Westchester Hotels from S$82

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Our top choices for Westchester hotels

Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook
3.0 star property
Westchester
8.6 out of 10, Excellent, (1,003 reviews)
"Everyone was nice and the room was clean and ok"
United States
Katrina
The price is S$170
includes taxes & fees
3 Apr - 4 Apr
Four Points by Sheraton Chicago Westchester/Oak Brook

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, (2,425 reviews)
"Great spot and view, would stay again!"
United States
Kimberly
The price is S$292
includes taxes & fees
31 Mar - 1 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,350 reviews)
"Fantastic location and a luxury hotel for a fair price."
United States
Cornelius
The price is S$309
includes taxes & fees
1 Apr - 2 Apr
Sofitel Chicago Magnificent Mile

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,834 reviews)
"Loved the stay here !"
United States
Alisha
The price is S$286
includes taxes & fees
31 Mar - 1 Apr
L7 Chicago by LOTTE

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,166 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is S$165
includes taxes & fees
5 Apr - 6 Apr
Aloft Chicago Mag Mile

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,231 reviews)
"Excellent stay."
United States
Fenton
The price is S$343
includes taxes & fees
5 Apr - 6 Apr
Swissotel - Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,096 reviews)
"lovely hotel "
United States
alyvia
The price is S$346
includes taxes & fees
31 Mar - 1 Apr
Fairmont Chicago at Millennium Park

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,466 reviews)
"Great stay! Wonderful location!"
United States
Renae
The price is S$348
includes taxes & fees
5 Apr - 6 Apr
Hyatt Regency Chicago

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,725 reviews)
"Wonderful experience from check-in to check-out. The staff is great, location is perfect."
United States
Carla
The price is S$266
includes taxes & fees
31 Mar - 1 Apr
Omni Chicago Hotel

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,918 reviews)
"Staff was very nice, rooms were clean, and location was next to everything we needed. "
United States
Keith
The price is S$314
includes taxes & fees
6 Apr - 7 Apr
InterContinental Chicago Magnificent Mile by IHG

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,390 reviews)
"Loved this hotel!"
United States
Ellen
The price is S$166
includes taxes & fees
5 Apr - 6 Apr
DoubleTree by Hilton Chicago - Magnificent Mile

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,645 reviews)
"Great room great place to stay "
United States
Adrian Mark
The price is S$383
includes taxes & fees
6 Apr - 7 Apr
LondonHouse Chicago, Curio Collection by Hilton

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,671 reviews)
"Great hotel "
United States
Marina
The price is S$231
includes taxes & fees
5 Apr - 6 Apr
Hotel Riu Plaza Chicago

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,334 reviews)
"Very beautiful place to stay"
United States
angie
The price is S$202
includes taxes & fees
13 Apr - 14 Apr
The Chicago Hotel Collection Ambassador Gold Coast

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,882 reviews)
"Room floor and baseboards were filthy- dust dirt crumbs even a beer bottle cap were under bed and bench. Baseboards dusty/dirty as were corners. Bed and pillows were of mediocre quality and not comfortable. Was disappointed to have no fridge for personal items but had a cooler we brought which I was thankful for. Location is fantastic for millennium park, shopping and dining and navy pier is close by as well. If room was cleaner and pillows were better I would have rated this higher. "
United States
Alishia
The price is S$310
includes taxes & fees
2 Apr - 3 Apr
Radisson Blu Aqua Hotel Chicago

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,409 reviews)
"Check in was quick and easy, room was clean and spacious "
United States
Quinton
The price is S$241
includes taxes & fees
31 Mar - 1 Apr
Sports Illustrated Resorts Chicago

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, (2,821 reviews)
"Every thing was in walking distance and the hotel is beautiful I will definitely be back "
United States
Shannon
The price is S$218
includes taxes & fees
6 Apr - 7 Apr
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,716 reviews)
"We love staying here "
United States
Carrie
The price is S$278
includes taxes & fees
5 Apr - 6 Apr
Hilton Chicago

Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,306 reviews)
"Hotel was clean friendly staff fast and easy check in and check out 🙏"
United States
Alan
The price is S$247
includes taxes & fees
19 Apr - 20 Apr
Hilton Garden Inn Chicago Central Loop

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,076 reviews)
"Clean room, very new, excellent stay"
United States
Anthony
The price is S$256
includes taxes & fees
6 Apr - 7 Apr
Hyatt Centric Chicago Magnificent Mile
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 Westchester

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Frequently asked questions

What's the best place to stay in Westchester?
Located 13.3 mi (21.4 km) from the heart of Westchester, Congress Plaza Hotel is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Hotel Riu Plaza Chicago and Embassy Suites by Hilton Chicago Downtown River North. See all available top hotels, or vacation rentals in Westchester.
If I need to cancel my hotel reservation in Westchester, will I receive a refund?
Yes! Most hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Westchester.
What is the favourite LGBTQ-friendly accommodation in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top LGBTQ-friendly hotel, and features free Wi-Fi and pillowtop beds. See all available hotels listed as LGBTQ-friendly in Westchester.
What's the best dog-friendly place to stay in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top hotel for people travelling with their pets, and offers a restaurant and a fitness centre for its human guests. See more pet-friendly hotel accommodations in Westchester.
What are some accommodation options with pools in Westchester?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool and flat-screen televisions. Hilton Chicago/Magnificent Mile Suites and Aloft Chicago Mag Mile are two additional hotels with an on-site pool. View all hotels with pools in Westchester.
What's it like to stay in Westchester?
Visitors to Westchester will definitely enjoy the shopping and restaurants. Tourists can also enjoy so much more including its basketball games. Around the area, top sights include Wrigley Field, Michigan Avenue and United Center. In Westchester, there are 12 hotels and other accommodation options to choose from. Find out more about Westchester.
What should I see while I'm in Westchester?
Wrigley Field, Michigan Avenue and United Center are some of the notable places to visit in the surrounding area. Additionally, you'll find Soldier Field and Navy Pier in the area. Take a look at what more there is to see and do in Expedia's Westchester guide.
What's the seasonal weather in Westchester?
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. The snowiest months in Westchester are January, November, February and December, with each month seeing an average of 13 cm of snowfall.

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