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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, (1,005 reviews)
"Good location for traveling around the area. Everything needed was on the property and Juan in particular in the restaurant and lounge was very engaging and attentive."
United States
Gerald Michael
The price is Rp1.935.670
Rp2.167.564 total
includes taxes & fees
24 May - 25 May
Four Points by Sheraton Chicago Westchester/Oak Brook

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, (2,505 reviews)
"Great view and room was very clean!"
United States
beth
The price is Rp3.619.703
Rp4.910.211 total
includes taxes & fees
25 May - 26 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,455 reviews)
"My favorite place to stay!"
United States
Teresa
The price is Rp3.237.848
Rp4.372.637 total
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,252 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is Rp1.795.511
Rp2.671.743 total
includes taxes & fees
25 May - 26 May
Silversmith Hotel Chicago Downtown

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,181 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is Rp2.621.953
Rp3.618.999 total
includes taxes & fees
25 May - 26 May
Hotel Riu Plaza Chicago

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,242 reviews)
"Nice place to stay"
United States
Jimmie
The price is Rp2.621.953
Rp3.117.485 total
includes taxes & fees
27 May - 28 May
Aloft by Marriott Chicago Mag Mile

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,154 reviews)
"The bar was very welcoming and the historic ambience and location was exceptional"
United States
Patricia
The price is Rp2.350.255
Rp2.794.217 total
includes taxes & fees
26 May - 27 May
Congress Plaza Hotel

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,161 reviews)
"Great place"
United States
JOSE
The price is Rp3.680.589
Rp5.003.707 total
includes taxes & fees
25 May - 26 May
Fairmont Chicago at Millennium Park

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,457 reviews)
The price is Rp2.532.208
Rp3.010.542 total
includes taxes & fees
25 May - 26 May
The Chicago Hotel Collection Ambassador Gold Coast

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,547 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is Rp3.139.305
Rp3.732.500 total
includes taxes & fees
25 May - 26 May
Eurostars Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,430 reviews)
"Great stay"
United States
Christa
The price is Rp2.136.663
Rp2.540.279 total
includes taxes & fees
25 May - 26 May
The Chicago Hotel Collection - Magnificent Mile

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,726 reviews)
"I had a great stay and would book again."
United States
Brandi
The price is Rp3.448.660
Rp4.616.585 total
includes taxes & fees
26 May - 27 May
LondonHouse Chicago, Curio Collection by Hilton

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,810 reviews)
"Great staff and location. "
United States
Robert
The price is Rp2.797.923
Rp3.842.921 total
includes taxes & fees
27 May - 28 May
Hilton Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,110 reviews)
"Very beautiful hotel!"
United States
Ingrid
The price is Rp2.276.700
Rp3.238.552 total
includes taxes & fees
25 May - 26 May
Arlo Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (3,009 reviews)
"Great central location, lots to do nearby."
United States
Michael
The price is Rp1.566.133
Rp2.175.869 total
includes taxes & fees
25 May - 26 May
Freehand Chicago

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,008 reviews)
"All around great stay. "
United States
Nicholas
The price is Rp2.156.512
Rp2.563.879 total
includes taxes & fees
25 May - 26 May
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,191 reviews)
The price is Rp2.677.384
Rp3.183.121 total
includes taxes & fees
25 May - 26 May
River Hotel

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,630 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is Rp3.943.488
Rp5.316.099 total
includes taxes & fees
26 May - 27 May
Sheraton Grand Chicago Riverwalk

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,402 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is Rp3.225.506
Rp4.330.512 total
includes taxes & fees
25 May - 26 May
Sports Illustrated Resorts Chicago

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (609 reviews)
"Great stay!"
United States
Vanessa
The price is Rp2.280.571
Rp2.677.162 total
includes taxes & fees
20 May - 21 May
FOUND Hotel Chicago River North
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.
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Learn more about Westchester

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

Schiller Woods view in Chicago of Illinois

Top Westchester Hotel Reviews

More cheap stays in Westchester

Find out more about Westchester

Top reasons to visit Westchester

  • Outdoor Activities: Westchester boasts beautiful parks perfect for picnics and leisurely strolls, ideal for families and outdoor enthusiasts.
  • Cultural Experiences: Enjoy a vibrant community with theatre performances, art shows, and local events that reflect the area's rich culture.
  • Family-Friendly Attractions: The area offers numerous activities for all ages, including organised sports and urban parks.
  • Diverse Accommodations: A variety of hotels cater to different needs, including pet-friendly options and accessible facilities.
  • Shopping and Dining: Explore local shopping centres and restaurants, providing a taste of Westchester's urban charm.

