Westchester Hotels

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Check prices for these dates

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

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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 P3,336
P3,736 total
includes taxes & fees
Dec 2 - Dec 3
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 P6,159
P7,231 total
includes taxes & fees
Dec 18 - Dec 19
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 P5,723
P6,718 total
includes taxes & fees
Nov 24 - Nov 25
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 P5,402
P6,341 total
includes taxes & fees
Nov 20 - Nov 21
River Hotel
Meeting facility
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 P4,484
P5,263 total
includes taxes & fees
Dec 7 - Dec 8
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 P5,757
P6,758 total
includes taxes & fees
Nov 26 - Nov 27
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 P3,985
P4,678 total
includes taxes & fees
Dec 7 - Dec 8
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 P6,233
P9,047 total
includes taxes & fees
Nov 28 - Nov 29
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 P4,726
P6,586 total
includes taxes & fees
Nov 24 - Nov 25
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 P6,097
P8,818 total
includes taxes & fees
Dec 17 - Dec 18
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 P5,310
P6,233 total
includes taxes & fees
Dec 14 - Dec 15
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, (2237)
"Room was spotless…staff was great!"
United States
Tamika
The price is P5,225
P8,142 total
includes taxes & fees
Dec 16 - Dec 17
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, (2617)
"Enjoyed my stay here. "
United States
Vai
The price is P6,053
P8,145 total
includes taxes & fees
Nov 23 - Nov 24
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 P6,902
P8,103 total
includes taxes & fees
Nov 25 - Nov 26
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 P6,240
P8,801 total
includes taxes & fees
Nov 25 - Nov 26
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 P7,079
P8,310 total
includes taxes & fees
Nov 25 - Nov 26
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, (3325)
"Great stay!"
United States
Rose
The price is P4,914
P5,769 total
includes taxes & fees
Dec 7 - Dec 8
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 P6,223
P7,305 total
includes taxes & fees
Dec 11 - Dec 12
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 P6,541
P7,678 total
includes taxes & fees
Nov 25 - Nov 26
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, food, golf, and more.

See all hotels in Westchester
Schiller Woods view in Chicago of Illinois

Top Westchester Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"Nice accommodation's and great area, mall And restaurants walking distance "
leticia 3-night trip
Posted 2 days ago
The Whitehall Hotel, BW Premier Collection

More cheap stays in Westchester

Motel 6 Naperville, IL

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL
The price is P2,654 per night from Nov 30 to Dec 1
P2,654
P2,959 total
Nov 30 - Dec 1
includes taxes & fees
7.8/10 Good! (1,114 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 traveler data. Other good options for your trip to the area are Hilton Chicago/Magnificent Mile Suites and Congress Plaza Hotel. 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.
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.
What are some accommodations 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 that feature an onsite pool. View all hotels with pools in Westchester.
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 United Center. In Westchester, there are 10 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 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. 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.

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