Photo by Monica Ferro

Countryside Hotels from from S$101

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31 Mar - 1 Apr
Tomorrow
1 Apr - 2 Apr
This weekend
4 Apr - 6 Apr
Next weekend
11 Apr - 13 Apr

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Top 10 trending Countryside hotels

Holiday Inn Chicago SW-Countryside ConfCtr by IHG
Exterior

Holiday Inn Chicago SW-Countryside ConfCtr by IHG

3.5 star property
7.6 out of 10, Good, (1297)
"It was great "
The price is S$137
includes taxes & fees
20 Apr - 21 Apr
Holiday Inn Chicago SW-Countryside ConfCtr by IHG
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2407)
"Great hotel. Great view and comfortable bed. "
The price is S$284
includes taxes & fees
20 Apr - 21 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Front of property – evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2492)
"Great service. In the heart of Downtown Chicago. Would definitely stay again. "
The price is S$300
includes taxes & fees
4 Apr - 5 Apr
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1737)
"Great for families. Cookies and hot chocolate after check in. Kids packs and closet full of kids books and toys. Pool room is warm. Water is a bit cold but still fun for the kids. Bennett park is modern and close by if the kids need to let some energy out. Conveniently located to whole foods/target/cvs. We had a credit from being VIP and had an extra credit from Loews. Room service has a service and delivery fee. The kids breakfast sandwich and omelet were plenty for adults. Would stay again. "
The price is S$356
includes taxes & fees
6 Apr - 7 Apr
Loews Chicago Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.4 out of 10, Very good, (3037)
"First time staying breakfast was really good staff was really nice"
The price is S$225
includes taxes & fees
21 Apr - 22 Apr
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2308)
"We had an excellent stay at your hotel! The staff was courteous, friendly knowledgeable and made us fill welcomed. We had dinner (the food was very good).We've decided to stay here when we visit. Thank you Hilton!"
The price is S$162
includes taxes & fees
6 Apr - 7 Apr
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1755)
"Well decorated. Clean. Well located."
The price is S$317
includes taxes & fees
20 Apr - 21 Apr
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Front of property – evening/night

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1849)
"I would probably stay there again. It is an older hotel but very clean and spacious. I only had a few issues during my stay: thin walls, low water pressure andt thermostat need maintenance which was attended to right away. The location was perfect. I stayed for 4 nights. The view was pleasant. The restaurant was a little too dark but the staff was great in the hotel and restaurant."
The price is S$321
includes taxes & fees
4 Apr - 5 Apr
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2906)
"The staff wasn’t as nice as other places, and the thing that the housekeeping is every other day? Why it isn’t every day ? "
The price is S$137
includes taxes & fees
20 Apr - 21 Apr
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.4 out of 10, Very good, (1196)
"Very cute hotel, very clean! I would definitely stay there again. All the staff were very friendly. Only things I could complain about if I’m being picky is the pillows weren’t great and they have one elevator going but never had to wait long at all. Overall wonderful stay! "
The price is S$173
includes taxes & fees
1 Apr - 2 Apr
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.2 out of 10, Very good, (1813)
"We stayed at this hotel in Oct 2022 and returned March 2025. Such a great improvement with the renovations!! We had the 2 bedroom suite both times which is like a small apartment and perfect for families. My only complaint is that the room we stayed in 2022 had a decent sized bathroom plus a sink in the master bedroom. That room was twice the size of the room we had in 2025. The bathroom was so tiny and so was the sink. Definitely difficult with 4 people. "
The price is S$228
includes taxes & fees
6 Apr - 7 Apr
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3828)
"Perfect location and great, clean hotel!"
The price is S$323
includes taxes & fees
19 Apr - 20 Apr
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2205)
"Love the suite and the staff was super friendly and the hotel was very clean. "
The price is S$186
includes taxes & fees
21 Apr - 22 Apr
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.2 out of 10, Very good, (2039)
"Good"
The price is S$157
includes taxes & fees
2 Apr - 3 Apr
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Lobby

