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Westchester Hotels from S$101

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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)
"Clean room and good location would definitely stay here again"
United States
Jonas
The price is S$143
includes taxes & fees
5 Jul - 6 Jul
Four Points by Sheraton Chicago Westchester/Oak Brook

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, (1,661 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is S$177
includes taxes & fees
1 Jul - 2 Jul
The Chicago Hotel Collection Ambassador Gold Coast

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,274 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is S$239
includes taxes & fees
5 Jul - 6 Jul
River Hotel

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,445 reviews)
"Staff was great."
United States
Marianne
The price is S$422
includes taxes & fees
1 Jul - 2 Jul
Hyatt Regency Chicago

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,474 reviews)
"Great stay!"
United States
Avradita
The price is S$249
includes taxes & fees
7 Jul - 8 Jul
Hilton Chicago/Magnificent Mile Suites

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,158 reviews)
"Great stay!"
United States
Daniel
The price is S$210
includes taxes & fees
30 Jun - 1 Jul
Congress Plaza Hotel

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)
"All around great stay. "
United States
Nicholas
The price is S$229
includes taxes & fees
2 Jul - 3 Jul
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,569 reviews)
"Great stay"
United States
Matt
The price is S$245
includes taxes & fees
5 Jul - 6 Jul
Hotel 55 Chicago Downtown

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (3,136 reviews)
"It was good place to stay for the Go Fest Event"
United States
Ken
The price is S$231
includes taxes & fees
5 Jul - 6 Jul
Freehand Chicago

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,832 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is S$278
includes taxes & fees
5 Jul - 6 Jul
Omni Chicago Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,268 reviews)
"Wonderful stay"
United States
Taylor
The price is S$228
includes taxes & fees
5 Jul - 6 Jul
Silversmith Hotel Chicago Downtown

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,138 reviews)
"Excellent hotel! Will definitely stay again."
United States
Justin
The price is S$269
includes taxes & fees
5 Jul - 6 Jul
Arlo Chicago

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,195 reviews)
"Great hotel with awesome location"
United States
Daniel
The price is S$203
includes taxes & fees
1 Jul - 2 Jul
Central Loop Hotel

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,657 reviews)
"Enjoyed our stay"
United States
keary
The price is S$182
includes taxes & fees
5 Jul - 6 Jul
The Chicago Hotel Collection - Magnificent Mile

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,018 reviews)
"Great hotel to stay."
United States
Josias
The price is S$343
includes taxes & fees
6 Jul - 7 Jul
theWit Chicago, a Hilton Hotel

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (651 reviews)
"Excellent stay in good location"
United States
Nicholas
The price is S$204
includes taxes & fees
30 Jun - 1 Jul
FOUND Hotel Chicago River North

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,312 reviews)
"Great place to stay!"
United States
Jennifer
The price is S$234
includes taxes & fees
5 Jul - 6 Jul
citizenM Chicago Downtown

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,684 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is S$246
includes taxes & fees
1 Jul - 2 Jul
Eurostars Magnificent Mile

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,428 reviews)
"The location is great and the rooms are comfortable and spacious. The free yoga classes were a nice bonus. It is clear that the hotel is going through a transition."
Canada
Caroline
The price is S$325
includes taxes & fees
1 Jul - 2 Jul
Sports Illustrated Resorts Chicago

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Great place!"
United States
Kelly
The price is S$222
includes taxes & fees
1 Jul - 2 Jul
Moxy 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.

A calm lake with ducks, autumn trees, and a grassy park area.

Top Westchester Hotel Reviews

More cheap stays in Westchester

Find out more about Westchester

Top reasons to visit Westchester

  • Family-Friendly Activities: Westchester is perfect for families, featuring attractions like the scenic Brookfield Zoo.
  • Outdoor Adventures: Enjoy beautiful urban parks and scenic walking tracks for a refreshing experience.
  • Vibrant Shopping: Indulge in retail therapy at nearby Oakbrook Center, offering diverse shopping options.
  • Cultural Exploration: Experience local culture and events, enhancing your stay with unique community activities.
  • Comfortable Accommodations: A variety of hotels, including Hampton Hotels, ensure a relaxing and enjoyable retreat.

Find great hotels near Westchester

Experience a delightful stay in Westchester, Illinois, where a variety of hotels and motels cater to all types of travellers. From business-focused amenities to pet-friendly options and LGBTQIA welcoming environments, there’s something for everyone. Discover the best Westchester hotels that provide comfort and convenience for your vacation, ensuring a cosy and enjoyable retreat for your journey.

  • SureStay Plus Hotel by Best Western Chicago Lombard: Nestled in the vibrant shopping district, the SureStay Plus Hotel by Best Western Chicago Lombard offers a practical choice for both business and leisure travellers. With a commendable guest rating of 9.0 out of 10, this budget-friendly hotel is just 11.3km from Westchester. Guests can enjoy comfortable accommodations along with modern amenities, making it an ideal base for those looking to explore the local shopping scene or attend business engagements.
  • Motel 6 Elk Grove Village, IL: Situated 19.3km from Westchester, the Motel 6 Elk Grove Village is a welcoming spot for pet owners, boasting a guest rating of 8.2 out of 10. This budget-friendly motel allows some pets on-site, with a clear pet policy that includes waived fees for service animals and certain restrictions for other pets. The accommodation focuses on simplicity and comfort, making it an excellent option for those travelling with furry companions.
  • Motel 6 Bridgeview, IL: Located 16.1km from Westchester, Motel 6 Bridgeview offers a similar pet-friendly experience to its Elk Grove counterpart, catering to guests who wish to travel with their pets. This budget motel features essential amenities and a straightforward, no-frills approach to accommodation. With a focus on affordability and convenience, it provides a decent stay for those looking to balance comfort with budgetary considerations.

