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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 Rp1.918.740
Rp2.148.606 total
includes taxes & fees
3 May - 4 May
Four Points by Sheraton Chicago Westchester/Oak Brook

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,362 reviews)
"Fantastic location and a luxury hotel for a fair price."
United States
Cornelius
The price is Rp3.346.758
Rp4.427.122 total
includes taxes & fees
9 Apr - 10 Apr
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, (2,436 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is Rp3.158.280
Rp4.285.674 total
includes taxes & fees
6 Apr - 7 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,399 reviews)
"Loved this hotel!"
United States
Ellen
The price is Rp2.171.402
Rp2.549.009 total
includes taxes & fees
12 Apr - 13 Apr
DoubleTree by Hilton Chicago - Magnificent Mile

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,723 reviews)
"Great hotel "
United States
Marina
The price is Rp2.190.420
Rp3.049.948 total
includes taxes & fees
28 Apr - 29 Apr
Hotel Riu Plaza 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, (1,228 reviews)
"This location was fantastic! Right in the middle of everything we wanted to see in Chicago. "
United States
Ashlee
The price is Rp2.733.780
Rp3.209.184 total
includes taxes & fees
26 Apr - 27 Apr
Hyatt Place Chicago/Downtown - The Loop

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,161 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is Rp2.054.580
Rp2.412.179 total
includes taxes & fees
12 Apr - 13 Apr
Aloft Chicago Mag Mile

La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,741 reviews)
"Clean room, nice staff, good breakfast. "
United States
America.
The price is Rp2.124.198
Rp2.792.701 total
includes taxes & fees
12 Apr - 13 Apr
La Quinta Inn & Suites by Wyndham Chicago Downtown

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, (1,944 reviews)
"Hotel was really nice"
United States
LaCarr
The price is Rp2.144.234
Rp2.517.116 total
includes taxes & fees
30 Apr - 1 May
Hilton Garden Inn Chicago Downtown South Loop

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, (1,353 reviews)
"Very beautiful place to stay"
United States
angie
The price is Rp1.797.333
Rp2.109.935 total
includes taxes & fees
19 Apr - 20 Apr
The Chicago Hotel Collection Ambassador Gold Coast

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,080 reviews)
"Clean room, very new, excellent stay"
United States
Anthony
The price is Rp2.580.960
Rp3.528.152 total
includes taxes & fees
12 Apr - 13 Apr
Hyatt Centric Chicago Magnificent Mile

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,243 reviews)
"Excellent stay."
United States
Fenton
The price is Rp3.652.398
Rp4.885.586 total
includes taxes & fees
10 Apr - 11 Apr
Swissotel - Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,894 reviews)
"Overall a great stay."
United States
Joshua
The price is Rp3.379.020
Rp4.408.348 total
includes taxes & fees
6 Apr - 7 Apr
Radisson Blu Aqua Hotel Chicago

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,008 reviews)
"Clean room and great staff"
United States
Lon
The price is Rp3.016.497
Rp3.541.065 total
includes taxes & fees
12 Apr - 13 Apr
Hampton Inn Chicago West Loop Fulton Market Area

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, (2,804 reviews)
"Every thing was in walking distance and the hotel is beautiful I will definitely be back "
United States
Shannon
The price is Rp1.888.176
Rp2.714.892 total
includes taxes & fees
12 Apr - 13 Apr
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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, (2,299 reviews)
"Nice hotel and great location "
United States
Chelsey
The price is Rp2.353.088
Rp2.762.291 total
includes taxes & fees
13 Apr - 14 Apr
Homewood Suites by Hilton Chicago Downtown South Loop

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,416 reviews)
"My family and I had a very good two night stay. I would stay here again."
United States
Juliette
The price is Rp2.187.024
Rp2.567.346 total
includes taxes & fees
12 Apr - 13 Apr
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

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, (1,002 reviews)
"Great stay "
United States
Jennifer
The price is Rp1.818.558
Rp2.134.806 total
includes taxes & fees
12 Apr - 13 Apr
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago-Downtown
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,158 reviews)
"Great stafff great breakfast great location "
United States
Nancy
The price is Rp2.078.861
Rp2.440.376 total
includes taxes & fees
26 Apr - 27 Apr
Homewood Suites by Hilton Chicago-Downtown

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,005 reviews)
"Great views close to museums and great restaurants "
United States
Blanca L
The price is Rp2.971.500
Rp3.787.262 total
includes taxes & fees
27 Apr - 28 Apr
Le Méridien Essex Chicago
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

Romantic 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/Magnificent Mile Suites 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?
Hilton Chicago/Magnificent Mile Suites: Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. Embassy Suites by Hilton Chicago Downtown River North and The Wade 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 Wrigley Field, United Center 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?
Wrigley Field, United Center 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.