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Our top choices for Westchester hotels

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, (1,001 reviews)
"The rooms were clean and the location was great. The staff made the stay amazing!"
United States
Patrice
The price is NT$3,696
NT$4,139 total
includes taxes & fees
Mar 22 - Mar 23
Four Points by Sheraton Chicago Westchester/Oak Brook

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,331 reviews)
"Great staff, room spotless, great price."
United States
Robert
The price is NT$3,313
NT$3,890 total
includes taxes & fees
Mar 8 - Mar 9
DoubleTree by Hilton Chicago - Magnificent Mile

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,317 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is NT$6,097
NT$8,077 total
includes taxes & fees
Mar 2 - Mar 3
Sofitel Chicago Magnificent Mile

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, (2,377 reviews)
"Great stay"
United States
Blake
The price is NT$4,537
NT$6,392 total
includes taxes & fees
Mar 30 - Mar 31
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (1,870 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is NT$3,429
NT$4,026 total
includes taxes & fees
Mar 5 - Mar 6
Hilton Garden Inn Chicago Downtown South Loop

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2,782 reviews)
"I enjoyed my stay"
United States
Emily
The price is NT$2,219
NT$3,156 total
includes taxes & fees
Mar 3 - Mar 4
Freehand Chicago

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,197 reviews)
"I love the room + the view"
United States
Kemari
The price is NT$3,915
NT$4,596 total
includes taxes & fees
Mar 26 - Mar 27
Hyatt Place Chicago/Downtown - The Loop

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,199 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is NT$3,810
NT$5,575 total
includes taxes & fees
Mar 29 - Mar 30
Swissotel - Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,428 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is NT$3,538
NT$5,036 total
includes taxes & fees
Mar 4 - Mar 5
Hotel Riu Plaza Chicago

Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago-Downtown
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,121 reviews)
"The stay was perfect!!!"
United States
Ingrid L Perez
The price is NT$3,473
NT$4,077 total
includes taxes & fees
Mar 5 - Mar 6
Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,254 reviews)
"Great Hotel, location close to all attractions, clean, perfect breakfast "
United States
Sheila
The price is NT$3,467
NT$4,070 total
includes taxes & fees
Mar 8 - Mar 9
Homewood Suites by Hilton Chicago Downtown South Loop

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,811 reviews)
"Great stay "
United States
Rudy
The price is NT$3,717
NT$5,283 total
includes taxes & fees
Mar 5 - Mar 6
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (475 reviews)
"Amazing staff and very clean, modern rooms!"
United States
genevieve
The price is NT$2,086
NT$2,449 total
includes taxes & fees
Mar 2 - Mar 3
FOUND Hotel Chicago River North

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,700 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is NT$3,414
NT$4,008 total
includes taxes & fees
Mar 4 - Mar 5
The Wade

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,014 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is NT$3,824
NT$5,407 total
includes taxes & fees
Mar 18 - Mar 19
Staypineapple, An Iconic Hotel, The Loop

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,001 reviews)
"Great place to stay..awesome staff!"
United States
Veronica
The price is NT$2,946
NT$4,010 total
includes taxes & fees
Mar 2 - Mar 3
Le Méridien Essex Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (1,404 reviews)
"Great hotel,, like so much"
United States
Ilham
The price is NT$2,800
NT$3,287 total
includes taxes & fees
Mar 2 - Mar 3
Hampton Inn Chicago Downtown/Magnificent Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,107 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is NT$2,694
NT$3,162 total
includes taxes & fees
Mar 2 - Mar 3
Aloft Chicago Mag Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,844 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is NT$3,035
NT$3,562 total
includes taxes & fees
Mar 8 - Mar 9
Hilton Chicago/Magnificent Mile Suites

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,002 reviews)
"Nice hotel and staff. "
United States
Wendy
The price is NT$4,020
NT$4,719 total
includes taxes & fees
Mar 7 - Mar 8
Hampton Inn Chicago West Loop Fulton Market Area
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Learn more about Westchester

Upscale Westchester is calling! Discover its basketball, food, golf, and more.

Schiller Woods view in Chicago of Illinois

Top Westchester Hotel Reviews

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Find out more about Westchester

Top reasons to visit Westchester

  • Family-Friendly Activities: Westchester offers a range of family-oriented experiences, perfect for all ages.
  • Cultural Experiences: Enjoy urban parks and events that showcase local culture and community spirit.
  • Shopping Delights: Explore various shopping centers, including unique finds at local flea markets.
  • Welcoming Accommodations: Stay in a variety of hotels catering to all travelers, including pet-friendly options.
  • Proximity to Chicago: Take advantage of Westchester's location for easy access to Chicago's vibrant city life.

Find great hotels near Westchester

Discover a variety of hotel accommodations in Westchester, Illinois, perfect for both business and leisure travelers. From pet-friendly options to LGBTQIA welcoming establishments, you’ll find the ideal place to relax after a day of exploration. Browse through top-rated hotels and read reviews to ensure a memorable stay in this charming suburb of Chicago.

  • SureStay Plus Hotel by Best Western Chicago Lombard: Nestled in the vibrant shopping district, the SureStay Plus Hotel by Best Western Chicago Lombard is an ideal choice for travelers seeking convenience and comfort. Located 11.3km from Westchester, this hotel caters to business travelers and shopping enthusiasts alike. Guests can enjoy a range of amenities, including complimentary breakfast, free Wi-Fi, and a well-equipped business center. The welcoming atmosphere and modern accommodations make it a perfect base for exploring the nearby shopping venues.
  • Motel 6 Bridgeview, IL: A charming option for pet owners, Motel 6 Bridgeview, IL is situated 16.1km from Westchester and offers a friendly, pet-friendly environment. This motel allows pets on-site, making it a great choice for those traveling with furry companions. Amenities include free Wi-Fi, on-site laundry facilities, and spacious rooms designed for comfort. Guests appreciate the affordability and convenient location, providing easy access to the surrounding areas while enjoying a laid-back atmosphere.
  • Crowne Plaza Chicago West Loop by IHG: With a 3.5-star rating, the Crowne Plaza Chicago West Loop by IHG is a sophisticated option located 19.3km from Westchester. This hotel is particularly welcoming to business travelers and the LGBTQIA community, offering tailored services to meet diverse needs. Featuring a state-of-the-art fitness center, an on-site restaurant, and modern meeting spaces, it blends luxury with practicality. Guests enjoy the contemporary design and exceptional service, ensuring a memorable stay close to Chicago’s vibrant attractions.

Where to stay in Westchester

Westchester, Illinois, offers a delightful vacation experience with a mix of family-friendly activities and urban charm. Visitors can explore nearby neighborhoods, enjoy leisurely walks, and soak in the local vibe. The area is perfect for family adventures, romantic getaways, or business trips, providing a welcoming atmosphere and friendly locals. Don't miss exploring attractions in nearby Westchester County, NY, for a taste of the diverse cultural experiences the region has to offer.

  • Chicago: As a vibrant metropolis, Chicago boasts a rich tapestry of culture, history, and entertainment. Positioned near Westchester, this iconic city offers an array of experiences for every traveler. Peak visitor seasons from June to August bring families and outdoor enthusiasts to explore its renowned shopping districts, sports arenas, and theaters. Highlights include the majestic Millennium Park, where art and nature blend seamlessly, and the bustling Magnificent Mile, a shopper's paradise. Whether you're catching a game at Wrigley Field or enjoying the scenic views along Lake Michigan, Chicago promises an unforgettable urban adventure.
  • Broadview: just 1.6km from Westchester, Broadview is a charming city that offers a welcoming atmosphere for families and city explorers alike. Visitors tend to flock here during the spring and summer months, enjoying the local theaters and entertainment venues. The vibrant community hosts numerous events, making it a delightful spot to experience local culture. Notable attractions include the nearby urban parks, perfect for leisurely strolls or family picnics, and sports facilities that bring excitement to the region. Broadview is an ideal stop for those seeking a taste of suburban life with easy access to Chicago's urban attractions.
  • La Grange Park: Located a mile from Westchester, La Grange Park is a picturesque city that offers a blend of outdoor recreation and family-friendly fun. With peak visitation during the warmer months, this community is known for its lively theaters, music concerts, and engaging arcade adventure zones. Nature lovers can enjoy local parks that provide a serene escape, while modern civic buildings reflect the city's commitment to community service. La Grange Park is a great place to unwind and enjoy a variety of entertainment options, making it a must-visit on your vacation.

Things to do near Westchester

Westchester offers a delightful blend of family-friendly activities and vibrant city entertainment. Visitors can enjoy memorable stays, explore kitchen tours, and indulge in window shopping at various shopping centers and malls. Don't miss the chance to visit the local flea market for unique finds. Whether you're looking to shop or simply soak in the atmosphere, Westchester has something for everyone to enjoy.

Shopping

The nearest shopping destination is Oakbrook Center Mall, just 6.4km from Westchester, offering a variety of stores and entertainment options. If you're up for a drive, check out Logan Square Farmers Market, located 17.7km away, for unique local finds and a vibrant atmosphere.

Recreation

The United Center, 17.7km from Westchester, buzzes with sports energy and excitement. Oak Brook Golf Course, just 4.8km away, offers a serene outdoor setting for a relaxing round of golf. Edge Ice Arena, 11.3km from Westchester, provides a thrilling atmosphere for ice skating adventures.

Adventure

Explore Salt Creek Trail, a scenic hiking trail located 4.8km from Westchester, perfect for outdoor enthusiasts seeking adventure and beautiful landscapes. For family fun, visit Rainbow Falls Waterpark, 19.3km away, offering exciting water rides and entertainment. Don't miss Route 66 Raceway, 46.7km away, for thrilling motor racing experiences.

