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Top hotels and accommodation in Westchester

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1314)
"He a great time, clean hotel"
The price is NZ$387
includes taxes & fees
20 Aug - 21 Aug
Claridge House

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1087)
"Beautiful hotel, we were able to walk everywhere we needed to get to! tons of shopping and food close by. "
The price is NZ$303
includes taxes & fees
20 Aug - 21 Aug
The Chicago Hotel Collection Ambassador Gold Coast

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2087)
"Great place to stay!"
The price is NZ$372
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.4 out of 10, Very good, (1002)
"Hotel room was nice and clean!"
The price is NZ$180
includes taxes & fees
25 Aug - 26 Aug
Four Points by Sheraton Chicago Westchester/Oak Brook

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2052)
"Very good place "
The price is NZ$369
includes taxes & fees
21 Aug - 22 Aug
Hyatt Centric The Loop Chicago

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1011)
"Great stay"
The price is NZ$285
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (559)
"It was a wonderful place to stay! "
The price is NZ$252
includes taxes & fees
20 Aug - 21 Aug
The Chicago Hotel Collection River North

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1949)
"Great stay"
The price is NZ$309
includes taxes & fees
25 Aug - 26 Aug
Millennium Knickerbocker Chicago

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2221)
"Great stay "
The price is NZ$229
includes taxes & fees
3 Sept - 4 Sept
Freehand Chicago

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3729)
"Our stay was wonderful."
The price is NZ$302
includes taxes & fees
25 Aug - 26 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2831)
"Excellent hotel in a great location."
The price is NZ$464
includes taxes & fees
2 Sept - 3 Sept
L7 Chicago by LOTTE

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (272)
"Great place. Good stay for family vacation to Chicago"
Level Chicago Fulton Market

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1010)
"Everyone was nice and a great location "
The price is NZ$227
includes taxes & fees
24 Aug - 25 Aug
Ohio House Motel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (2055)
"Perfect location, i will stay again"
The price is NZ$265
includes taxes & fees
3 Sept - 4 Sept
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Kinzie Hotel

4.0 star property
9.2 out of 10, Wonderful, (1852)
"Beautiful stay! "
The price is NZ$402
includes taxes & fees
21 Aug - 22 Aug
Kinzie Hotel

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3080)
"Great stay!"
The price is NZ$285
includes taxes & fees
24 Aug - 25 Aug
Eurostars Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1174)
"Very enjoyable stay"
The Chicago Hotel Collection - Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (325)
"This was a great hotel in a great location."
The price is NZ$331
includes taxes & fees
1 Sept - 2 Sept
Residence Inn Chicago Downtown Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1693)
"We loved the price and location of this hotel. "
Hotel Saint Clair- Magnificent Mile

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.4 out of 10, Very good, (4731)
"a great stay"
The price is NZ$318
includes taxes & fees
3 Sept - 4 Sept
Embassy Suites by Hilton Chicago Downtown River North
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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Stay near top 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.

What are some of the best holiday rentals that Westchester has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Westchester offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. See all 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.