Find great hotels near Westchester

Discover the diverse hotel accommodations in Westchester, Illinois, tailored to meet the needs of every traveller. Whether you seek a pet-friendly stay, accessible facilities, or a welcoming atmosphere for the LGBTQIA community, Westchester offers a variety of options. Enjoy complimentary Wi-Fi and convenient access for business travel or leisure, ensuring a comfortable and memorable experience during your visit.

  • Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: This 3.5-star hotel embodies a blend of modern elegance and functionality, catering primarily to business travellers and those seeking a welcoming environment for LGBTQIA guests. Located 14.5km from Westchester, the Crowne Plaza offers a host of amenities, including pet-friendly options, making it perfect for those travelling with furry companions. Guests can enjoy a range of facilities designed for comfort and convenience, ensuring a productive stay. The property also proudly collaborates with LGBTQI travel guides, enhancing its inclusive atmosphere.
  • Hyatt Place Chicago/O'Hare Airport: Situated 17.7km from Westchester, this 3-star hotel is an ideal choice for families and business travellers alike. Hyatt Place Chicago/O'Hare Airport features a welcoming environment with an emphasis on family-friendly amenities, including complimentary cribs for younger guests. The hotel permits pets, with specific restrictions, ensuring that your four-legged friends can accompany you during your stay. Guests appreciate the spacious rooms and modern facilities that enhance comfort and relaxation after a busy day.
  • Hyatt Place Chicago Midway Airport: Just 14.5km from Westchester, Hyatt Place Chicago Midway Airport presents a warm and inviting atmosphere for pet-friendly and business travel. This 3-star lodging offers essential services for a comfortable stay, while also accommodating pets with certain restrictions. The hotel's thoughtfully designed rooms provide a convenient space for relaxation or work, making it an excellent choice for those on the go. Guests value the blend of modern amenities and a welcoming vibe that makes their stay enjoyable.

Where to stay in Westchester

Westchester, Illinois, is a delightful destination for families and outdoor enthusiasts alike. Visitors can enjoy the beautiful parks, perfect for picnics and leisurely strolls, while the surrounding areas offer a friendly urban atmosphere. Explore nearby neighbourhoods for a taste of local culture and community spirit. With a blend of family-friendly activities and serene natural settings, Westchester promises a charming getaway for all types of travellers.

  • Chicago: As a vibrant metropolis, Chicago offers an exciting urban experience with a rich cultural scene. Located within the greater Chicago area, Westchester allows easy access to the city's myriad attractions. Visitors flock to Chicago for family outings, outdoor activities, and city-themed adventures. The summer months from June to August see a surge in tourist arrivals, allowing you to indulge in shopping, theatre performances, and various entertainment venues. Local landmarks include iconic sports stadiums and beautiful urban parks, perfect for a leisurely stroll or a picnic.
  • Broadview: Just 1.6km from Westchester, the city of Broadview is a welcoming community that offers a charming blend of family-friendly activities and outdoor experiences. The city sees peak visitor numbers in April and during the summer months of June and July. Attractions such as local theatres and educational centres provide enriching experiences for all ages. Broadview is also home to various sports facilities and urban parks, making it an excellent spot for outdoor recreation and family gatherings.
  • La Grange Park: Also located 1.6km from Westchester, La Grange Park is known for its picturesque surroundings and adventurous spirit. This city attracts visitors particularly in April, July, and September, offering a range of family-oriented and outdoor activities. Highlights include theatres, music concerts, and an arcade adventure zone that promises fun for everyone. Nearby attractions consist of well-maintained parks, a modern civic government building, and sports facilities, making it an ideal destination for an engaging day out.

Things to do near Westchester

Westchester is an ideal destination for families seeking an outdoor city-themed holiday. Visitors can enjoy a variety of activities, including theatre performances, shopping centres, and art shows. The area is perfect for an active getaway, featuring basketball courts and organised activities for all ages. With its vibrant community and numerous attractions, Westchester promises an enjoyable experience for everyone.

Shopping

For a delightful shopping experience in Westchester, visit Oakbrook Center Mall, merely 6.4km away, offering a vibrant mix of businesses and entertainment. If you're up for a drive, check out Logan Square Farmers Market, located 17.7km away, where you can enjoy a lively city atmosphere.

Recreation

SeatGeek Stadium offers an electrifying atmosphere for sports enthusiasts, while Stalica Park provides a tranquil setting for relaxation and wellness activities. For those who enjoy outdoor pursuits, the Oak Brook Golf Course presents a lovely green space for a round of golf amidst beautiful surroundings.

