Westchester Hotels from S$110

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Top 10 trending Westchester hotels

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1052)
"Wonderful Stay."
The price is S$406
includes taxes & fees
31 Aug - 1 Sept
Pendry Chicago

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2815)
"All around a good place to stay "
The price is S$323
includes taxes & fees
17 Aug - 18 Aug
L7 Chicago by LOTTE

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1301)
"He a great time, clean hotel"
The price is S$861
includes taxes & fees
16 Aug - 17 Aug
Claridge House

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.4 out of 10, Very good, (1000)
"Hotel room was nice and clean!"
The price is S$136
includes taxes & fees
25 Aug - 26 Aug
Four Points by Sheraton Chicago Westchester/Oak Brook

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2070)
"Best hotel "
The price is S$283
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1179)
"Really nice and amazing location!! Would stay again! "
The price is S$834
includes taxes & fees
29 Aug - 30 Aug
The Emily Hotel

Viceroy Chicago

4.5 star property
9.4 out of 10, Exceptional, (1067)
"We had a great stay!"
The price is S$427
includes taxes & fees
1 Sept - 2 Sept
Viceroy Chicago

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1079)
"Great place to stay, would definitely recommend and stay here again "
The price is S$230
includes taxes & fees
17 Aug - 18 Aug
The Chicago Hotel Collection Ambassador Gold Coast

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2202)
"Good place to stay. "
The price is S$163
includes taxes & fees
3 Sept - 4 Sept
Freehand Chicago

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3335)
"Great place to stay"
The price is S$291
includes taxes & fees
21 Aug - 22 Aug
LondonHouse Chicago, Curio Collection by Hilton

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1011)
"Great hotel for families! "
The price is S$283
includes taxes & fees
24 Aug - 25 Aug
Hyatt House Chicago West Loop

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Great place abd staff!"
The price is S$344
includes taxes & fees
17 Aug - 18 Aug
The Hoxton Chicago

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1003)
"Great stay"
The price is S$217
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1196)
"Perfect location, great staff and comfortable bed"
The price is S$290
includes taxes & fees
1 Sept - 2 Sept
Thompson Chicago, by Hyatt

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (324)
"This was a great hotel in a great location."
The price is S$344
includes taxes & fees
21 Aug - 22 Aug
Residence Inn Chicago Downtown Magnificent Mile

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4512)
"Great stay and great location"
The price is S$169
includes taxes & fees
27 Aug - 28 Aug
River Hotel

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Everyone was nice and a great location "
The price is S$185
includes taxes & fees
17 Aug - 18 Aug
Ohio House Motel

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (2114)
"Great location and hotel."
The price is S$347
includes taxes & fees
1 Sept - 2 Sept
Sofitel Chicago Magnificent Mile

Swissotel - Chicago

4.5 star property
9.0 out of 10, Wonderful, (2597)
"Great experience with staff, room and overall stay! "
The price is S$277
includes taxes & fees
1 Sept - 2 Sept
Swissotel - Chicago

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1521)
"This is a nice hotel in a great neighborhood. "
The price is S$341
includes taxes & fees
2 Sept - 3 Sept
Loews Chicago Hotel
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Hotels near Westchester Attractions

Learn more about Westchester

Romantic Westchester is calling! Discover its basketball, dining, golf and more.

Top Westchester Hotel Reviews

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 Palmer House a Hilton Hotel and Hilton Garden Inn Chicago Downtown/Magnificent Mile. 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's the best accommodation for a golf trip to Westchester?

Four Points by Sheraton Chicago Westchester/Oak Brook is a hotel featuring free WiFi and pillowtop beds, and it's a top choice for playing a round of golf. See more golf hotels in Westchester.

What are some accommodation options with pools in Westchester?

Palmer House a Hilton Hotel: Hotel steps from State Street. Offers a full-service spa, an indoor pool and a 24-hour fitness centre. Hilton Garden Inn Chicago Downtown/Magnificent Mile and Embassy Suites by Hilton Chicago Downtown River North 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 Navy Pier. In Westchester, there are 8 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 Navy Pier are some of the notable places to visit in the surrounding area. Additionally, you'll find United Center and Soldier Field 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.