Westchester Hotels from ₹6,601

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
12 Jun - 14 Jun
Next weekend
19 Jun - 21 Jun

Filter by

Guest rating
Guest rating
Star rating

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, (1,006 reviews)
"Central location for my trip"
United States
James
The price is ₹9,969
₹11,163 total
includes taxes & fees
5 Jul - 6 Jul
Four Points by Sheraton Chicago Westchester/Oak Brook
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,258 reviews)
"Great location"
United States
Gabino
The price is ₹10,862
₹15,835 total
includes taxes & fees
5 Jul - 6 Jul
Silversmith Hotel Chicago Downtown
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, (2,534 reviews)
"Great views of the lake, staff very helpful the rooms were clean and comfortable. Would stay there again!"
United States
Deborah
The price is ₹23,189
₹30,869 total
includes taxes & fees
1 Jul - 2 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,798 reviews)
"Great place at a great location."
United States
Alejandro
The price is ₹15,116
₹21,132 total
includes taxes & fees
7 Jul - 8 Jul
Omni Chicago Hotel
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,489 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is ₹21,439
₹28,335 total
includes taxes & fees
2 Jul - 3 Jul
Palmer House a Hilton Hotel
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,221 reviews)
"Great stay thanks"
United States
Felipa
The price is ₹13,013
₹15,471 total
includes taxes & fees
30 Jun - 1 Jul
Congress Plaza Hotel
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,505 reviews)
"Staff was great."
United States
Marianne
The price is ₹22,396
₹30,041 total
includes taxes & fees
2 Jul - 3 Jul
Hyatt Regency Chicago
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,392 reviews)
"The breakfast, location, and staff were amazing."
United States
Corey
The price is ₹15,307
₹20,926 total
includes taxes & fees
30 Jun - 1 Jul
Hotel Riu Plaza Chicago
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,659 reviews)
"Excellent location."
United States
Mirna
The price is ₹22,310
₹29,939 total
includes taxes & fees
6 Jul - 7 Jul
Sheraton Grand Chicago Riverwalk
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,086 reviews)
"Such a lovely hotel with a beautiful, excellent staff, and lots of character!"
United States
Debby
The price is ₹13,303
₹18,655 total
includes taxes & fees
6 Jul - 7 Jul
Staypineapple, An Iconic Hotel, The Loop
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,131 reviews)
"Excellent location and welcoming staff."
United States
Tammy
The price is ₹17,512
₹23,714 total
includes taxes & fees
9 Jul - 10 Jul
Arlo Chicago
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,374 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
United States
Sergio
The price is ₹16,769
₹23,307 total
includes taxes & fees
5 Jul - 6 Jul
Swissotel - Chicago
2 restaurants; breakfast, lunch and dinner served

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,735 reviews)
"Great location, excellent room and amenities proactively attentive staff."
United States
Robert
The price is ₹23,805
₹31,088 total
includes taxes & fees
7 Jul - 8 Jul
LondonHouse Chicago, Curio Collection by Hilton
Exterior

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,253 reviews)
"Overall comfortable stay and easy access by walk to downtown and all other places in the city."
United States
raghu
The price is ₹16,003
₹19,026 total
includes taxes & fees
6 Jul - 7 Jul
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,847 reviews)
"great hotel and excellent to stay"
United States
Ruben
The price is ₹22,875
₹30,006 total
includes taxes & fees
30 Jun - 1 Jul
Hilton Chicago
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,629 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is ₹15,314
₹18,207 total
includes taxes & fees
1 Jul - 2 Jul
Eurostars Magnificent Mile
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,569 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is ₹15,774
₹18,755 total
includes taxes & fees
29 Jun - 30 Jun
The Chicago Hotel Collection Ambassador Gold Coast
Ballroom

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,446 reviews)
"Great location, nice property, helpful staff, and spacious, comfortable rooms."
United States
Sunil
The price is ₹15,697
₹21,725 total
includes taxes & fees
2 Jul - 3 Jul
The Royal Sonesta Chicago Downtown
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,545 reviews)
"Nice hotel - great location"
United States
Brian
The price is ₹11,621
₹13,817 total
includes taxes & fees
28 Jun - 29 Jun
The Chicago Hotel Collection - Magnificent Mile
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (3,084 reviews)
"Staff very easy to talk with and happy to help Useful amenities, location was even better than anticipated."
United States
John
The price is ₹11,390
₹18,094 total
includes taxes & fees
5 Jul - 6 Jul
Freehand Chicago
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Westchester

Upscale 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

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

8/10 Good
"Everything was okay"
Manuel Eduardo 4-night trip
Posted 2 hours ago
Travelodge by Wyndham Downtown Chicago

More cheap stays in Westchester

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

22 West Algonquin Road Arlington Heights IL
The price is ₹5,895 per night from 17 Jun to 18 Jun
₹5,895
₹6,601 total
17 Jun - 18 Jun
includes taxes & fees
5.4/10 (1,004 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 The Chicago Hotel Collection - Magnificent Mile and Hotel Riu Plaza Chicago. 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! 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. 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 17 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.

Explore a world of travel with Expedia