Adventure

Embark on an invigorating hike along the Salt Creek Trail, located 4.8km from Westchester, where stunning scenery awaits. Alternatively, enjoy a thrilling day at Rainbow Falls Waterpark, 19.3km away, perfect for family fun. For adrenaline seekers, Route 66 Raceway offers exhilarating motor racing, situated 46.7km from Westchester.

Nightlife

Experience a vibrant nightlife in Westchester with a visit to Gorilla Tango Theatre for romance and culture, or head to the Galloping Ghost for thrilling arcade adventures. For an educational twist, the Cernan Earth and Space Center offers a unique family-oriented entertainment experience nearby.

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

Booking tips and Expedia advantages for Westchester

Westchester, Illinois, offers numerous free attractions, including the University of Illinois Chicago and Douglass Park, making it easy to enjoy the area without spending much. For transportation, consider using the bus service to save on costs. The most affordable time to visit is between December and February, with Tuesdays being the cheapest days to stay. Use Expedia to search for budget-friendly accommodation and consider booking packages that combine flights, hotels, and activities for greater savings. Make sure to filter for the best deals to maximise your travel budget.

  • 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: Utilise Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel booking in Westchester with your flights and activities through an Expedia package.

Find the best attractions near Westchester

Westchester, Illinois, is an ideal destination for families and outdoor enthusiasts, offering a blend of urban charm and cultural experiences. Visitors can explore popular attractions such as urban parks, event and conference venues, and modern colleges and universities. With a variety of points of interest catering to those seeking family-friendly activities and cultural immersion, Westchester promises a delightful holiday for all types of travellers.

  • Donald E. Stephens Convention Center: Located 14.5km from Westchester, this venue is renowned for its impressive range of business events and conferences. Its modern facilities and professional atmosphere create a perfect environment for networking and collaboration.
  • Euclid Square Park: Situated 8.0km away, this urban park offers a delightful outdoor experience for families and city dwellers alike. With playgrounds, picnic areas, and walking paths, it’s an ideal spot for relaxation and recreation.
  • Athenaeum Theatre: Found 20.9km from Westchester, this cultural hub showcases a variety of performing arts, from theatre to music. Its charming architecture and diverse programming make it a must-visit for art enthusiasts.

Best time to go to Westchester

The best time to visit Westchester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Westchester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Westchester falls in January, 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

Westchester, Illinois, is conveniently accessible via two major airports. Chicago O'Hare International Airport (ORD), located 14.5km away, offers excellent nearby accommodation options, including the Hilton Chicago O'Hare Airport and Eaglewood Resort and Spa. Both provide easy access to the airport. Alternatively, Chicago Midway International Airport (MDW) is situated 12.9km from Westchester, with nearby hotels like the InterContinental Chicago Magnificent Mile and Fairmont Chicago at Millennium Park. For those considering Chicago Executive Airport (PWK), it’s 112.9km away, with options such as Crowne Plaza Chicago O'Hare and Grand Royal Hotel O'Hare. All hotels provide transport services to their respective airports, 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 traveller data. Two other options for your stay in the area are River Hotel and Hotel Riu Plaza 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! Most hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Westchester.
What is the favourite LGBTQ-friendly accommodation in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top LGBTQ-friendly hotel, and features free Wi-Fi and pillowtop beds. See all available hotels listed as LGBTQ-friendly in Westchester.
What's the best dog-friendly place to stay in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top hotel for people travelling with their pets, and offers a restaurant and a fitness centre for its human guests. See more pet-friendly hotel accommodations in Westchester.
What are some accommodation options with pools in Westchester?
Holiday Inn Chicago Dwtn - The Mart by IHG: Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool and a sauna. Also, another option that features an on-site pool is Hilton Chicago. View all hotels with pools in Westchester.
What's it like to stay in Westchester?
Visitors to Westchester will definitely enjoy the shopping and restaurants. Tourists can also enjoy so much more including its basketball games. Around the area, top sights include Wrigley Field, Navy Pier and United Center. In Westchester, there are 17 hotels and other accommodation options to choose from. Find out more about Westchester.
What should I see while I'm in Westchester?
Wrigley Field, Navy Pier and United Center are some of the notable places to visit in the surrounding area. Additionally, you'll find Michigan Avenue and Soldier Field in the area. Take a look at what more there is to see and do in Expedia's Westchester guide.
What's the seasonal weather in Westchester?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Westchester are January, November, February and December, with each month seeing an average of 13 cm of snowfall.