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Luxury Hotels & Resorts in Countryside from NZ$199

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Check availability on Countryside Luxury Hotels

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Countryside luxury hotels

An indoor swimming pool with lounge chairs and a stone wall.
A modern hotel entrance with a sign reading "Crowne Plaza."
A modern living room with a large chandelier, leather sofas, and a round coffee table.
A hotel lobby with a reception desk, seating area, and a sign reading "SIP & SAVOR COCKTAILS & EATS".

1. Crowne Plaza Chicago SW - Burr Ridge by IHG

Crowne Plaza Chicago SW - Burr Ridge by IHG
Burr Ridge
NZ$224
includes taxes & fees
31 Aug - 1 Sept
Crowne Plaza Chicago SW - Burr Ridge by IHG
A large hotel with a central courtyard, a lake, and a bridge.
A golf course with a swimming pool, lounge area, and a pond.
A chef serving food to a couple in a modern dining area with a glass partition and a glass of beer on the table.
A room with a large window, a bed, and a sofa.

2. Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Oak Brook
NZ$255
includes taxes & fees
30 Aug - 31 Aug
Hilton Chicago/Oak Brook Hills Resort & Conference Center
A multi-story hotel with a prominent "WESTIN" sign on the top.
A spacious lobby with a central seating area, large wooden columns, and potted plants.
A terrace with round tables and chairs, a view of a lake, and a building with a white facade.
A long corridor with a patterned carpet, large windows, and a bench on the left.

3. The Westin Chicago Lombard

The Westin Chicago Lombard
Lombard
  • Luxury pillow-top beds, refined dining, and pool relaxation define this 4-star Chicago hotel near premier shopping.
NZ$243
includes taxes & fees
13 Sept - 14 Sept
The Westin Chicago Lombard
A spacious lobby with a central seating area, large windows, and a reception desk.
A large indoor swimming pool with clear glass walls, allowing views of the outdoors. There are lounge chairs and a lifebuoy near the pool.
A modern lobby with a reception desk, seating area, and a bar.
An outdoor patio area with seating, a pergola, and string lights.

4. DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove

DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove
Downers Grove
NZ$228
includes taxes & fees
20 Sept - 21 Sept
DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.
A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.
A modern living room with a large window overlooking a body of water, a tripod, and a sofa.
A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.

5. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
NZ$406
includes taxes & fees
7 Sept - 8 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
A spacious lobby with a central coffee table, sofas, and a large mirror.
A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.
A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.
A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

6. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
NZ$266
includes taxes & fees
30 Aug - 31 Aug
The Chicago Hotel Collection Ambassador Gold Coast
A modern restaurant with high ceilings, exposed beams, and large windows. Tables are set with blue napkins and pink glassware.
A bar with multiple shelves of bottles, a long counter, and several stools.
A rooftop pool area with lounge chairs and a view of the city skyline.
A spacious lobby with a fireplace, comfortable seating, and a modern chandelier.

7. The Hoxton, Chicago

The Hoxton, Chicago
Downtown Chicago
NZ$626
includes taxes & fees
30 Aug - 31 Aug
The Hoxton, Chicago
A modern building with the name 'SENIORAL' prominently displayed on the facade.
A modern kitchen with a built-in microwave, stove, and dishwasher, large windows with city views, and a dining area with a table and chairs.
A balcony with a glass railing, a table, and four chairs.
A bar area with stools, a counter with bottles, and a wall with a leafy design.

8. Sentral Michigan Avenue

Sentral Michigan Avenue
Downtown Chicago
NZ$346
includes taxes & fees
8 Sept - 9 Sept
Sentral Michigan Avenue
A patio area with outdoor seating, a fire pit, and a view of a golf course.
An indoor swimming pool with clear blue water, a tiled deck, and a covered patio area with outdoor seating.
A spacious lobby with a stone wall, a staircase, and a fireplace.
A modern hotel with a covered entrance, a white classic car parked in front, and landscaped gardens.