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1344)
"Property is currently under construction with access only through a side door. This makes arrival less than impressive to be honest. We looked for the entrance after being dropped off at the valet area and there was nobody to help with luggage. Not the kind of happy arrival I had in mind. Otherwise a decent hotel with friendly staff and very good breakfast. Our room was newly renovated - clean and comfortable. I found the finishings ok if a bit cheesy in style. Overall - a decent place, nothing...
The price is S$252
includes taxes & fees
6 Apr - 7 Apr
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Restaurant

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.8 out of 10, Good, (1253)
"Stay was nice. Great location 5-10 walk to many places. "
The price is S$188
includes taxes & fees
14 Apr - 15 Apr
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very good, (1817)
"Great location. Elevators are rather slow, and walls are a bit thin, otherwise no issues here."
The price is S$154
includes taxes & fees
8 Apr - 9 Apr
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1636)
"Probably one of the best to stay in Chicago, I will be back soon!!!"
The price is S$209
includes taxes & fees
6 Apr - 7 Apr
Hotel Riu Plaza Chicago
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.0 out of 10, Very good, (3031)
"Staff were great but the elevators sounded like they could breakdown any minute and the hallways were very noisy. Rooms not very clean. Have stayed multiple times in this same hotel due to location to the Museum district and standards have lowered for sure. "
The price is S$133
includes taxes & fees
7 Apr - 8 Apr
Best Western Grant Park Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (9426)
"Excellent service, the facilities are very comfortable, clean, and the view is beautiful. Definitely a nice place worth visiting again."
The price is S$158
includes taxes & fees
1 Apr - 2 Apr
Congress Plaza Hotel
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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Learn more about Countryside

Come to Countryside and enjoy its dining, live music and entertainment.

See all hotels in Countryside
Photo by Monica Ferro
Open Photo by Monica Ferro

Frequently asked questions

What's the best place to stay in Countryside?

Embassy Suites by Hilton Chicago Downtown River North, located 15.6 mi (25.1 km) from the heart of Countryside, is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are River Hotel and Crowne Plaza Chicago West Loop by IHG. See all available top hotels, or vacation rentals in Countryside.

If I need to cancel my hotel reservation in Countryside, will I receive a refund?

Yes, you'll find most hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Countryside.

What is the top LGBTQ-friendly hotel in Countryside?

Holiday Inn Chicago SW-Countryside ConfCtr by IHG is a top LGBTQ-friendly hotel, and features free Wi-Fi and pillowtop beds. See all available hotels listed as LGBTQ-friendly in Countryside.

What are some accommodation options with pools in Countryside?

Holiday Inn Chicago - Countryside / Lagrange, an IHG Hotel: Offers free self-parking, a pool and free WiFi. DoubleTree by Hilton Chicago - Magnificent Mile and Loews Chicago Hotel are two additional hotels that feature an on-site pool.

What is the best spa hotel in Countryside?

Holiday Inn Chicago - Countryside / Lagrange, an IHG Hotel is a top spa hotel featuring a restaurant, a pool and a bar. Another popular spa hotel in Countryside is Best Western Plus Chicagoland - Countryside.

How is it to stay in Countryside?

Families will find child-friendly activities in Countryside, and visitors give high marks for the top-notch restaurants. This welcoming city also attracts tourists with its shopping. Top sights around the area include Michigan Avenue, Navy Pier and Wrigley Field. There are 4465 hotels and other accommodation options in the surrounding area. Find out more about Countryside.

What should I see while I'm in Countryside?

Notable places to visit in the wider area include Michigan Avenue, Navy Pier and Wrigley Field. You'll also find United Center and Soldier Field in the area. Take a look at what more there is to see and do in Expedia's Countryside guide.

What's the seasonal weather in Countryside?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Countryside is 1236 mm.