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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)
"Clean room and good location would definitely stay here again"
United States
Jonas
The price is CA $140
CA $157 total
includes taxes & fees
Jul 5 - Jul 6
Four Points by Sheraton Chicago Westchester/Oak Brook

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,820 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is CA $181
CA $263 total
includes taxes & fees
Jul 8 - Jul 9
Omni Chicago Hotel

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,274 reviews)
"Would definitely stay there again"
United States
Benjy
The price is CA $185
CA $251 total
includes taxes & fees
Jul 1 - Jul 2
The Godfrey Hotel Chicago

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,452 reviews)
"Great stay!"
United States
Avradita
The price is CA $221
CA $263 total
includes taxes & fees
Jul 5 - Jul 6
Hilton Chicago/Magnificent Mile Suites

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,437 reviews)
"Staff was great."
United States
Marianne
The price is CA $288
CA $392 total
includes taxes & fees
Jul 2 - Jul 3
Hyatt Regency Chicago

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,750 reviews)
"Great location!"
United States
William
The price is CA $335
CA $440 total
includes taxes & fees
Jul 5 - Jul 6
LondonHouse Chicago, Curio Collection by Hilton

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,575 reviews)
The price is CA $200
CA $279 total
includes taxes & fees
Jul 2 - Jul 3
Hotel 55 Chicago Downtown

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,668 reviews)
The price is CA $212
CA $252 total
includes taxes & fees
Jul 2 - Jul 3
Eurostars Magnificent Mile

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,105 reviews)
"Good location, friendly staff"
United Kingdom
Philip
The price is CA $225
CA $309 total
includes taxes & fees
Jul 1 - Jul 2
Staypineapple, An Iconic Hotel, The Loop

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,411 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 CA $260
CA $349 total
includes taxes & fees
Jun 30 - Jul 1
Sports Illustrated Resorts Chicago

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,261 reviews)
"Wonderful stay"
United States
Taylor
The price is CA $173
CA $249 total
includes taxes & fees
Jul 5 - Jul 6
Silversmith Hotel Chicago Downtown

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,150 reviews)
"Great stay!"
United States
Daniel
The price is CA $193
CA $229 total
includes taxes & fees
Jun 29 - Jun 30
Congress Plaza Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,246 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 CA $198
CA $235 total
includes taxes & fees
Jul 5 - Jul 6
River Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,492 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is CA $317
CA $419 total
includes taxes & fees
Jun 30 - Jul 1
Palmer House a Hilton Hotel

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, (1,624 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is CA $221
CA $263 total
includes taxes & fees
Jul 5 - Jul 6
The Chicago Hotel Collection Ambassador Gold Coast

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,410 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
United States
Sergio
The price is CA $203
CA $291 total
includes taxes & fees
Jul 1 - Jul 2
Swissotel - Chicago

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,183 reviews)
"Great hotel with awesome location"
United States
Daniel
The price is CA $184
CA $219 total
includes taxes & fees
Jul 5 - Jul 6
Central Loop Hotel

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,021 reviews)
"Great location, historic charm, friendly and helpful staff."
United States
Peter Anthony
The price is CA $178
CA $254 total
includes taxes & fees
Jul 2 - Jul 3
Warwick Allerton - Chicago

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,601 reviews)
"Enjoyed our stay"
United States
keary
The price is CA $183
CA $217 total
includes taxes & fees
Jun 29 - Jun 30
The Chicago Hotel Collection - Magnificent Mile

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (3,108 reviews)
"It was good place to stay for the Go Fest Event"
United States
Ken
The price is CA $165
CA $264 total
includes taxes & fees
Jul 5 - Jul 6
Freehand 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

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

Schiller Woods view in Chicago of Illinois

Top Westchester Hotel Reviews

More cheap stays in Westchester

Hotels in Westchester with star rating

Find out more about Westchester

Top reasons to visit Westchester

  • Family-Friendly Activities: Westchester offers a variety of attractions suitable for families, making it an ideal destination for all ages.
  • Outdoor Adventures: Enjoy urban parks and nearby golf courses, perfect for relaxing or engaging in recreational activities.
  • Local Culture: Visit the Westchester History Museum and explore historic sites like Lyndhurst Mansion for a taste of local heritage.
  • Live Music Events: Experience the vibrant atmosphere through live music performances that enhance your visit.
  • Diverse Accommodations: Choose from a range of hotels and motels, catering to every traveller's needs, including pet-friendly options.

Find great hotels near Westchester

Discover ideal hotel accommodations in Westchester, Illinois, where you can find a range of options from comfortable motels to luxurious hotels. Whether you're seeking a pet-friendly stay, business amenities, or an LGBTQIA-friendly environment, Westchester has something to offer every traveller. Explore the best hotels that ensure a welcoming and relaxing experience during your visit to this charming suburban area.

