Book Hotels in Westchester, IL

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top hotels

citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
"The location is wonderful, the bar/restaurant area was very good. Food and pricing well worth it. The outdoor terrace was my highlight. Room super cute and clean, Loved the remote shades. A few downsides, need 24 hour notice for a room cleaning. (I did not pay attention to the details, but was accommodated ..."

Reviewed on Jun 11, 2025

citizenM Chicago Downtown
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a ...
Indoor pool is a highlight.
"Lovely stay and a beautiful indoor pool. Good restaurant."

Reviewed on Jun 14, 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference ...
"Great 2 night stay- suite was huge, clean, beds incredibly comfy, on site Aussie restaurant was great for breakfast and dinner. Excellent location."

Reviewed on Jun 13, 2025

Hilton Chicago/Magnificent Mile Suites
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, ...
"It's was great definitely will be back"

Reviewed on Jun 13, 2025

Swissotel - Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and ...
"Clean place, great breakfast included, Hector was great checking our bags on early arrival and making sure we got checked out. Locations very central/walkable (within mile or so, or near subway) to everything we were doing too. Would have given five stars if we got King Bed as booked, or at least ..."

Reviewed on Jun 13, 2025

Embassy Suites by Hilton Chicago Downtown River North
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
"It was clean, staff was nice. Never had a problem there. Only downfall was the TV, it didn’t have that many options."

Reviewed on Jun 10, 2025

The Wade
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
Handy in a pinch
"My flight home was cancelled due to storms and I needed a place to stay for the night. While not the most affordable option, it was nice to stay right at the airport under these circumstances. The fancy restaurant on the lower level was good. The staff was very helpful."

Reviewed on Jun 10, 2025

Hilton Chicago O'Hare Airport
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center ...
"great!"

Reviewed on Jun 13, 2025

Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a snack bar/deli are also ...
"The unique 4 bunk bed room worked well for our family who were in town for a couple of nights as we traveled through the Midwest. The location was perfect for exploring the city."

Reviewed on Jun 13, 2025

Freehand Chicago
Don't see what you're looking for?
See all available properties in Westchester
View all properties
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.

Cheap Westchester hotels

Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook

2222 Enterprise Drive, Westchester, IL
8.4/10 Very Good! (1,002 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 Hotel & Travel Guide

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.

Top reasons for your vacation to Westchester

  • Brookfield Zoo: Interact with animals and learn about wildlife conservation at the renowned Brookfield Zoo.
  • Stevenson Park: Enjoy ample green space for picnics, playgrounds, and recreational activities at Stevenson Park.
  • Events and Festivals: Experience the annual lilac festival at Lilacia Park and enjoy numerous events and festivals throughout the year.
  • Sports and Recreation: Catch a basketball game at the local high school or take advantage of nearby golf courses for sports and recreation.
  • Family-Friendly Atmosphere: Explore the family-friendly atmosphere of Westchester with plenty of shopping and dining options for all ages.

Find your favorite hotels in Westchester

If you're planning a family vacation to Westchester, Illinois, you'll find a variety of hotel accommodations to choose from. Whether you're looking for a luxurious stay at a 5-star hotel or a cozy and budget-friendly option, there are hotels to suit every need. Located near popular attractions, these hotels provide a convenient base for exploring the area and enjoying all that Westchester and the surrounding region have to offer.

Hotel nameTypeStarsDescription
Four Points by Sheraton Chicago Westchester/Oak BrookHotel3.0This 3.0-star rated hotel is an excellent option for your family vacation. It is conveniently located in Westchester, Illinois, with close proximity to golf courses, hiking trails, and friendly people. The hotel offers connecting rooms, smoking rooms, and a fitness center for your convenience. Additionally, you can enjoy excursions and breakfast at the hotel. If you're looking for some retail therapy, there are also shopping options nearby. Sports enthusiasts will appreciate the hotel's proximity to various sports facilities. Overall, Four Points by Sheraton Chicago Westchester/Oak Brook is a great choice for a comfortable and accessible stay for your family.

Explore the best activities and sights in Westchester

Westchester, Illinois, offers a range of activities and attractions suitable for a family vacation. With its close proximity to basketball, sports, shopping, dining, and friendly people, there are plenty of options for family engagement. Explore the renowned Brookfield Zoo, where kids can interact with animals and learn about wildlife conservation. Stevenson Park provides ample green space for picnics, playgrounds, and recreational activities. Additionally, there are numerous events and festivals throughout the year, such as the Lilacia Park's annual lilac festival. With its variety of activities, Westchester guarantees a memorable and enjoyable family vacation.

  1. Wrigley Field: Wrigley Field is a sports facility stadium that offers a unique urban experience. Surrounded by towering skyscrapers, this iconic stadium is not only a hub for sports enthusiasts but also a symbol of entertainment and culture. The stunning architecture of Wrigley Field blends harmoniously with the scenic views of the nearby lake. The atmosphere is electrifying, with friendly people cheering for their favorite teams. Whether you're a sports fan or not, visiting Wrigley Field will transport you to a world of excitement and opulence, where you can witness thrilling sports events or even catch an unforgettable opera performance.
  2. Navy Pier: Navy Pier is a jetty pier that offers an urban experience like no other. The pier is nestled amidst towering skyscrapers, showcasing the grandeur of the city's architecture. As you stroll along the pier, you'll be captivated by the breathtaking views of the lake and the city skyline. Navy Pier is not just a place to admire the scenery; it also offers a vibrant cultural experience. From theaters and art exhibits to museums and friendly people, there's something for everyone. Take a leisurely boat ride on the lake or enjoy a performance at one of the theaters. Navy Pier is a must-visit destination where art, architecture, and the beauty of nature converge.
  3. McCormick Place: McCormick Place is an event conference venue that embodies the essence of urban sophistication. Located amidst towering skyscrapers, this architectural marvel offers stunning views of the cityscape and the lake. The grandeur of the venue is complemented by its artistic ambiance, with theaters and museums showcasing captivating art and culture. McCormick Place is not just a place for business events; it's a place where you can immerse yourself in the scenic beauty of the surroundings, interact with friendly people, and admire the monuments that pay homage to the city's rich history. Whether you're attending a conference or simply exploring the venue, McCormick Place promises a memorable and enriching experience.

