Book Cheap Hotels in Westchester

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Most frequently booked Westchester hotels

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free cancellation

Reserve now, pay when you stay

21.41 km from city centre

CA $160

CA $188 total

Apr 5 - Apr 6

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

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Free cancellation

Reserve now, pay when you stay

22.12 km from city centre

CA $170

CA $200 total

Apr 7 - Apr 8

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Pool

Pet-friendly

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

Free cancellation

Reserve now, pay when you stay

21.45 km from city centre

CA $183

CA $215 total

Apr 12 - Apr 13

includes taxes & fees

Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hotel Riu Plaza Chicago

150 East Ontario Street Chicago IL

Free cancellation

Reserve now, pay when you stay

21.86 km from city centre

CA $170

CA $239 total

Apr 5 - Apr 6

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Breakfast included

Free WiFi

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free cancellation

Reserve now, pay when you stay

14.34 km from city centre

CA $316

CA $371 total

May 1 - May 2

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.

Free airport shuttle

Pet-friendly

The Wade

644 N Lake Shore Dr Chicago IL

Free cancellation

Reserve now, pay when you stay

22.51 km from city centre

CA $200

CA $235 total

Apr 27 - Apr 28

includes taxes & fees

Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Navy Pier are located nearby.

Pool

Pet-friendly

Aloft Chicago Mag Mile

243 E. Ontario Chicago IL

Free cancellation

Reserve now, pay when you stay

22.02 km from city centre

CA $134

CA $157 total

Apr 5 - Apr 6

includes taxes & fees

Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Pool

Pet-friendly

Hyatt Regency Chicago

151 East Wacker Dr Chicago IL

Free cancellation

Reserve now, pay when you stay

21.77 km from city centre

CA $247

CA $339 total

Apr 5 - Apr 6

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

Swissotel - Chicago

323 E Wacker Dr Chicago IL

Free cancellation

Reserve now, pay when you stay

22.03 km from city centre

CA $274

CA $371 total

Apr 6 - Apr 7

includes taxes & fees

Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Spa

Pet-friendly

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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

2222 Enterprise Drive Westchester IL

CA $157

CA $176 total

Apr 5 - Apr 6

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

Top cheap Westchester hotel deals

Four Points by Sheraton Chicago Westchester/Oak Brook

2222 Enterprise Drive Westchester IL

CA $157

CA $176 total

Apr 5 - Apr 6

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

Top hotels in Westchester for Extended Stay

Kasa South Loop Chicago

900 S Clark Street Chicago IL

9.6/10 Exceptional! (423 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	5,142 hotels
Lowest Price	CA $157
Highest Price	CA $371
Popular hotels	Congress Plaza Hotel, Hilton Chicago/Magnificent Mile Suites, Embassy Suites by Hilton Chicago Downtown River North, Hotel Riu Plaza Chicago, Hilton Chicago O'Hare Airport, The Wade, Aloft Chicago Mag Mile, Hyatt Regency Chicago, Swissotel - 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 $157 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 5,142 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.