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Jul 15 - Jul 16
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Compare 4,982 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very Good, (1034)
"Property was nice and a great location. Breakfast was good/convenient"
The price is NT$973
NT$5,256 total
includes taxes & fees
Jul 28 - Jul 29
The Chicago Hotel Collection Ambassador Gold Coast
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2073)
"Stayed many times, great fun!"
The price is NT$3,261
NT$4,342 total
includes taxes & fees
Aug 6 - Aug 7
Freehand Chicago
The Chicago Hotel Collection - Magnificent Mile
Breakfast and dinner served

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1103)
"We enjoyed our time at this stay. "
The price is NT$976
NT$5,272 total
includes taxes & fees
Jul 27 - Jul 28
The Chicago Hotel Collection - Magnificent Mile
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, (1008)
"The hotel was wonderful!"
The price is NT$2,784
NT$3,117 total
includes taxes & fees
Aug 11 - Aug 12
Four Points by Sheraton Chicago Westchester/Oak Brook
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1259)
"Comfy bed and linens, nice amenities and the staff checked on me via text throughout the stay. "
The price is NT$5,248
NT$7,021 total
includes taxes & fees
Jul 16 - Jul 17
Claridge House
The Chicago Hotel Collection River North
Building design

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (514)
"The rooms were excellent"
The price is NT$2,222
NT$5,007 total
includes taxes & fees
Jul 24 - Jul 25
The Chicago Hotel Collection River North
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2066)
"Amazing property clean comfy bedding and wonderful views"
The price is NT$6,931
NT$8,983 total
includes taxes & fees
Aug 7 - Aug 8
Sable at Navy Pier Chicago, Curio Collection by Hilton
Millennium Knickerbocker Chicago
Lobby

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1886)
"Great location near bars and restaurants "
The price is NT$3,710
NT$5,042 total
includes taxes & fees
Aug 13 - Aug 14
Millennium Knickerbocker Chicago
LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3349)
"Great stay"
The price is NT$4,907
NT$5,760 total
includes taxes & fees
Aug 10 - Aug 11
LondonHouse Chicago, Curio Collection by Hilton
Thompson Chicago, by Hyatt
Restaurant

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1165)
"Great location and property!"
The price is NT$4,196
NT$5,791 total
includes taxes & fees
Aug 10 - Aug 11
Thompson Chicago, by Hyatt
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1867)
"Great location "
Hotel Felix River North/Magnificent Mile
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2243)
"Great value for the cost. Pleasant room and facilities, and very friendly and helpful staff. Will stay there again. "
The price is NT$3,760
NT$4,414 total
includes taxes & fees
Aug 4 - Aug 5
Travelodge by Wyndham Downtown Chicago
The Hoxton Chicago
3 bars/lounges, piano bar

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1012)
"Excellent location and great vibe. "
The price is NT$6,125
NT$7,190 total
includes taxes & fees
Aug 10 - Aug 11
The Hoxton Chicago
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1018)
"Great place to stay!"
The price is NT$3,601
NT$4,227 total
includes taxes & fees
Aug 4 - Aug 5
Ohio House Motel
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2422)
"Amazing Stay!"
The price is NT$5,368
NT$7,162 total
includes taxes & fees
Aug 14 - Aug 15
Swissotel - Chicago
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very Good, (123)
"Good hotel "
The price is NT$3,870
NT$4,543 total
includes taxes & fees
Aug 6 - Aug 7
FOUND Hotel Chicago River North
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very Good, (1904)
"Great stay! "
The price is NT$3,997
NT$4,692 total
includes taxes & fees
Aug 10 - Aug 11
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1678)
"I really enjoyed my stay here, the staff was very pleasant and the rooms great!"
Hotel Saint Clair- Magnificent Mile
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3038)
"Loved our stay! "
The price is NT$4,628
NT$5,433 total
includes taxes & fees
Aug 13 - Aug 14
Eurostars Magnificent Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1016)
"Front desk was very welcoming and hotel was beautiful"
The price is NT$4,776
NT$5,606 total
includes taxes & fees
Jul 27 - Jul 28
Ivy Boutique 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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Learn more about Westchester

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

See all hotels in Westchester

Top Westchester Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Room was nicely appointed and spacious, think one bdrm apt with river view, foyer entrance, separate living room and kitchenette with sub zero fridge. Centrally located to beach, shopping, etc. Would definately stay here again. Friendly and helpful staff. "
Anonymous traveler 3-night trip
Posted 13 hours ago
The Royal Sonesta Chicago Downtown

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 traveler data. Other good options for your trip to 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! The majority of hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Westchester.

Where can I learn more about changing or cancelling my trip to Westchester?

To access more information about updating your trip to Westchester or cancelling it, click here.

What is the top LGBTQ-friendly place to stay in Westchester?

Four Points by Sheraton Chicago Westchester/Oak Brook is a top LGBTQ-friendly hotel, and features free WiFi and pillowtop beds. See all available hotels listed as LGBTQ-friendly in Westchester.

What's the best pet-friendly accommodation in Westchester?

Four Points by Sheraton Chicago Westchester/Oak Brook is a top hotel for people traveling with their pets, and offers a restaurant and a fitness center for its human guests. See more pet-friendly hotel accommodations in Westchester.

Where is the best hotel to stay close to Fresh Meadow Golf Club?

Four Points by Sheraton Chicago Westchester/Oak Brook is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and free WiFi. It's located just a short 0.4 mi (0.7 km) from Fresh Meadow Golf Club. Other good options within 5 miles include Hyatt House Oak Brook and Holiday Inn Express Hotel & Suites Chicago West-O'hare Arpt.

What's the best place to stay if I'm looking to play golf in 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 accommodations 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. Another choice with an onsite pool is Embassy Suites by Hilton Chicago Downtown River North. View all hotels with pools in Westchester.

What's the best accommodation near O'Hare International Airport (ORD)?

Hilton Chicago O'Hare Airport is a popular 4-star hotel featuring 2 restaurants and 2 bars. It's located a short 0.1 mi (0.1 km) from O'Hare Intl. Airport. Other good options close to the airport are Edward Hotel Chicago and Best Western At O'Hare.

How is it to stay in Westchester?

Visitors to Westchester are sure to 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 accommodations 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. Check out what more to see and do in Expedia's Westchester guide.

What's the seasonal weather like in Westchester?

The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Westchester are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.