Book Cheap Hotels in Westchester

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Check prices in Westchester for tonight, Sep 30 - Oct 1
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Oct 9 - Oct 11

Most frequently booked Westchester hotels

River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
21.53 km from city centre
The price is CA $264 per night
CA $264
CA $313 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Pet-friendly
Free WiFi
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
21.41 km from city centre
The price is CA $219 per night
CA $219
CA $261 total
Oct 27 - Oct 28
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Free WiFi
Restaurant
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
21.8 km from city centre
The price is CA $254 per night
CA $254
CA $302 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 out of 5
160 E Huron Street Chicago IL
21.91 km from city centre
The price is CA $288 per night
CA $288
CA $342 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this family-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Breakfast included
Pet-friendly
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
21.96 km from city centre
The price is CA $228 per night
CA $228
CA $271 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
21.34 km from city centre
The price is CA $235 per night
CA $235
CA $321 total
Oct 30 - Oct 31
includes taxes & fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Pool
Hot tub
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3 out of 5
201 East Walton Place Chicago IL
22.18 km from city centre
The price is CA $257 per night
CA $257
CA $305 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Breakfast included
Pet-friendly
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
172 W Adams St Chicago IL
Free cancellation
Reserve now, pay when you stay
20.77 km from city centre
The price is CA $282 per night
CA $282
CA $335 total
Oct 1 - Oct 2
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
21.77 km from city centre
The price is CA $338 per night
CA $338
CA $452 total
Oct 31 - Nov 1
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Free WiFi
Restaurant
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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.

Top family friendly Westchester hotel deals

Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook

2222 Enterprise Drive Westchester IL
The price is CA $156 per night from Oct 4 to Oct 5
CA $156
CA $175 total
Oct 4 - Oct 5
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)

Top cheap Westchester hotel deals

Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook

2222 Enterprise Drive Westchester IL
The price is CA $156 per night from Oct 4 to Oct 5
CA $156
CA $175 total
Oct 4 - Oct 5
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)

Top hotels in Westchester for Extended Stay

The Neighborhood Hotel-Little Italy

The Neighborhood Hotel-Little Italy

1431 W Taylor St Chicago IL
9.6/10 Exceptional! (341 reviews)
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.

Westchester hotels essential information

Accommodation
5,055 hotels
Lowest Price
CA $175
Highest Price
CA $452
Popular hotels
River Hotel, Congress Plaza Hotel, The Chicago Hotel Collection Ambassador Gold Coast, Hampton Inn Chicago Downtown/Magnificent Mile, The Chicago Hotel Collection - Magnificent Mile, Hilton Chicago, Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical, THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel, Hyatt Regency Chicago

Frequently asked questions

What are the top kid-friendly hotels in Westchester?
From well-designed amenities to more room to move, kid-friendly hotels come with features that can help turn a routine family vacation into a fabulous one. These Westchester properties make vacationing with young ones a snap: Holiday Inn Express & Suites Chicago West - OHare Arpt Area will help make your next trip the best one yet. It offers lots of conveniences geared toward families, such as a swimming pool and complimentary breakfast. Otherwise, spend your Westchester break at A beautiful home in quiet Westchester. Take advantage of a king bed, a fireplace and more here.
Where can I find cheap hotels in Westchester?
At Travelocity you'll find really nice hotels in Westchester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Westchester rather than in Westchester. We may find you even better rates, too.
How do I find the best Westchester hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Westchester then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Westchester?
The cheapest hotel in Westchester is CA $175 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Westchester?
There are 5,055 hotels in Westchester on Travelocity.
What are the best hotels in Westchester?
Westchester has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Westchester for you!
When is the best time to visit Westchester?
If you want the joy of a fun-filled trip in peak season, visit Westchester during April, May and June. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Westchester?
Based on historic data is usually the cheapest month to visit Westchester. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Westchester?
There are multiple hotels in Westchester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Westchester. We have plenty of kid-friendly hotels in Westchester to choose from on Travelocity!
Why book a hotel in Westchester through Travelocity?
Because we have the top hotels in Westchester! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Westchester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Westchester hotel reviews by fellow wanderers

L7 Chicago by LOTTE

L7 Chicago by LOTTE

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Excelente"
A verified traveller stayed at L7 Chicago by LOTTE
L7 Chicago by LOTTE