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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, (1,002 reviews)
  • cleanliness
    Quiet location near Oak Brook Golf Course with free parking and airport access.
"The rooms were clean and the location was great. The staff made the stay amazing!"
United States
Patrice
The price is Rp1.818.288
Rp2.036.119 total
includes taxes & fees
23 Feb - 24 Feb
Four Points by Sheraton Chicago Westchester/Oak Brook

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,321 reviews)
  • cleanliness
    Experience Chicago in Gold Coast, near Michigan Avenue and Lake Michigan shores.
"Really enjoyed the hotel, bar and area"
United States
Angela
The price is Rp2.271.240
Rp3.162.514 total
includes taxes & fees
3 Mar - 4 Mar
Thompson Chicago, by Hyatt

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,193 reviews)
  • cleanliness
    Enjoy a comfy stay with easy access to United Centre and Millennium Park.
"Great location, friendly staff, spacious room"
United States
Mary
The price is Rp2.424.384
Rp2.845.985 total
includes taxes & fees
27 Feb - 28 Feb
Hyatt House Chicago West Loop

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, (2,376 reviews)
  • cleanliness
    Luxurious getaway on Navy Pier with stunning Lake Michigan views and Latin cuisine.
"Great stay"
United States
Blake
The price is Rp2.075.037
Rp3.009.152 total
includes taxes & fees
23 Feb - 24 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (405 reviews)
  • cleanliness
    Trendy Fulton Market hotel with pool, close to Michigan Avenue and the Riverwalk.
"The hotel in it’s entirety was better than advertised "
United States
Eric
Level Chicago Fulton Market

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Stylish Chicago hotel near Riverwalk with rooftop pool and Mediterranean dining.
"Amazing, I loved my stay"
United States
Valerie
The Hoxton Chicago

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,062 reviews)
  • cleanliness
    Stylish city centre Chicago hotel offers free breakfast and fitness close to Riverwalk.
"Great hotel, good food and great service ! "
United States
Fernando
The price is Rp1.934.760
Rp2.271.215 total
includes taxes & fees
22 Feb - 23 Feb
Springhill Suites by Marriott Chicago Downtown/ River North

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)
  • cleanliness
    Enjoy Chicago's West Loop with an indoor pool and rooftop terrace minutes away.
"Nice hotel and staff. "
United States
Wendy
The price is Rp2.132.279
Rp2.503.084 total
includes taxes & fees
27 Feb - 28 Feb
Hampton Inn Chicago West Loop Fulton Market Area

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,527 reviews)
  • cleanliness
    Serene spa hotel near Lake Michigan offers relaxation in the heart of Chicago.
"Great location, friendly staff and nice room"
United States
Srinivasa
The price is Rp1.067.988
Rp1.747.677 total
includes taxes & fees
22 Feb - 23 Feb
Claridge House Chicago, Tapestry Collection by Hilton

The Emily Hotel

The Emily Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,302 reviews)
"Hotel was very stylish…hotel bar and food was great too. Staff was courteous and rooms were clean, we will stay here again. "
United States
Mary
The price is Rp5.465.504
Rp6.415.955 total
includes taxes & fees
21 Feb - 22 Feb
The Emily Hotel

Fairfield Inn & Suites Chicago Downtown/River North

Fairfield Inn & Suites Chicago Downtown/River North
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,235 reviews)
  • cleanliness
    Enjoy city centre luxury steps from Michigan Avenue and Chicago Riverwalk.
"Polite staff and very clean room and hotel. "
United States
Shanise
The price is Rp1.702.589
Rp1.998.670 total
includes taxes & fees
22 Feb - 23 Feb
Fairfield Inn & Suites Chicago Downtown/River North

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,981 reviews)
  • cleanliness
    Stay steps from Chicago's Millennium Park and Michigan Avenue at this prime hotel.
"Clean hotel, helpful staff, restaurant food was delicious, great atmosphere, fabulous location!"
United States
Jennifer
The price is Rp2.132.279
Rp3.005.638 total
includes taxes & fees
1 Mar - 2 Mar
Arlo Chicago

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,323 reviews)
  • cleanliness
    Luxurious retreat steps from Michigan Avenue with 24-hour fitness centre.
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is Rp2.990.915
Rp4.005.171 total
includes taxes & fees
18 Feb - 19 Feb
Sofitel Chicago 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, (3,616 reviews)
  • cleanliness
    Enjoy the riverside elegance of city centre Chicago, steps from Michigan Avenue.
"Staff was friendly and loved the decor at this hotel…will definitely be staying again"
Canada
Osama
The price is Rp3.023.409
Rp3.549.179 total
includes taxes & fees
23 Feb - 24 Feb
LondonHouse Chicago, Curio Collection by Hilton

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, (2,824 reviews)
  • cleanliness
    City centre Chicago suite hotel close to Michigan Avenue and State Street.
"Great stay "
United States
Rudy
The price is Rp1.803.533
Rp2.610.952 total
includes taxes & fees
24 Feb - 25 Feb
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,318 reviews)
  • cleanliness
    Enjoy a rooftop pool oasis steps from Michigan Avenue and Chicago's attractions.
"Great staff, room spotless, great price."
United States
Robert
The price is Rp1.573.829
Rp1.847.519 total
includes taxes & fees
22 Feb - 23 Feb
DoubleTree by Hilton Chicago - Magnificent Mile

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,598 reviews)
  • cleanliness
    Unwind in city centre Chicago with breathtaking river views and on-site dining options.
"We had a great stay! Everything was great!"
United States
Megan
The price is Rp2.843.256
Rp3.930.239 total
includes taxes & fees
22 Feb - 23 Feb
Sheraton Grand Chicago Riverwalk

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,705 reviews)
  • cleanliness
    Elevated Magnificent Mile location with 24-hour fitness and easy transit access.
"Great place to stay "
United States
Juliet
The price is Rp2.543.923
Rp3.480.265 total
includes taxes & fees
19 Feb - 20 Feb
Omni Chicago Hotel

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,177 reviews)
  • cleanliness
    Stay city centre near Chicago Riverwalk with scenic city views and relaxing sauna.
"Great location"
United States
Adam
The price is Rp1.952.976
Rp2.292.599 total
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Chicago Dwtn - The Mart by IHG

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,010 reviews)
"Very nice cozy hotel "
United States
CARLA
The price is Rp1.885.632
Rp2.213.544 total
includes taxes & fees
23 Feb - 24 Feb
AC Hotels by Marriott Chicago Downtown
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 Hilton Chicago O'Hare Airport and Embassy Suites by Hilton Chicago Downtown River North. 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?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool and flat-screen televisions. Hilton Chicago and Aloft Chicago Mag Mile are two additional hotels with an on-site pool. 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 United Center, Wrigley Field and Michigan Avenue. In Westchester, there are 13 hotels and other accommodation options to choose from. Find out more about Westchester.
What should I see while I'm in Westchester?
United Center, Wrigley Field and Michigan Avenue are some of the notable places to visit in the surrounding area. Additionally, you'll find Soldier Field and Navy Pier 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.