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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 $101 per night from Jun 4 to Jun 5
$101
per night
Jun 4 - Jun 5
8.4/10 Very Good! (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 $101 per night from Jun 4 to Jun 5
$101
per night
Jun 4 - Jun 5
8.4/10 Very Good! (1,000 reviews)

Top hotels in Westchester for Extended Stay

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.

Seize your some day

Westchester Hotel & Travel Guide\n

When it's time to choose where to base yourself in or around Westchester, Travelocity features a broad selection of interesting alternatives. Our comprehensive travel guide lists an impressive 37 hotel establishments within a 6-mile (10-kilometer) radius of downtown Westchester.

Discover Holiday Inn Express Hotel & Suites Chicago West-O'hare Arpt and Best Western Plus Chicago Hillside within a short walk of the heart of Westchester.

You could also check out the Waldorf Astoria Chicago as well as the Trump International Hotel & Tower Chicago. The Waldorf Astoria Chicago is located 14 miles (23 kilometers) away from the town center of Westchester. The Trump International Hotel & Tower Chicago, can be found 14 miles (23 kilometers) away. Some other places to stay in the region include the The Langham, Chicago as well as the JW Marriott Chicago.

Looking for activities? Consider spending some time discovering Woodfield Mall and Legoland Discovery Center, which you'll find in Schaumburg, 16 miles (25 kilometers) to the northwest of Westchester. The Renaissance Schaumburg Convention Center Hotel and Residence Inn by Marriott Chicago Schaumburg/Woodfield Mall are a few of the comfortable hotel choices in Schaumburg. 30 miles (49 kilometers) northwest of Westchester, you'll find Algonquin, which boasts the Holiday Inn Express Hotel & Suites Chicago-Algonquin and Victorian Rose Garden. The Terrace Hill Golf Course and Raging Buffalo Snowboard Ski Park are some of the more frequented sites to discover when visiting Algonquin.

If you are interested by sports and enjoy watching games you should really spend a day at Wrigley Field, situated 14 miles (23 kilometers) to the northeast of Westchester. Find a Travelocity-listed room right in the thick of the action at the Roscoe Village Guesthouse or the Best Western Plus Hawthorne Terrace Hotel.

O'Hare International Airport is 9 miles (14 kilometers) from central Westchester. Wise travelers who want to find a base nearby can easily book a night at the Loews Chicago O'Hare Hotel or the The Westin O'Hare.

Westchester hotels essential information

Accommodation
4,653 hotels
Lowest Price
$99
Highest Price
$205
Popular hotels
Congress Plaza Hotel, River Hotel, Warwick Allerton - Chicago, Eurostars Magnificent Mile, Embassy Suites by Hilton Chicago Downtown River North, Hotel Felix River North/Magnificent Mile, Club Quarters Hotel, Central Loop, Chicago, citizenM Chicago Downtown, InterContinental Chicago Magnificent Mile, an IHG Hotel

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 $99. 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 4,653 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.

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