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20 Jul - 21 Jul
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Top 10 Westchester hotels and places to stay

FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very good, (138)
"Great area and friendly staff...also check in was extremely easy!"
The price is ₹10,559
₹12,395 total
includes taxes & fees
6 Aug - 7 Aug
FOUND Hotel Chicago River North
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Great place to stay!"
The price is ₹9,668
₹11,349 total
includes taxes & fees
17 Aug - 18 Aug
Ohio House Motel
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1008)
"Excellent area of Chicago with dining and shopping "
The price is ₹13,096
₹15,374 total
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG
Four Points by Sheraton Chicago Westchester/Oak Brook
Lobby

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.4 out of 10, Very good, (1003)
"The hotel was wonderful!"
The price is ₹8,530
₹9,552 total
includes taxes & fees
4 Aug - 5 Aug
Four Points by Sheraton Chicago Westchester/Oak Brook
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2562)
"Excellent Hotel!!"
The price is ₹12,377
₹14,529 total
includes taxes & fees
14 Aug - 15 Aug
Best Western Grant Park Hotel
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2254)
"Best Travelodge I have stayed at "
The price is ₹11,011
₹12,926 total
includes taxes & fees
18 Aug - 19 Aug
Travelodge by Wyndham Downtown Chicago
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2088)
"Stayed many times, great fun!"
The price is ₹8,475
₹13,995 total
includes taxes & fees
17 Aug - 18 Aug
Freehand Chicago
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1287)
"Great location and hotel "
The price is ₹14,130
₹16,587 total
includes taxes & fees
10 Aug - 11 Aug
Crowne Plaza Chicago West Loop by IHG
Level Chicago Fulton Market
Executive lounge

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (242)
"Great location, nice amenities"
The price is ₹17,308
₹21,980 total
includes taxes & fees
10 Aug - 11 Aug
Level Chicago Fulton Market
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8899)
"Great place to stay."
The price is ₹15,284
₹17,942 total
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel
Residence Inn Chicago Downtown Magnificent Mile
Aerial view

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (303)
"Great place"
The price is ₹16,771
₹19,687 total
includes taxes & fees
7 Aug - 8 Aug
Residence Inn Chicago Downtown Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago
Breakfast, lunch and dinner served

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3345)
"Great location and nice rooms. "
The price is ₹12,918
₹15,164 total
includes taxes & fees
27 Jul - 28 Jul
Club Quarters Hotel, Central Loop, Chicago
The Hoxton Chicago
3 bars/lounges, piano bar

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1005)
"Excellent location and great vibe. "
The price is ₹18,007
₹21,139 total
includes taxes & fees
17 Aug - 18 Aug
The Hoxton Chicago
The Chicago Hotel Collection River North
Building design

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (523)
"The rooms were excellent"
The price is ₹8,762
₹17,359 total
includes taxes & fees
23 Jul - 24 Jul
The Chicago Hotel Collection River North
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1017)
"comfy bed, spacious room"
The price is ₹11,644
₹13,669 total
includes taxes & fees
17 Aug - 18 Aug
Best Western River North Hotel
Central Loop Hotel
Breakfast, lunch, dinner served; American cuisine

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1812)
"Nice room, great location and excellent staff."
The price is ₹10,127
₹11,888 total
includes taxes & fees
10 Aug - 11 Aug
Central Loop Hotel
The Emily Hotel
Exterior

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1136)
"Great hotel, location, friendly staff, and overall fit the bill very well!"
The price is ₹49,511
₹58,121 total
includes taxes & fees
1 Aug - 2 Aug
The Emily Hotel
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2009)
"Great stay! "
The price is ₹17,363
₹22,911 total
includes taxes & fees
26 Jul - 27 Jul
Hilton Chicago
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1256)
"Great breakfast options and welcoming vibe. Amazing location and overall great value."
The price is ₹27,062
₹34,297 total
includes taxes & fees
21 Jul - 22 Jul
Claridge House
Millennium Knickerbocker Chicago
Lobby

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1893)
"It was a wonderful stay"
The price is ₹10,942
₹14,868 total
includes taxes & fees
13 Aug - 14 Aug
Millennium Knickerbocker Chicago
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

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

See all hotels in Westchester

Top Westchester Hotel Reviews

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Nice place to stay and explore Chicago."
Rajeev Menon 1-night trip
Posted 2 hours ago
Fairmont Chicago at Millennium Park

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 InterContinental Chicago Magnificent Mile by IHG and Hilton Chicago/Magnificent Mile Suites. 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?

InterContinental Chicago Magnificent Mile by IHG: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool and a steam room. Also, another option that features an on-site pool is Embassy Suites by Hilton Chicago Downtown River North. 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.