Where to stay in Westchester

Welcome to Westchester, Illinois! This charming village located in the western suburbs of Chicago offers a diverse range of activities for your family vacation. Start by exploring the numerous parks and green spaces, perfect for picnics and outdoor fun. For sports enthusiasts, catch a basketball game at the local high school or take advantage of the nearby golf courses. Westchester is also known for its family-friendly atmosphere, with plenty of shopping and dining options to enjoy. Whether you're looking for a relaxing getaway or exciting destinations, Westchester has it all!

  1. Chicago: Chicago is a vibrant city known for its urban atmosphere, iconic skyscrapers, and world-class museums. Families can explore the city's rich history and architecture, visit renowned art institutions, and enjoy breathtaking views from the famous Willis Tower Skydeck. Chicago offers a diverse range of entertainment options, including theater shows, live music venues, and family-friendly attractions like Navy Pier and Millennium Park. With its bustling shopping districts, delicious dining scene, and scenic lakefront, Chicago provides a unique blend of cultural experiences and natural beauty.
  2. Schaumburg: Located just a short distance from Westchester, Schaumburg is a family-friendly city renowned for its shopping opportunities, dining scene, and sports attractions. Families can visit Woodfield Mall, one of the largest shopping centers in the country, and enjoy a wide range of cuisines in Schaumburg's diverse restaurant scene. Sports enthusiasts can catch a football game at the nearby Soldier Field. Schaumburg also offers horseback riding, live music performances, and a welcoming atmosphere for visitors of all ages.
  3. Rosemont: Situated only 9.6 miles away from Westchester, Rosemont is a city known for its entertainment options, shopping districts, and vibrant atmosphere. Families can enjoy ice hockey games at the Allstate Arena, explore a variety of shops in the Fashion Outlets of Chicago, and dine at the city's diverse restaurants. Rosemont also offers recreational activities such as biking and theater performances, making it an exciting destination for families seeking entertainment and leisure.

Best times to go to Westchester

The travel seasons of Westchester

Trips to Westchester show no change in popularity throughout the year. The peak season to visit is from May to July, with July being the highest month. Off-peak season starts from December to February, and February sees the least travelers.

Westchester has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 74.3 degrees Fahrenheit. The wettest month in Westchester is June, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January25.0°F (-3.9°C)Light RainMostly Cloudy
February26.8°F (-2.9°C)Light RainMostly Cloudy
March38.1°F (3.4°C)Light RainMostly Cloudy
April47.5°F (8.6°C)Light RainMostly Sunny
May58.8°F (14.9°C)Light RainMostly Sunny
June69.1°F (20.6°C)Light RainMostly Sunny
July74.3°F (23.5°C)Light RainMostly Sunny
August73.6°F (23.1°C)Light RainMostly Sunny
September67.3°F (19.6°C)Light RainMostly Sunny
October54.9°F (12.7°C)Light RainMostly Sunny
November41.9°F (5.5°C)Light RainMostly Sunny
December32.4°F (0.2°C)Light RainMostly Cloudy

Food and dining in Westchester

When visiting Westchester, Illinois, you'll find a variety of delicious local cuisines to satisfy your food cravings. One popular restaurant in the area is Giordano's, a highly rated pizzeria known for its mouthwatering deep-dish pizzas. If you're looking for a taste of North American cuisine, head to Westchester Inn, a moderately rated but highly popular restaurant that offers a diverse menu. For those who love Thai food, Chai Yo Thai Cuisine is a highly rated and highly popular Asian Thai restaurant. Whether you're in the mood for pizza, American dishes, or authentic Thai cuisine, Westchester has something to offer.

How do I find a great hotel with Travelocity?

Make sure the whole crew has a memorable vacation. Find the ideal accommodations with our family-friendly badge, which highlights hotels that offer additional amenities for children. Our custom filters also allow you to narrow down options based on proximity to popular attractions, enhanced cleaning measures, and your budget.

Why should I book with Travelocity?

Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to offer worry-free travel every time you and your family book with us, so that you can spend less time fretting and more time creating cherished memories. With this in mind, we will assist you in finding and planning your perfect trip, along with providing transparent pricing and reliable reviews. Additionally, our 24/7 guaranteed customer support is available before, during, and after your vacation.

How can I save money on my trip to Westchester?

When planning your trip to Westchester, consider visiting during the less popular season from December to February to save money. To further save, bundle your flights, hotel, and car bookings together for a discounted price. While in Westchester, take advantage of the local affinities that are inexpensive. Enjoy a game of basketball at the local courts, explore the family-friendly parks and playgrounds, and indulge in some affordable shopping at the nearby stores.

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 . 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 4,938 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

Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity