Westchester Hotels from S$75

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Top 10 trending Westchester hotels

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.4 out of 10, Very good, (1003)
"Hotel room was nice and clean!"
The price is S$131
includes taxes & fees
2 Sept - 3 Sept
Four Points by Sheraton Chicago Westchester/Oak Brook

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3067)
"Great stay!"
The price is S$265
includes taxes & fees
26 Aug - 27 Aug
Eurostars Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3764)
"Great place to stay "
The price is S$215
includes taxes & fees
2 Sept - 3 Sept
Hilton Garden Inn Chicago Downtown/Magnificent Mile

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4571)
"Great stay and great location"
The price is S$199
includes taxes & fees
1 Sept - 2 Sept
River Hotel

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2801)
"Clean, helpful staff and in walking distance to most places we visited."
The price is S$194
includes taxes & fees
1 Sept - 2 Sept
Aloft Chicago Mag Mile

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1037)
"Great location "
The price is S$184
includes taxes & fees
26 Aug - 27 Aug
Best Western River North Hotel

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2241)
"Great stay "
The price is S$154
includes taxes & fees
3 Sept - 4 Sept
Freehand Chicago

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (209)
"Great place "
The price is S$140
includes taxes & fees
1 Sept - 2 Sept
FOUND Hotel Chicago River North

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2113)
"Awesome hotel, highly recommended."
The price is S$248
includes taxes & fees
2 Sept - 3 Sept
Hilton Chicago

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9016)
"Family had a great stay. "
The price is S$283
includes taxes & fees
14 Sept - 15 Sept
Congress Plaza Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2011)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is S$227
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Chicago - Magnificent Mile

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1015)
"Friendly staff and close to the places I wanted to go to "
The price is S$243
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn & Suites Chicago - Downtown by IHG

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1890)
"Helpful staff, beautiful hotel in a great location!"
The price is S$293
includes taxes & fees
2 Sept - 3 Sept
Palmer House a Hilton Hotel

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2506)
"Had a wonderful stay here and staff was super friendly!"
The price is S$224
includes taxes & fees
1 Sept - 2 Sept
La Quinta Inn & Suites by Wyndham Chicago Downtown

Crowne Plaza Chicago West Loop by IHG

3.5 star property
8.8 out of 10, Excellent, (1417)
"I really enjoyed my stay at this hotel! "
The price is S$269
includes taxes & fees
1 Sept - 2 Sept
Crowne Plaza Chicago West Loop by IHG

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2093)
"Great place to stay!"
The price is S$283
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2342)
"The best hotel, excellent breakfast, excellent location!!!"
The price is S$249
includes taxes & fees
2 Sept - 3 Sept
Hotel Riu Plaza Chicago

Regal Inn - Chicago O'Hare Airport

2.0 star property
8.0 out of 10, Very good, (1008)
"Was a nice place with a great restaurant right around the corner. Would stay again. "
Regal Inn - Chicago O'Hare Airport

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (2087)
"We had a great stay!"
The price is S$252
includes taxes & fees
4 Sept - 5 Sept
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Omni Chicago Hotel

4.5 star property
9.2 out of 10, Wonderful, (1557)
"Great stay"
The price is S$344
includes taxes & fees
2 Sept - 3 Sept
Omni Chicago 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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Hotels near Westchester Attractions

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

Top Westchester Hotel Reviews

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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 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 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.