  • SureStay Plus Hotel by Best Western Chicago Lombard: This budget-friendly accommodation boasts a guest rating of 9.0 and is situated 11.3km from Westchester. The hotel caters perfectly to business travellers and those seeking a shopping getaway, thanks to its prime location in the bustling shopping district. Guests appreciate the combination of comfort and convenience, featuring modern amenities, complimentary breakfast, and a welcoming atmosphere that makes it a reliable choice for both short and extended stays.
  • Motel 6 Elk Grove Village, IL: With a guest rating of 8.2, this pet-friendly motel is located 19.3km from Westchester and welcomes furry companions with open arms. Perfect for travellers who wish to bring their pets along, the motel features a straightforward policy that allows pets free of charge. Guests enjoy comfortable rooms, a relaxed vibe, and essential amenities, making it an excellent choice for budget-conscious visitors seeking a hassle-free stay while exploring the area.
  • Motel 6 Bridgeview, IL: This budget-friendly motel, rated highly for its pet-friendly policies, is located 16.1km from Westchester. With a focus on accommodating guests travelling with pets, the property features a welcoming atmosphere and essential amenities. The motel allows pets with certain restrictions and offers a fee waiver for service animals. Guests appreciate the straightforward, no-frills approach, making it a practical choice for those looking for comfort and convenience without breaking the bank.

Where to stay in Westchester

Westchester, Illinois, offers a delightful blend of family-friendly activities and urban charm. With its convenient location, visitors can easily explore nearby cities like Chicago, enjoying shopping options and vibrant atmospheres. Whether you're seeking a romantic getaway or a fun-filled family vacation, Westchester’s welcoming hospitality and diverse experiences await, making it an ideal destination for your next adventure.

  • Chicago: As a bustling metropolis, Chicago is a vibrant hub of culture and activity. Located just a short drive from Westchester, this iconic city welcomes visitors year-round, with peak travel occurring from July to September. Chicago offers a diverse range of experiences, from shopping in renowned districts to enjoying world-class theatre and arena entertainment. Don't miss out on local landmarks such as sports stadiums, urban parks, and lively tourist precincts. Whether you're exploring the scenic waterfront or indulging in deep-dish pizza, Chicago promises an unforgettable city adventure.
  • Broadview: Situated just 1.6km from Westchester, Broadview is a charming city that provides a welcoming atmosphere for families and outdoor enthusiasts alike. With steady visitor numbers throughout the year, Broadview shines brightest from April to July. This city boasts various educational venues, theatres, and shopping areas, making it an ideal spot for both relaxation and entertainment. Highlights include the local sports facility and a lovely urban park, perfect for a leisurely stroll or a family picnic. Broadview's warm community spirit and accessible attractions make it a delightful addition to your itinerary.
  • La Grange Park: Just a mile from Westchester, La Grange Park is a picturesque city that captures the essence of suburban charm. Travellers will find that this city attracts visitors in peak seasons, particularly in April, July, and September. With its shopping centres, theatres, and malls, there’s plenty to explore. The local parks and sports facilities offer opportunities for outdoor activities and relaxation. La Grange Park’s family-friendly atmosphere and vibrant community make it a wonderful stop for those looking to experience the best of suburban life while being close to the bustling city of Chicago.

Things to do near Westchester

Westchester, Illinois, offers a delightful blend of family-friendly activities and outdoor adventures. Visitors can enjoy shopping at local centres and malls, indulge in waxing services, and unwind at nearby golf courses. For those seeking enchanting experiences, the area also features live music events that enhance the city’s vibrant atmosphere. Whether you’re in the mood for education or relaxation, Westchester has something for everyone to enjoy.

Shopping

In Westchester, explore local shops for unique gifts at Oakbrook Center, a premier shopping destination. If you're up for a drive, check out the Woodfield Mall in Schaumburg, offering an extensive selection of stores and dining options for a full day of shopping fun.

Recreation

At Chevy Chase Country Club, indulge in upscale amenities and a serene atmosphere, perfect for relaxation. Ravinia Green Country Club offers a luxurious retreat with beautiful surroundings, ideal for rejuvenation. Bridges of Poplar Creek Country Club combines elegance with leisure, providing a tranquil escape from everyday life.

Adventure

In Westchester, explore the scenic Salt Creek Trail for hiking and biking amidst lush landscapes. For a thrilling experience, visit the nearby Brookfield Zoo to see exotic animals and engage in interactive exhibits. Alternatively, enjoy a round of golf at the picturesque Highland Park Country Club.

Nightlife

Experience the vibrant nightlife in Westchester by visiting The Barn Grill for hearty meals and cocktails. For a fun vibe, check out the Westchester Lanes for bowling and drinks. Don’t miss the local brews at the nearby Old Town Pour House for a taste of craft beer.

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

Booking tips and Expedia advantages for Westchester

  • 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 refine your preferences, such as your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly accommodations currently available. To find the best prices and deals, sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Westchester hotel reservations with your flights and activities through an Expedia package.

Find the best attractions near Westchester

Westchester, Illinois, is perfect for family-friendly and outdoor adventures, offering a mix of urban parks, historic houses, and churches. Visitors can delve into local culture at the Westchester History Museum and explore nearby attractions like the Lyndhurst Mansion and Nun Convent. Whether you're seeking a leisurely day in nature or a taste of local history, Westchester has something to engage every traveller.

