Westchester hotels from HK$407

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

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, (1,000 reviews)
"The rooms were clean and the location was great. The staff made the stay amazing!"
United States
Patrice
The price is HK$883
HK$989 total
includes taxes & fees
26 Feb - 27 Feb
Four Points by Sheraton Chicago Westchester/Oak Brook

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,322 reviews)
"great stay"
United States
Loan
The price is HK$1,172
HK$1,607 total
includes taxes & fees
16 Mar - 17 Mar
Thompson Chicago, by Hyatt

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,195 reviews)
"Great location, friendly staff, spacious room"
United States
Mary
The price is HK$1,055
HK$1,238 total
includes taxes & fees
1 Mar - 2 Mar
Hyatt House Chicago West Loop

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, (2,380 reviews)
"Great stay"
United States
Blake
The price is HK$1,035
HK$1,481 total
includes taxes & fees
22 Feb - 23 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (407 reviews)
"The hotel in it’s entirety was better than advertised "
United States
Eric
Level Chicago Fulton Market

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,006 reviews)
"Amazing, I loved my stay"
United States
Valerie
The price is HK$1,129
HK$1,555 total
includes taxes & fees
22 Mar - 23 Mar
The Hoxton Chicago

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,003 reviews)
"Nice hotel and staff. "
United States
Wendy
The price is HK$990
HK$1,162 total
includes taxes & fees
27 Feb - 28 Feb
Hampton Inn Chicago West Loop Fulton Market Area

Fairfield Inn & Suites Chicago Downtown/River North

Fairfield Inn & Suites Chicago Downtown/River North
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,239 reviews)
"Polite staff and very clean room and hotel. "
United States
Shanise
The price is HK$825
HK$969 total
includes taxes & fees
1 Mar - 2 Mar
Fairfield Inn & Suites Chicago Downtown/River North

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,067 reviews)
"Great hotel, good food and great service ! "
United States
Fernando
The price is HK$863
HK$1,014 total
includes taxes & fees
26 Feb - 27 Feb
Springhill Suites by Marriott Chicago Downtown/ River North

The Emily Hotel

The Emily Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,303 reviews)
"Hotel was very stylish…hotel bar and food was great too. Staff was courteous and rooms were clean, we will stay here again. "
United States
Mary
The price is HK$1,849
HK$2,171 total
includes taxes & fees
21 Feb - 22 Feb
The Emily Hotel

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,525 reviews)
"Great location, friendly staff and nice room"
United States
Srinivasa
The price is HK$496
HK$812 total
includes taxes & fees
22 Feb - 23 Feb
Claridge House Chicago, Tapestry Collection by Hilton

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,979 reviews)
"Clean hotel, helpful staff, restaurant food was delicious, great atmosphere, fabulous location!"
United States
Jennifer
The price is HK$857
HK$1,239 total
includes taxes & fees
1 Mar - 2 Mar
Arlo Chicago

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,325 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is HK$1,388
HK$1,859 total
includes taxes & fees
7 Mar - 8 Mar
Sofitel 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, (3,592 reviews)
"Staff was friendly and loved the decor at this hotel…will definitely be staying again"
Canada
Osama
The price is HK$1,431
HK$1,679 total
includes taxes & fees
22 Feb - 23 Feb
LondonHouse Chicago, Curio Collection by Hilton

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, (2,827 reviews)
"Great stay "
United States
Rudy
The price is HK$788
HK$1,154 total
includes taxes & fees
26 Feb - 27 Feb
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,322 reviews)
"Great staff, room spotless, great price."
United States
Robert
The price is HK$763
HK$895 total
includes taxes & fees
26 Feb - 27 Feb
DoubleTree by Hilton Chicago - Magnificent Mile

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,703 reviews)
"Great place to stay "
United States
Juliet
The price is HK$1,180
HK$1,615 total
includes taxes & fees
8 Mar - 9 Mar
Omni Chicago Hotel

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,179 reviews)
"Great location"
United States
Adam
The price is HK$806
HK$947 total
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Chicago Dwtn - The Mart by IHG

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,093 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is HK$672
HK$789 total
includes taxes & fees
23 Feb - 24 Feb
Aloft Chicago Mag Mile

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,005 reviews)
"The stay was amazing!! Everything was spotless in the room and the view was beautiful from the window looking at downtown Chicago. Everything was next to the hotel: shopping, eating and museums! The staff were amazing and kind. The pool and fitness areas were great. I enjoyed my stay a lot and recommend it. "
United States
Marina
The price is HK$875
HK$1,027 total
includes taxes & fees
26 Feb - 27 Feb
AC Hotels by Marriott Chicago Downtown
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Westchester

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

Schiller Woods view in Chicago of Illinois

Top Westchester Hotel Reviews

More cheap stays in Westchester

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 Hilton Chicago O'Hare Airport and Embassy Suites by Hilton Chicago Downtown River North. See all available top hotels, or vacation rentals in Westchester.
What are some of the best holiday rentals that Westchester has to offer?
A Home Away From Home!: This holiday home rental outside of Westchester offers a fireplace, a garden 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?
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 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 United Center, Wrigley Field and Michigan Avenue. In Westchester, there are 13 hotels and other accommodation options to choose from. Find out more about Westchester.
What should I see while I'm in Westchester?
United Center, Wrigley Field and Michigan Avenue 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.

Explore a world of travel with Expedia