Where to stay in Westchester

Westchester, Illinois, offers a delightful blend of family-friendly activities and urban charm, making it an ideal destination for a memorable vacation. Explore local attractions like the scenic Brookfield Zoo or indulge in retail therapy at nearby Oakbrook Center. Just a short drive away, the vibrant culture of Chicago awaits, providing a perfect contrast to the friendly atmosphere of Westchester. Whether you're seeking outdoor adventures or a romantic getaway, Westchester has something for everyone.

  • Chicago: As a vibrant metropolis, Chicago is rich in cultural experiences and attractions. Located in proximity to Westchester, this iconic city draws visitors year-round, with peak tourist activity typically occurring from June to August. Ideal for families and outdoor enthusiasts, Chicago offers a myriad of engaging activities, from shopping in its renowned districts to enjoying thrilling sporting events. Key landmarks include the bustling tourist precinct, lush urban parks, and impressive stadiums, ensuring there's something for everyone. With its diverse theatre scene and lively entertainment arenas, Chicago promises an unforgettable urban adventure.
  • Broadview: Situated just 1.6km from Westchester, Broadview is a charming city offering a blend of family-friendly activities and outdoor pursuits. Visitor numbers peak during the months of April and June to July, making it an attractive destination for those seeking a city-themed experience. In Broadview, you can explore educational venues, catch a show at the local theatre, or indulge in some shopping. Notable attractions include inviting urban parks and a nearby sports facility stadium, providing ample opportunities for recreation and relaxation in this welcoming community.
  • La Grange Park: Also located 1.6km away from Westchester, La Grange Park boasts a quaint atmosphere that appeals to families and outdoor lovers alike. The city sees a spike in visitors during April, July, and September, as tourists flock to its shopping centres and theatres. With a focus on community and leisure, La Grange Park offers easy access to delightful parks and a vibrant urban landscape. Its proximity to a sports facility stadium enhances the area's appeal, ensuring visitors can enjoy both relaxation and engaging activities during their stay.

Things to do near Westchester

Shopping

The nearest shopping option is the Westchester Plaza, featuring a variety of shops and eateries. If you're up for a drive, visit Oakbrook Center, a premier outdoor mall with luxury brands and fine dining, approximately 19.3km away.

Recreation

In Westchester, the Serenity Spa offers a tranquil atmosphere with rejuvenating treatments, including massages and facials. Nearby, the Westchester Wellness Centre provides yoga classes and meditation sessions, encouraging relaxation and mindfulness amidst a supportive community.

Adventure

At Route 66 Raceway, located 46.7km from Westchester, immerse yourself in thrilling motor racing events that capture the essence of speed and excitement. Similarly, the Chicagoland Speedway, 45.1km away, offers an adrenaline-fuelled experience for motorsport enthusiasts. For a unique experience, the Richard Petty Driving Experience, also 45.1km away, lets you drive a race car on a professional track.

Nightlife

Experience the vibrant nightlife at The Patio, where you can enjoy cocktails and a lively atmosphere. For a more relaxed evening, visit The Oak, offering a selection of craft beers and occasional live music. Both venues provide a delightful way to unwind after a day of exploring Westchester.

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

Find the best attractions near Westchester

Westchester, Illinois, is ideal for family, outdoor, and city-themed vacations, offering a variety of attractions such as urban parks, arts centres, and churches. Visitors can immerse themselves in the local culture while enjoying family-friendly activities and outdoor experiences. For those seeking the top attractions in and around Westchester, there are numerous options that provide comfort and convenience, ensuring a memorable stay for travellers.

  • Willis Tower: This iconic skyscraper, located 20.9km from Westchester, offers a truly urban experience. Ascend to the Skydeck for breathtaking views of Chicago’s skyline, and explore the vibrant atmosphere of the surrounding city.
  • Walt Disney House: Situated 14.5km away, this historic residence is steeped in culture and nostalgia. Visitors can appreciate the significance of this charming home, where the legendary Walt Disney spent his formative years, shaping the world of animation.
  • Ty Warner Park: A delightful urban park located 8.0km from Westchester, it boasts picturesque landscapes ideal for families. Enjoy outdoor activities, walking paths, and serene ponds, providing a refreshing escape from the city buzz.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Accessing Westchester, Illinois, is easy via its nearby airports. Chicago O'Hare International Airport (ORD), located 14.5km away, offers several excellent hotel options, including the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both 3.2km from the airport. Chicago Midway International Airport (MDW) is 12.9km from Westchester, with luxurious stays at the 5-star Nobu Hotel Chicago and The Langham, Chicago, both within 14.5km. For those considering Milwaukee General Mitchell International Airport (MKE), situated 122.3km away, the 4.5-star Potawatomi Hotel & Casino and The Pfister Hotel are just 9.7km from the airport.

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 The Chicago Hotel Collection - Magnificent Mile. 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. 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, Michigan Avenue and Soldier Field. In Westchester, there are 16 hotels and other accommodation options to choose from. Find out more about Westchester.
What should I see while I'm in Westchester?
Wrigley Field, Michigan Avenue and Soldier Field are some of the notable places to visit in the surrounding area. Additionally, you'll find Navy Pier and United Center 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.

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