  • Morton Arboretum: Nestled 14.5km from Westchester, this expansive arboretum offers a serene escape with its diverse collection of trees, gardens, and outdoor trails. Perfect for families, nature enthusiasts can enjoy picnics, seasonal events, and educational programs amidst stunning landscapes.
  • Ernest Hemingway Museum and House: Located 8.0km away, this historic site celebrates the life and works of the renowned author. Visitors can explore the charming home and engage in cultural exhibits that provide insight into Hemingway's literary legacy and the influences of his upbringing.
  • Parkway Bank Park Entertainment District: Just 14.5km from Westchester, this vibrant precinct offers a variety of outdoor activities and family-friendly entertainment. With restaurants, live music, and events, it's a lively spot for enjoying a fun-filled day or evening.

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

When visiting Westchester, Illinois, the major airports to consider are Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW), and Milwaukee General Mitchell International Airport (MKE). ORD is situated 14.5km from Westchester, with nearby hotel options like the 4.5-star Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare, both 3.2km away. MDW is located 12.9km from Westchester, offering luxury stays at The Langham and Trump International Hotel, both 14.5km away. MKE is 122.3km from Westchester, with top hotels such as The Pfister Hotel nearby. Each airport provides convenient access to local hotels, ensuring a smooth travel experience.

Frequently asked questions

What is the best area to stay in Westchester?
The best area to stay in Westchester, Illinois, is near the intersection of Cermak Road and Mannheim Road.

This area is the commercial heart of Westchester, offering a convenient base for visitors. You'll find a concentration of shops, restaurants, and essential services along Cermak Road, making it easy to access amenities. The general layout is suburban, with well-maintained streets and a mix of local businesses and larger retail establishments.

For business travellers, this location is particularly good due to its proximity to major roadways. Being close to Mannheim Road (Route 12/45) and Cermak Road allows for straightforward travel to corporate offices in the surrounding suburbs or to Chicago O'Hare International Airport. Hotels in this area often cater to this audience with amenities like business centres and meeting facilities.

Families visiting Westchester will also appreciate this central location. The convenience of having restaurants and shops nearby simplifies meal times and errands.
What are the best hotels in Westchester that travellers recommend?
For a highly recommended hotel in Westchester, consider the Four Points by Sheraton Chicago Westchester/Oak Brook.

This 3-star hotel, with an 8.6 rating, is celebrated by guests for its consistently clean rooms and excellent, friendly staff. It features designer toiletries and premium bedding for a comfortable stay. The hotel provides fitness facilities, including an accessible fitness centre, and offers convenient free self-parking, as well as parking for RVs, buses, and trucks. Its location is considered great by many guests, and it's just 0.6 km from the Fresh Meadow Golf Club.
What are the best family hotels in Westchester?
For family-friendly accommodation in Westchester, the Four Points by Sheraton Chicago Westchester/Oak Brook is an excellent choice.

This 3-star hotel, with a very good rating of 8.6, offers a range of features ideal for families. Guests frequently comment on the consistently clean rooms and the friendly, excellent staff. The hotel provides connecting rooms, free WiFi, and complimentary toiletries. Additionally, families will appreciate the free self-parking and the availability of kids' meals. Its convenient location also receives positive feedback from guests. Find more child-friendly accommodations in Westchester
What are the top pet-friendly hotels in Westchester?
For a top pet-friendly hotel in Westchester, the Four Points by Sheraton Chicago Westchester/Oak Brook is an excellent choice.

This 3-star hotel, with a strong 8.6 rating, warmly welcomes both dogs and cats, making it a great spot for travellers with pets. Guests often highlight the consistently clean rooms and the excellent, friendly staff and cleaning team. The hotel also provides complimentary WiFi and free self-parking, adding to its convenience. See more pet-friendly hotels in Westchester
What are the best budget hotels in Westchester?
For an excellent budget hotel option in Westchester, consider the Four Points by Sheraton Chicago Westchester/Oak Brook.

This 3-star hotel has an impressive 8.6 rating and is frequently praised by guests for its consistently clean rooms and the excellent, friendly staff. It offers complimentary WiFi and free self-parking, adding to the convenience for travellers. Guests also appreciate the accessible fitness facilities available on-site. View all budget hotels in Westchester
When is the best time to go to Westchester?
The best time to go to Westchester is during the late spring (May to early June) and early autumn (September to October) when the weather is most pleasant for outdoor activities and exploring.

During these periods, you'll generally find comfortable temperatures, less humidity, and clearer skies, making it ideal for enjoying the local parks and nature preserves. It's superb for those who appreciate being outdoors without the heat of summer or the chill of winter.

For travellers interested in local events and community gatherings, late spring and early autumn often feature various festivals and farmers' markets in Westchester and the surrounding Chicago suburbs. This offers a chance to experience the local culture and find unique goods.

While summer (July and August) is also popular, it can be quite warm and humid.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Westchester.
How can I save on a Westchester hotel booking with Expedia?
Members always get our best prices. Find our best Westchester hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Westchester hotel?
Prices for hotels in Westchester often vary, but you can find a great deal from CA $98 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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