9. Eaglewood Resort and Spa

Eaglewood Resort and Spa
Itasca
  • Tranquil spa resort features wellness treatments, golf, and premium amenities for refined retreats.
NZ$278
includes taxes & fees
13 Sept - 14 Sept
Eaglewood Resort and Spa
A modern rooftop lounge with white seating, a glass ceiling, and city views.
A modern lounge area with seating and tables, large windows offering city views, and a high ceiling with exposed ductwork.
A modern building with a unique architectural design, featuring a mix of glass and concrete materials.
A modern hotel room with a cityscape view, a bed, a desk, a coffee machine, and a purple sofa.

10. The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
Downtown Chicago
  • City centre Chicago luxury with rooftop terrace, spa treatments, and stylish dining for discerning travellers.
NZ$375
includes taxes & fees
30 Aug - 31 Aug
The Godfrey Hotel Chicago
View all properties

Top Countryside Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"This was a clean stay! The staff members were pleasant. The location of the hotel was next to a lot of great tourist spots. The building is an older building but extremely clean and convenient. A big perk was that the Hop On Hop off bus was right outside the front door. I would stay at this location again."
Whitney 3-night trip
Posted 1 hour ago
Hilton Chicago
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

8/10 Good
"Room was spacious and clean with good access to facilities, pool and gym which were not that busy. Breakfast expensive if you have not pre-booked this. Service for pre-booked breakfast not as good as those who were paying as gratuity included in pre-booked ones."
Iain 4-night trip
Posted 1 hour ago
Holiday Inn Chicago Dwtn - The Mart by IHG
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Convenient - right across from Grant Park..."
Leonard 2-night trip
Posted 2 hours ago
Congress Plaza Hotel
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"victoria the staff at the front desk was very helpful and knowledgeable about our stay and surrounding activities outside she made sure our stay was comfortable and enjoyable she really went out her way everytime she seen us"
Gregory 3-night trip
Posted 5 hours ago
L7 Chicago by LOTTE
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

8/10 Good
"Our second stay at the Royal Sonesta, and once again, we had a wonderful experience! The location is perfect for shopping, dining, and all the tourist attractions. Ubers were easy to get at any time of day or night, which made getting around so convenient although lots is within walking distance. The staff was friendly and welcoming, and we really enjoyed having the on-site bar and restaurant for a quick bite or a drink before heading out. Housekeeping did tidy our room each day. My only complaint was that one of the channels we watch frequently was glitching throughout our stay. We didn’t report it during our visit since we weren’t planning to spend much time in the room anyway. Overall, we had another great stay and would definitely recommend the Royal Sonesta! ⭐️"
Gwendolyn 3-night trip
Posted 6 hours ago
The Royal Sonesta Chicago Downtown
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

8/10 Good
"Loved our stay"
Jaclyn 3-night trip
Posted 11 hours ago
Crowne Plaza Chicago West Loop by IHG
River Hotel

River Hotel

10/10 Excellent
"Overall a great stay location is perfect and the view was amazing. Room was basic and simple but it was clean. Everything worked so I’d recommend it for future travelers."
Jasmon 3-night trip
Posted 13 hours ago
River Hotel

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Countryside?
Use Expedia to arrange your flight to Chicago Midway Airport (MDW) airport or Chicago O'Hare International Airport (ORD) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay special. If you want an upscale hotel with a spa, an indoor pool or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Countryside has to offer. During your visit, you might want to enjoy the restaurants which Countryside is known for.
When can I expect good weather in Countryside?
Planning for the weather is an important factor for making your trip to Countryside a success, especially when you're splurging. 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.
What's there to see and do in Countryside?
Enjoy Countryside and visit Soldier Field, Navy Pier and Wrigley Field. If you have some spare time during your trip, you might want to check out United Center and Michigan Avenue.

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