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Check prices for these dates

Tonight
8 Apr - 9 Apr
Tomorrow
9 Apr - 10 Apr
This weekend
10 Apr - 12 Apr
Next weekend
17 Apr - 19 Apr

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Our top choices for Westchester hotels

Bar (on property)

Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook
3.0 star property
Westchester
8.6 out of 10, Excellent, (1,000 reviews)
"The rooms were clean and the location was great. The staff made the stay amazing!"
United States
Patrice
The price is NZ$218
includes taxes & fees
3 May - 4 May
Four Points by Sheraton Chicago Westchester/Oak Brook
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,448 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is NZ$472
includes taxes & fees
16 Apr - 17 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,243 reviews)
"Excellent stay."
United States
Fenton
The price is NZ$533
includes taxes & fees
15 Apr - 16 Apr
Swissotel - Chicago
Exterior

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,403 reviews)
"Loved this hotel!"
United States
Ellen
The price is NZ$282
includes taxes & fees
12 Apr - 13 Apr
DoubleTree by Hilton Chicago - Magnificent Mile
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,813 reviews)
"Every thing was in walking distance and the hotel is beautiful I will definitely be back "
United States
Shannon
The price is NZ$359
includes taxes & fees
12 Apr - 13 Apr
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lunch and dinner served

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,903 reviews)
"Overall a great stay."
United States
Joshua
The price is NZ$489
includes taxes & fees
9 May - 10 May
Radisson Blu Aqua Hotel Chicago
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,105 reviews)
"lovely hotel "
United States
alyvia
The price is NZ$525
includes taxes & fees
11 Apr - 12 Apr
Fairmont Chicago at Millennium Park
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,152 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is NZ$245
includes taxes & fees
12 Apr - 13 Apr
Aloft Chicago Mag Mile
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,219 reviews)
"Great room! Great location."
United States
Linda
The price is NZ$235
includes taxes & fees
12 Apr - 13 Apr
Ivy Boutique Hotel
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,412 reviews)
"My family and I had a very good two night stay. I would stay here again."
United States
Juliette
The price is NZ$261
includes taxes & fees
12 Apr - 13 Apr
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby lounge

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,007 reviews)
"Great stay "
United States
Jennifer
The price is NZ$217
includes taxes & fees
12 Apr - 13 Apr
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,075 reviews)
"Excellent stay overall"
United States
Emre
The price is NZ$278
includes taxes & fees
26 Apr - 27 Apr
Hilton Chicago/Magnificent Mile Suites
Interior entrance

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,957 reviews)
"Very small shower, cleanish"
United States
Riley
The price is NZ$229
includes taxes & fees
19 Apr - 20 Apr
Millennium Hotel Knickerbocker Chicago
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,485 reviews)
"Increíble hotel súper friendly staff! "
United States
Alejandra
The price is NZ$555
includes taxes & fees
9 May - 10 May
Hyatt Regency Chicago
Exterior

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,076 reviews)
"Clean room, very new, excellent stay"
United States
Anthony
The price is NZ$359
includes taxes & fees
19 Apr - 20 Apr
Hyatt Centric Chicago Magnificent Mile
Premium bedding, in-room safe, desk, blackout curtains

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,836 reviews)
"The location and the hotel was great."
United States
Joan
The price is NZ$294
includes taxes & fees
26 Apr - 27 Apr
Courtyard by Marriott Chicago Magnificent Mile
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,275 reviews)
"Amazing stay "
United States
Napoleon
The price is NZ$215
includes taxes & fees
27 Apr - 28 Apr
The Chicago Hotel Collection - Magnificent Mile
Exterior

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (1,407 reviews)
"The hotel staffs are really nice! The location is great"
United States
Teshinee
The price is NZ$248
includes taxes & fees
12 Apr - 13 Apr
Hampton Inn Chicago Downtown/Magnificent Mile
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,759 reviews)
"Great hotel "
United States
Marina
The price is NZ$310
includes taxes & fees
12 Apr - 13 Apr
Hotel Riu Plaza Chicago
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,062 reviews)
"The stay is well worth the affordable price."
United States
Thomas
The price is NZ$233
includes taxes & fees
26 Apr - 27 Apr
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
Schiller Woods view in Chicago of Illinois

Top Westchester Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"Clean, friendly staff. In the middle of downtown. Very nice historical building. "
Valerio 2-night trip
Posted 1 hour ago
River Hotel

More cheap accommodation in Westchester

Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL
The price is NZ$118 per night from 22 Apr to 23 Apr
NZ$118
22 Apr - 23 Apr
includes taxes & fees
6.4/10 (1,085 reviews)

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 Hilton Chicago/Magnificent Mile Suites and Embassy Suites by Hilton Chicago Downtown River North. See all available top hotels, or vacation rentals in Westchester.
What are some of the best holiday rentals that Westchester has to offer?
HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony: This holiday home rental outside of Westchester is located in the city centre, and has a balcony, an arcade/games room and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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?
Hilton Chicago/Magnificent Mile Suites: Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. Embassy Suites by Hilton Chicago Downtown River North and The Wade 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, United Center and Michigan Avenue. In Westchester, there are 13 hotels and other accommodation options to choose from. Find out more about Westchester.
What should I see while I'm in Westchester?
Wrigley Field, United Center and Michigan Avenue are some of the notable places to visit in the surrounding area. Additionally, you'll find Soldier Field and Navy Pier 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.

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