Nightlife

In Westchester, the Rosemont Theatre offers a captivating blend of romance and culture just 14.5km away. For family fun, Galloping Ghost, an arcade adventure zone, is only 4.8km away, while the Cernan Earth and Space Center, a planetarium, provides entertaining experiences just 8.0km away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Westchester

To save money on your visit to Westchester, Illinois, consider traveling during the off-peak months of December to February, when prices are lower. Utilize public transportation options like buses to keep costs down. Take advantage of free attractions such as the University of Illinois Chicago and local parks. For accommodations, book your stay on a Tuesday for the best rates, and consider using Expedia to find package deals that combine flights and hotels for extra savings. Always sort prices from lowest to highest to find the best offers.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Westchester are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Westchester is Tuesday. The most expensive day to stay in Westchester is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to narrow down your options based on your budget, preferred location, and the type of hotel you desire. For the best prices and offers, sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Westchester with your flights and activities through an Expedia package deal.

Find the best attractions near Westchester

Westchester, Illinois, offers a wonderful mix of family-friendly and city-themed entertainment for visitors. Explore urban parks and modern colleges, or attend events at various conference venues. The attractions cater to those seeking cultural experiences, city life, and family activities, making it an ideal destination for a memorable vacation.

  • Donald E. Stephens Convention Center: Located 14.5km from Westchester, this convention center is a hub for business events and conferences. Its modern facilities and spacious meeting rooms provide a professional atmosphere, making it ideal for networking and industry gatherings.
  • Willis Tower: Situated 20.9km from Westchester, Willis Tower is an iconic skyscraper that offers stunning views of Chicago's skyline. Visit the Skydeck for a thrilling glass balcony experience, where you can step out and look down over the bustling city below.
  • Morton Arboretum: Just 14.5km away, Morton Arboretum is a beautiful outdoor haven perfect for families. Explore its extensive gardens, walking trails, and interactive exhibits that celebrate nature and promote conservation in a serene environment.

Best time to go to Westchester

The best time to visit Westchester is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.0°F (-3.9°C)Light RainMostly CloudySlightly LowSlightly Low
February26.8°F (-2.9°C)Light RainMostly CloudySlightly LowSlightly Low
March38.1°F (3.4°C)Light RainMostly CloudyAverageAverage
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May58.8°F (14.9°C)Light RainMostly SunnyAverageAverage
June69.1°F (20.6°C)Light RainMostly SunnySlightly HighSlightly High
July74.3°F (23.5°C)Light RainMostly SunnySlightly HighAverage
August73.6°F (23.1°C)Light RainMostly SunnyAverageAverage
September67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November41.9°F (5.5°C)Light RainMostly SunnyAverageAverage
December32.4°F (0.2°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Westchester

Traveling to Westchester, Illinois, is convenient with access to three major airports. Chicago O'Hare International Airport (ORD) is located 14.5km away and offers nearby hotels like the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare Chicago, both 3.2km from the airport. Chicago Midway International Airport (MDW) is 12.9km away, with luxurious options such as the 5-star Nobu Hotel Chicago, situated 12.9km from the airport. Lastly, Chicago Executive Airport (PWK) is 112.9km distant, featuring the 4.5-star Deer Path Inn, located 16.1km away. Each airport is easily accessible from these hotels, ensuring a smooth travel experience.

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 traveler data. Other good options for your trip to the area are Hotel Riu Plaza Chicago and Hilton Chicago. 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! The majority of hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Westchester.
Where can I learn more about changing or cancelling my trip to Westchester?
To access more information about updating your trip to Westchester or cancelling it, click here.
What is the top LGBTQ-friendly place to stay in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top LGBTQ-friendly hotel, and features free WiFi and pillowtop beds. See all available hotels listed as LGBTQ-friendly in Westchester.
What's the best pet-friendly accommodation in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top hotel for people traveling with their pets, and offers a restaurant and a fitness center for its human guests. See more pet-friendly hotel accommodations in Westchester.
What are some accommodations with pools in Westchester?
Hilton Chicago: Hotel, 4-minute walk from State Street. Provides 2 restaurants, an indoor pool, and a health club. Embassy Suites by Hilton Chicago Downtown River North and Hilton Chicago/Magnificent Mile Suites are two additional hotels that feature an onsite pool. View all hotels with pools in Westchester.
What's the best accommodation near O'Hare International Airport (ORD)?
Hilton Chicago O'Hare Airport is a popular 4-star hotel featuring 2 restaurants and 2 bars. It's located a short 0.1 mi (0.1 km) from O'Hare Intl. Airport. Other good options close to the airport are Edward Hotel Chicago and Best Western At O'Hare.
How is it to stay in Westchester?
Visitors to Westchester are sure to enjoy the shopping and restaurants. Tourists can also enjoy so much more including its basketball games. Around the area, top sights include Wrigley Field, Michigan Avenue, and Navy Pier. In Westchester, there are 13 hotels and other accommodations to choose from. Find out more about Westchester.
What should I see while I'm in Westchester?
Wrigley Field, Michigan Avenue, and Navy Pier are some of the notable places to visit in the surrounding area. Additionally, you'll find United Center and Soldier Field in the area. Check out what more to see and do in Expedia's Westchester guide.
What's the seasonal weather like in Westchester?
The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Westchester are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.

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