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Check prices for these dates

Tonight
24 Feb - 25 Feb
Tomorrow
25 Feb - 26 Feb
This weekend
28 Feb - 2 Mar
Next weekend
7 Mar - 9 Mar

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Top 10 Westchester hotels and places to stay

Four Points by Sheraton Chicago Westchester/Oak Brook
Traditional Room, 1 King Bed, Non Smoking | Reception

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.4 out of 10, Very good, (1000)
"Friendly staff. Well cared for property."
The price is ฿3,120
฿3,494 total
includes taxes & fees
3 Mar - 4 Mar
Four Points by Sheraton Chicago Westchester/Oak Brook
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, (2045)
"The views were absolutely beautiful"
The price is ฿5,167
฿6,065 total
includes taxes & fees
25 Feb - 26 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Front of property – evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1946)
"Amazing service great customer care "
The price is ฿5,586
฿7,542 total
includes taxes & fees
1 Mar - 2 Mar
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1422)
"Great hotel, clean, staff was excellent and helpful and friendly."
The price is ฿4,999
฿6,932 total
includes taxes & fees
25 Feb - 26 Feb
Loews Chicago Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2627)
"we discovered in room 820, there is a lot of garbage, food, books, toys, clothes underneath the couches. there were also stains on the blinds in the room. didn’t bother me but was a bit gross. "
The price is ฿4,477
฿5,256 total
includes taxes & fees
26 Feb - 27 Feb
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1819)
" It was nice"
The price is ฿3,280
฿3,850 total
includes taxes & fees
26 Feb - 27 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1442)
"I enjoyed my stay here! "
The price is ฿5,285
฿7,228 total
includes taxes & fees
9 Mar - 10 Mar
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Front of property – evening/night

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1641)
"Great"
The price is ฿5,707
฿7,684 total
includes taxes & fees
28 Feb - 1 Mar
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2625)
"Loved that the peloton bike in the gym was functional. The hotel is modern and nice. I accidentally got an ADA room and the shower needed a cleaning with some residual mold present. Also the shade was functional, but was getting cockeyed and likely to fail soon."
The price is ฿2,919
฿3,427 total
includes taxes & fees
9 Mar - 10 Mar
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (1003)
"Overall good time. Location is not ideal As we booked a city view and were looking at restaurants. Would like to come back during the summer when the rooftop is open. "
The price is ฿2,823
฿3,314 total
includes taxes & fees
25 Feb - 26 Feb
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.2 out of 10, Very good, (1659)
"Proximity to magnificent mile and great restaurants. "
The price is ฿3,850
฿4,519 total
includes taxes & fees
25 Feb - 26 Feb
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3211)
"We enjoy our weekend her we will definitely be back "
The price is ฿5,771
฿7,759 total
includes taxes & fees
21 Mar - 22 Mar
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2022)
"I loved the pool and the view!!"
The price is ฿3,679
฿4,319 total
includes taxes & fees
27 Feb - 28 Feb
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very good, (1790)
"Very clean, peaceful. "
The price is ฿2,349
฿3,545 total
includes taxes & fees
25 Feb - 26 Feb
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Lobby

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1036)
"Everything was good except that the service charge is too much I even went to get my own food and still was charged a service charge which doesn’t make sense "
The price is ฿4,261
฿5,790 total
includes taxes & fees
7 Mar - 8 Mar
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Restaurant

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1006)
"My stay was great! I couldn’t believe the value for the money."
The price is ฿955
฿3,290 total
includes taxes & fees
25 Feb - 26 Feb
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very good, (1533)
"It was wonderful"
The price is ฿2,441
฿2,964 total
includes taxes & fees
10 Mar - 11 Mar
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1486)
"Great Location and very nice accommodations"
The price is ฿2,964
฿4,425 total
includes taxes & fees
25 Feb - 26 Feb
Hotel Riu Plaza Chicago
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2503)
"."
The price is ฿2,339
฿2,746 total
includes taxes & fees
9 Mar - 10 Mar
Best Western Grant Park Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8542)
"Just a easy place to stay at "
The price is ฿2,875
฿3,375 total
includes taxes & fees
25 Feb - 26 Feb
Congress Plaza 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

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 13.4 mi (21.5 km) from the heart of Westchester, River Hotel is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Congress Plaza Hotel and L7 Chicago by LOTTE. See all available top hotels, or vacation rentals in Westchester.

What are some of the best holiday rentals that Westchester has to offer?

Chic Chicago Retreat 2 Bedroom Home by RedAwning: This holiday home rental outside Westchester offers a private garden, a BBQ and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven and a coffee maker. 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'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?

Hilton Chicago: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool and a health club. 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 Soldier Field. In Westchester, there are 6 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 Soldier Field are some of the notable places to visit in the surrounding area. Additionally, you'll find Navy Pier and United Center 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.