Westchester Hotels

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Tonight
19 Nov - 20 Nov
Tomorrow
20 Nov - 21 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

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Top 10 trending Westchester hotels

Breakfast and dinner served
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, (1000)
"Had an excellent experience staying here"
United States
James
The price is €55
includes taxes & fees
2 Dec - 3 Dec
Four Points by Sheraton Chicago Westchester/Oak Brook
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3105)
"Location was great "
United States
Hamik
The price is €106
includes taxes & fees
18 Dec - 19 Dec
Eurostars Magnificent Mile
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2915)
"Great location!!"
United States
sarah e
The price is €98
includes taxes & fees
24 Nov - 25 Nov
Aloft Chicago Mag Mile
Reception
River Hotel

River Hotel

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4816)
"Front desk is amazing, rooms are clean and great location"
United States
Glen
The price is €93
includes taxes & fees
20 Nov - 21 Nov
River Hotel
Bar (on property)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (4179)
"Great location. "
United States
Rodger
The price is €77
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2138)
"Great stay "
United States
Melinda
The price is €99
includes taxes & fees
25 Nov - 26 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Exterior
FOUND Hotel Chicago River North

FOUND Hotel Chicago River North

2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (329)
"very clean and modern, staff was very friendly"
United States
Edrick
The price is €68
includes taxes & fees
7 Dec - 8 Dec
FOUND Hotel Chicago River North
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2305)
"Clean Rooms & very nice staff"
United States
Teresa
The price is €132
includes taxes & fees
20 Dec - 21 Dec
Hilton Chicago
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2583)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is €96
includes taxes & fees
15 Dec - 16 Dec
Freehand Chicago
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2816)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is €129
includes taxes & fees
15 Dec - 16 Dec
Hotel Riu Plaza Chicago
American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1686)
"very nice staff & very clean hotel "
United States
Amy
The price is €91
includes taxes & fees
14 Dec - 15 Dec
Crowne Plaza Chicago West Loop by IHG
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9603)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
Congress Plaza Hotel
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, (2238)
"Room was spotless…staff was great!"
United States
Tamika
The price is €119
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2618)
"Enjoyed my stay here. "
United States
Vai
The price is €119
includes taxes & fees
23 Nov - 24 Nov
La Quinta Inn & Suites by Wyndham Chicago Downtown
Terrace/patio
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4049)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is €119
includes taxes & fees
25 Nov - 26 Nov
citizenM Chicago Downtown
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2073)
"Great place to stay."
United States
Aaron
The price is €129
includes taxes & fees
25 Nov - 26 Nov
Palmer House a Hilton Hotel
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3377)
"Great hotel!!"
United States
Deja
The price is €122
includes taxes & fees
26 Nov - 27 Nov
voco Chicago Downtown - Riverwalk by IHG
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3326)
"Great stay!"
United States
Rose
The price is €84
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Lobby lounge
Fairfield Inn & Suites Chicago Downtown/River North

Fairfield Inn & Suites Chicago Downtown/River North

3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1171)
"Great location, good breakfast"
United States
Blanka
The price is €107
includes taxes & fees
11 Dec - 12 Dec
Fairfield Inn & Suites Chicago Downtown/River North
Free daily on-the-go breakfast
Hyatt Place Chicago/River North

Hyatt Place Chicago/River North

3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1520)
"Had a great stay."
United States
Steve
The price is €113
includes taxes & fees
26 Nov - 27 Nov
Hyatt Place Chicago/River North
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

The Wade

The Wade

10/10 Excellent
"Great location, walkable to so many area attractions. Would definitely stay here again. "
Debbie 3-night trip
Posted 21 hours ago
The Wade

More cheap stays in Westchester

Motel 6 Naperville, IL

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL
The price is €43 per night from 25 Nov to 26 Nov
€43
25 Nov - 26 Nov
includes taxes & fees
7.8/10 Good! (1,122 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, 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 Hilton Chicago/Magnificent Mile Suites and Congress Plaza Hotel. See all available top hotels, or vacation rentals in Westchester.
What are some of the best holiday rentals that Westchester has to offer?
Wrigley Field/Lakeview -Entire Home- Large Groups!: This holiday home rental outside of Westchester is located on a lake, and has a fireplace, a patio 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. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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?
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 Garden Inn Chicago Downtown/Magnificent Mile and InterContinental Chicago Magnificent Mile by IHG 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 United Center. In Westchester, there are 10 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 United Center 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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