Westchester Hotels

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Top 10 trending Westchester hotels

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2256)
"Great stay "
The price is €117
includes taxes & fees
2 Sept - 3 Sept
Freehand Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2110)
"Great place to stay!"
The price is €225
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1346)
"Great stay highly recommend!! "
The price is €160
includes taxes & fees
1 Sept - 2 Sept
Claridge House

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.4 out of 10, Very good, (1007)
"Hotel room was nice and clean!"
The price is €87
includes taxes & fees
3 Sept - 4 Sept
Four Points by Sheraton Chicago Westchester/Oak Brook

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2106)
"Great spot, good location, nice rooms. "
Hotel Felix River North/Magnificent Mile

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (214)
"Great place "
The price is €99
includes taxes & fees
2 Sept - 3 Sept
FOUND Hotel Chicago River North

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1013)
"Great location and hotel "
The price is €136
includes taxes & fees
3 Sept - 4 Sept
Ivy Boutique Hotel

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1704)
"Had a great stay! The area is very walkable and convenient!!"
Hotel Saint Clair- Magnificent Mile

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1964)
"Great room and close to attractions "
Silversmith Hotel Chicago Downtown

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1010)
"Awesome place to stay. "
The price is €111
includes taxes & fees
2 Sept - 3 Sept
Ohio House Motel

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1832)
"Amazing place to stay"
The price is €130
includes taxes & fees
1 Sept - 2 Sept
Central Loop Hotel

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1096)
"Great place to stay, would definitely recommend and stay here again "
The price is €129
includes taxes & fees
2 Sept - 3 Sept
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (578)
"It was a wonderful place to stay! "
The price is €128
includes taxes & fees
1 Sept - 2 Sept
The Chicago Hotel Collection River North

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2078)
"The staff was so friendly and accommodating. "
The price is €191
includes taxes & fees
1 Sept - 2 Sept
Hyatt Centric The Loop Chicago

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1221)
"Great location, nice room and roomy bathroom and good breakfast."
The Chicago Hotel Collection - Magnificent Mile

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1909)
"Good location and great rooftop"
The price is €186
includes taxes & fees
1 Sept - 2 Sept
The Godfrey Hotel Chicago

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3370)
"Great location, quiet rooms "
The price is €130
includes taxes & fees
1 Sept - 2 Sept
Club Quarters Hotel, Central Loop, Chicago

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2623)
"Great hotel! "
The price is €110
includes taxes & fees
3 Sept - 4 Sept
Best Western Grant Park Hotel

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1965)
"Great stay"
The price is €157
includes taxes & fees
2 Sept - 3 Sept
Millennium Knickerbocker Chicago

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2811)
"Close to everything, easy check-in/out and friendly staff!"
The price is €130
includes taxes & fees
21 Sept - 22 Sept
Aloft Chicago Mag Mile
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Check out pet-friendly hotels in Westchester

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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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.