Westchester Hotels from ₹5,561

  • 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

Tonight
23 Apr - 24 Apr
Tomorrow
24 Apr - 25 Apr
This weekend
24 Apr - 26 Apr
Next weekend
1 May - 3 May

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, (1,000 reviews)
"The rooms were clean and the location was great. The staff made the stay amazing!"
United States
Patrice
The price is ₹9,488
₹10,625 total
includes taxes & fees
10 May - 11 May
Four Points by Sheraton Chicago Westchester/Oak Brook
Exterior detail

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (565 reviews)
"Great location great staff great hotel!"
United States
Refak
The price is ₹7,495
₹8,798 total
includes taxes & fees
26 Apr - 27 Apr
FOUND Hotel Chicago River North
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,115 reviews)
"Very convenient location, kind staff, and comfy rooms. "
United States
Molly Christina
The price is ₹12,100
₹14,205 total
includes taxes & fees
26 Apr - 27 Apr
River Hotel
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,905 reviews)
"Great stay"
United States
Agnes Nmabila
The price is ₹7,319
₹10,244 total
includes taxes & fees
28 Apr - 29 Apr
Freehand Chicago
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, (2,461 reviews)
"Great place to stay "
United States
Mark
The price is ₹23,939
₹31,297 total
includes taxes & fees
26 Apr - 27 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,956 reviews)
"Great hotel, clean an super friendly staff.. would recommend"
United Kingdom
Joel
The price is ₹13,562
₹15,921 total
includes taxes & fees
26 Apr - 27 Apr
L7 Chicago by LOTTE
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,938 reviews)
"Enjoyed the stay"
United States
Adam
The price is ₹13,267
₹18,218 total
includes taxes & fees
30 Apr - 1 May
Hotel Riu Plaza Chicago
Indoor pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,407 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
United States
Cynthia
The price is ₹19,135
₹25,096 total
includes taxes & fees
8 May - 9 May
Palmer House a Hilton Hotel
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,198 reviews)
"Very great food and staff."
United States
Seree
The price is ₹11,162
₹13,104 total
includes taxes & fees
29 Apr - 30 Apr
Aloft Chicago Mag Mile
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,087 reviews)
"Great location! Loved staying here"
United States
Nicole
The price is ₹15,111
₹20,540 total
includes taxes & fees
26 Apr - 27 Apr
Arlo Chicago
Lobby sitting area

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1,881 reviews)
"Location Good"
United States
Lisa
The price is ₹8,742
₹10,438 total
includes taxes & fees
26 Apr - 27 Apr
Hotel Saint Clair- 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, (1,380 reviews)
"Great stay, love the surrounding area. Rooms a bit small but overall a great stay. "
United States
Eric
The price is ₹12,553
₹14,738 total
includes taxes & fees
26 Apr - 27 Apr
The Chicago Hotel Collection Ambassador Gold Coast
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"Great hotel, pretty busy with the in-house restaurants and rooms were a bit noisy."
United States
Marcia
The price is ₹17,644
₹23,731 total
includes taxes & fees
10 May - 11 May
The Hoxton Chicago
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,125 reviews)
"Great stay"
United States
Matthew
The price is ₹10,795
₹12,672 total
includes taxes & fees
26 Apr - 27 Apr
Congress Plaza Hotel
Pool

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,955 reviews)
"Easy check in and clean rooms, comfortable beds and easy access to everything downtown."
United States
Megan
The price is ₹12,858
₹15,095 total
includes taxes & fees
26 Apr - 27 Apr
Hilton Garden Inn Chicago Downtown South Loop
Nightclub

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,448 reviews)
"Great stay "
United States
donald
The price is ₹11,082
₹13,176 total
includes taxes & fees
10 May - 11 May
Club Quarters Hotel, Central Loop, Chicago
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, (1,046 reviews)
"Wonderful restaurant, amazing food."
United States
Robert
The price is ₹12,579
₹17,703 total
includes taxes & fees
10 May - 11 May
Staypineapple, An Iconic Hotel, The Loop
2 restaurants, breakfast served

The Drake

The Drake
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,439 reviews)
"Loved staying at this hotel. "
United States
Geraldine
The price is ₹17,229
₹20,227 total
includes taxes & fees
30 Apr - 1 May
The Drake
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,238 reviews)
"Super nice staff, nice room, great location. We really enjoyed our stay. "
United States
Jim
The price is ₹11,186
₹15,995 total
includes taxes & fees
26 Apr - 27 Apr
Silversmith Hotel Chicago Downtown
Lobby

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, (1,002 reviews)
"Staff was amazing, breakfast was delicious, room is comfortable! Definitely will come back here again! "
United States
Hector
The price is ₹10,890
₹12,785 total
includes taxes & fees
28 Apr - 29 Apr
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
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

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

Central Loop Hotel

Central Loop Hotel

10/10 Excellent
"Room was very clean. Loved that you can check in online early and get access to your room key through Apple wallet."
Chrystal 1-night trip
Posted 1 hour ago
Central Loop Hotel

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 ₹4,966 per night from 14 May to 15 May
₹4,966
₹5,561 total
14 May - 15 May
includes taxes & fees
5.4/10 (1,003 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.
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, Navy Pier and United Center. 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, Navy Pier and United Center are some of the notable places to visit in the surrounding area. Additionally, you'll find Michigan Avenue and Soldier Field 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