Park and transit options.
The price is $101
$101
$131 total
includes taxes & fees
Dec 28 - Dec 29
The Emily Hotel
The Emily Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1288)
9.2/10
Wonderful
(1288)
The price is $181
$181
$212 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Buckingham Hotel
The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1004)
9.0/10
Wonderful
(1004)
- Boutique hotel near Willis Tower with easy access to Chicago's top attractions.
The price is $85
$85
$114 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1002)
9.2/10
Wonderful
(1002)
- Stylish retreat in Chicago's West Loop with a rooftop terrace and indoor pool.
The price is $127
$127
$149 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central Loop
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1269)
9.2/10
Wonderful
(1269)
- Downtown Chicago escape with fitness center and 2 bars just steps from Willis Tower.
The price is $106
$106
$124 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1001)
9.2/10
Wonderful
(1001)
- Sleek west Loop hotel with free breakfast, indoor pool, and easy access to Willis Tower.
The price is $130
$130
$153 total
includes taxes & fees
Jan 2 - Jan 3, 2026
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3512)
8.8/10
Excellent
(3512)
- Explore downtown Chicago with river views and stylish amenities by the Riverwalk.
The price is $101
$101
$119 total
includes taxes & fees
Dec 28 - Dec 29
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1126)
9.6/10
Exceptional
(1126)
- Take in Chicago's cultural gems with a quiet boutique hotel steps from Harrison Station.
The price is $95
$95
$112 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3324)
8.8/10
Excellent
(3324)
- Downtown Chicago hotel close to Willis Tower offers 24-hour fitness center.
The price is $82
$82
$96 total
includes taxes & fees
Jan 8 - Jan 9, 2026
La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2631)
8.6/10
Excellent
(2631)
- Downtown Chicago hotel with two dining options and a fitness center onsite.
The price is $81
$81
$112 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2062)
8.8/10
Excellent
(2062)
- Downtown Chicago haven with river views and 2 restaurants, close to Mart station.
The price is $101
$101
$119 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn Majestic Chicago Theatre District
Hampton Inn Majestic Chicago Theatre District
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1005)
9.0/10
Wonderful
(1005)
- Modern hotel steps away from Millennium Park, with free breakfast and WiFi.
The price is $98
$98
$115 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Level Chicago - River North
Level Chicago - River North
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (804)
9.2/10
Wonderful
(804)
- Experience the Windy City's heart with a stylish apartment and seasonal pool.
The price is $172
$172
$224 total
includes taxes & fees
Dec 28 - Dec 29
Level Chicago Fulton Market
Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (364)
9.2/10
Wonderful
(364)
- Stylish getaway moments from downtown with rooftop pool and Fulton Market charm.
The price is $215
$215
$274 total
includes taxes & fees
Dec 28 - Dec 29
Cambria Hotel Chicago Loop - Theatre District
Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1470)
8.8/10
Excellent
(1470)
- Experience Chicago's theatre district with stylish comfort and convenient accessibility.
The price is $88
$88
$103 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2166)
8.8/10
Excellent
(2166)
- Relaxing suites in Chicago's South Loop with Asian cuisine and convenient transit options.
The price is $81
$81
$95 total
includes taxes & fees
Jan 5 - Jan 6, 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.
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.
Go beyond your typical stay in Countryside
Apart hotel
Apartment
Family friendly
Pet friendly
Cottage
When is the best time to visit Countryside?
When is the best time to visit Countryside?Our prices for hotels in Countryside are cheapest in February
When is the best time to visit Countryside?
When is the best time to visit Countryside?
Our prices for hotels in Countryside are cheapest in February
Price trends for hotels in Countryside
Pricing is based on two traveler single night rates
Currently viewing crowd sizes and weather for December.
Typical weather for Countryside
December
Moderate crowds
High 3°C / low -3°C. Cloudy most days.
View properties in December 3°
December, Moderate crowds, average high temperature 3 degrees Celsius, average low temperature -3 degrees Celsius. Cloudy most days.
-3°
-1°
January, Low crowds, average high temperature -1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
1°
February, Low crowds, average high temperature 1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
8°
March, Low crowds, average high temperature 8 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
0°
14°
April, Low crowds, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
5°
20°
May, Moderate crowds, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
26°
June, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
28°
July, High crowds, average high temperature 28 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
28°
August, High crowds, average high temperature 28 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
24°
September, High crowds, average high temperature 24 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
17°
October, High crowds, average high temperature 17 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
9°
November, Moderate crowds, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
Monthly weather averages (˚C)
Learn more about Countryside
Around Countryside are top attractions including United Center and McCormick Place.
Check out reviews of Countryside hotels guests love
Holiday Inn Chicago Dwtn - The Mart by IHG
10/10 Excellent
"yes"
Embassy Suites by Hilton Chicago Downtown River North
10/10 Excellent
"I prefer Embassy Suite over any hotel. ES does not fail in quality, comfort, cleanliness. We enjoyed Chicago very much. Embassy Suite was in walking distance. Staff were very friendly. "
The Royal Sonesta Chicago Downtown
10/10 Excellent
"Clean, friendly staff and good customer service!
Excellent location!"
River Hotel
10/10 Excellent
"Great location "
Hilton Chicago
10/10 Excellent
"Beautiful hotel. Super friendly staff"
Club Quarters Hotel Wacker at Michigan, Chicago
10/10 Excellent
"Excellent location, clean room, comfortable bed. The staff are very helpful and friendly. Cool building as well.
Only thing missing is a safe in the room."
Silversmith Hotel Chicago Downtown
10/10 Excellent
"Great location, excellent staff"
Sable at Navy Pier Chicago, Curio Collection by Hilton
10/10 Excellent
"Great location "
Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
"nice big rooms, great price and great location"
Frequently asked questions
What hotels do travelers recommend in Countryside?
Holiday Inn Chicago SW-Countryside ConfCtr by IHG is an accommodation that is popular with guests.
Can I book a refundable hotel in Countryside?
If you need the flexibility to change your plans to Countryside, most hotels provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Countryside be like during my vacation?
July and August are typically the warmest months in Countryside when the average temp is 71°F. January and February are the coldest months when the average temperature is 31°F. June and May are the months with the most rain.
Why should I book my Countryside hotel with Hotels.com?
There are lots of reasons to book your Countryside trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.