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Tonight
17 Apr - 18 Apr
Tomorrow
18 Apr - 19 Apr
This weekend
18 Apr - 20 Apr
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25 Apr - 27 Apr

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Top 10 Westchester hotels and places to stay

Arlo Chicago
Room, 1 King Bed (Millennium) | In-room safe, desk, laptop workspace, blackout curtains

Arlo Chicago

4.0 star property
9.2 out of 10, Wonderful, (1733)
"Amazing stay! The views were great, it was located near everything, it was very clean and the bed felt wonderful! I will definitely be going back w"
The price is ฿5,262
฿7,149 total
includes taxes & fees
21 Apr - 22 Apr
Arlo Chicago
LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3435)
"The rooftop was the best."
The price is ฿6,081
฿7,139 total
includes taxes & fees
11 May - 12 May
LondonHouse Chicago, Curio Collection by Hilton
Club Quarters Hotel, Central Loop, Chicago
Suite, 1 Queen Bed, Kitchenette | Premium bedding, in-room safe, desk, laptop workspace

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3401)
"Great atmosphere. Friendly and helpful"
The price is ฿4,184
฿4,911 total
includes taxes & fees
4 May - 5 May
Club Quarters Hotel, Central Loop, Chicago
Silversmith Hotel Chicago Downtown
Lobby

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1773)
"This is a great hotel a short walk to Millenium part and the Art Institute. Rooms were comfortable and the staff is very helpful. Definitely will be back the next time we are in Chicago"
The price is ฿3,910
฿5,561 total
includes taxes & fees
20 Apr - 21 Apr
Silversmith Hotel Chicago Downtown
Hyatt Place Chicago/O'Hare Airport
Exterior

Hyatt Place Chicago/O'Hare Airport

3.0 star property
8.4 out of 10, Very good, (2892)
"convenient"
The price is ฿3,640
฿4,149 total
includes taxes & fees
20 Apr - 21 Apr
Hyatt Place Chicago/O'Hare Airport
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (2934)
"The rooms are made for solo travel so they’re a bit small but perfect. They were so intentional about the lobby “living room” it was so cool to spend time down there and enjoy the space. The view from my room was great and it’s so close to Michigan Ave. "
The price is ฿3,725
฿4,372 total
includes taxes & fees
23 Apr - 24 Apr
citizenM Chicago Downtown
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
8.8 out of 10, Excellent, (1879)
"Parking is super high $83 a night is crazy"
The price is ฿4,368
฿5,127 total
includes taxes & fees
20 Apr - 21 Apr
Hyatt Centric The Loop Chicago
Level Chicago - River North
Premium bedding, pillow-top beds, in-room safe, individually furnished

Level Chicago - River North

4.0 star property
9.0 out of 10, Wonderful, (535)
"I loved everything about it ❤️"
The price is ฿6,718
฿8,624 total
includes taxes & fees
22 Apr - 23 Apr
Level Chicago - River North
Hyatt Regency O'Hare Chicago
Lobby

Hyatt Regency O'Hare Chicago

4.0 star property
8.6 out of 10, Excellent, (1484)
"It was fine. The staff were all very nice. The hotel was probably amazing in its day but now it just seems a bit old. The airplane and express way noise in the room was a bit loud. "
The price is ฿3,842
฿4,379 total
includes taxes & fees
19 Apr - 20 Apr
Hyatt Regency O'Hare Chicago
Kinzie Hotel
Premium bedding, pillow-top beds, minibar, in-room safe

Kinzie Hotel

4.0 star property
9.2 out of 10, Wonderful, (1625)
"Very friendly and helpful staff. Gorgeous rooms. Had construction but everything was planed expertly."
The price is ฿4,438
฿6,128 total
includes taxes & fees
20 Apr - 21 Apr
Kinzie Hotel
Viceroy Chicago
Children’s activities

Viceroy Chicago

4.5 star property
9.4 out of 10, Exceptional, (1011)
"the hotel is very well run and the staff is super friendly and helpful. the breakfast could be better in terms of food. location is good"
The price is ฿7,910
฿10,124 total
includes taxes & fees
20 Apr - 21 Apr
Viceroy Chicago
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.6 out of 10, Excellent, (1233)
"Great staff, clean property. "
The price is ฿3,102
฿4,613 total
includes taxes & fees
20 Apr - 21 Apr
Claridge House
The Godfrey Hotel Chicago
Rooftop bar, al fresco dining, open daily

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1807)
"Very nice "
The price is ฿4,137
฿5,633 total
includes taxes & fees
20 Apr - 21 Apr
The Godfrey Hotel Chicago
Eurostars Magnificent Mile
Lobby lounge

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2960)
"Didnt like no microwaves in the room. But like the proximity to stuff"
The price is ฿4,236
฿4,973 total
includes taxes & fees
20 Apr - 21 Apr
Eurostars Magnificent Mile
The Royal Sonesta Chicago River North
Terrace/patio

The Royal Sonesta Chicago River North

4.5 star property
9.0 out of 10, Wonderful, (1683)
"Great"
The price is ฿4,931
฿6,848 total
includes taxes & fees
20 Apr - 21 Apr
The Royal Sonesta Chicago River North
Virgin Hotels Chicago
Rooftop terrace

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1314)
"I had a great experience!! I will definitely be back! "
The price is ฿6,619
฿8,741 total
includes taxes & fees
19 Apr - 20 Apr
Virgin Hotels Chicago
Staypineapple, An Iconic Hotel, The Loop
Interior detail

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.4 out of 10, Exceptional, (1007)
"."
The price is ฿4,438
฿6,179 total
includes taxes & fees
20 Apr - 21 Apr
Staypineapple, An Iconic Hotel, The Loop
Level Chicago Fulton Market
Fridge, microwave, oven, stovetop

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (156)
"perfect place for a family"
The price is ฿6,041
฿7,730 total
includes taxes & fees
20 Apr - 21 Apr
Level Chicago Fulton Market
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1919)
"Very nice hotel for the money. Gracious staff. Nice fitness facility. Morning coffee service was weak. No mini bar in the room which for a "luxury" property is a miss. No hair dryer which we called down for. No comment on food and beverage other than morning coffee as we did not patronize any of our F&B outlets. Valet service seemed understaffed especially given the $84 daily cost. "
The price is ฿6,821
฿8,978 total
includes taxes & fees
20 Apr - 21 Apr
Sofitel Chicago Magnificent Mile
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2132)
"I like staff, all so helpful and "
The price is ฿4,600
฿5,400 total
includes taxes & fees
20 Apr - 21 Apr
L7 Chicago by LOTTE
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

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

See all hotels 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, Embassy Suites by Hilton Chicago Downtown River North is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Swissotel - Chicago and Crowne Plaza Chicago West Loop by IHG. 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?

Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool and flat-screen televisions. Hilton Chicago/Magnificent Mile Suites and Hilton Garden Inn Chicago Downtown/Magnificent 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 Wrigley Field, Michigan Avenue and Navy Pier. In Westchester, there are 7 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.