Westchester Hotels

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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)
"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 P6,789
P7,602 total
includes taxes & fees
Jun 7 - Jun 8
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, (2,502 reviews)
"I loved it here and will definitely stay again."
United States
Gina
The price is P11,777
P16,129 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,186 reviews)
"excellent stay"
United States
Jaeyoung
The price is P7,816
P9,293 total
includes taxes & fees
May 26 - May 27
River 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, (1,481 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is P10,115
P12,027 total
includes taxes & fees
Jun 2 - Jun 3
The Chicago Hotel Collection Ambassador Gold Coast

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,123 reviews)
"The bar was very welcoming and the historic ambience and location was exceptional"
United States
Patricia
The price is P8,243
P9,800 total
includes taxes & fees
May 25 - May 26
Congress Plaza Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,242 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is P7,360
P10,634 total
includes taxes & fees
May 25 - May 26
Silversmith Hotel Chicago Downtown

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,462 reviews)
"My favorite place to stay!"
United States
Teresa
The price is P11,356
P15,336 total
includes taxes & fees
May 25 - May 26
Palmer House a Hilton Hotel

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,204 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is P9,196
P12,693 total
includes taxes & fees
May 25 - May 26
Hotel Riu Plaza Chicago

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,405 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is P11,277
P15,146 total
includes taxes & fees
May 26 - May 27
Sports Illustrated Resorts Chicago

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,836 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is P9,385
P11,158 total
includes taxes & fees
May 25 - May 26
The Wade

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,239 reviews)
"Nice place to stay"
United States
Jimmie
The price is P8,579
P10,200 total
includes taxes & fees
May 25 - May 26
Aloft by Marriott Chicago Mag Mile

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,625 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is P13,831
P18,645 total
includes taxes & fees
May 26 - May 27
Sheraton Grand Chicago Riverwalk

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (3,030 reviews)
"Great central location, lots to do nearby."
United States
Michael
The price is P5,493
P7,631 total
includes taxes & fees
May 25 - May 26
Freehand 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, (3,716 reviews)
"I had a great stay and would book again."
United States
Brandi
The price is P13,285
P17,606 total
includes taxes & fees
May 25 - May 26
LondonHouse Chicago, Curio Collection by Hilton

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,300 reviews)
"Perfect location great room for the price "
United States
Lisa
The price is P7,816
P9,293 total
includes taxes & fees
May 25 - May 26
Club Quarters Hotel Wacker at Michigan, Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,165 reviews)
"Great place"
United States
JOSE
The price is P13,738
P18,535 total
includes taxes & fees
May 26 - May 27
Fairmont Chicago at Millennium Park

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,451 reviews)
"Great stay"
United States
Christa
The price is P7,494
P8,909 total
includes taxes & fees
May 25 - May 26
The Chicago Hotel Collection - Magnificent Mile

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, (1,001 reviews)
"All around great stay. "
United States
Nicholas
The price is P7,563
P8,992 total
includes taxes & fees
May 25 - May 26
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,557 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is P9,875
P11,740 total
includes taxes & fees
May 25 - May 26
Eurostars Magnificent Mile

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,335 reviews)
"Wonderful location right on the river. Fitness area wonderful, staff helpful. Would stay again!"
United States
Saleem
The price is P10,340
P14,467 total
includes taxes & fees
May 25 - May 26
Swissotel - 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

Find out more about Westchester

Top reasons to visit Westchester

  • Family-Friendly Activities: Westchester boasts a variety of attractions that cater to families, ensuring enjoyable experiences for all ages.
  • Vibrant Local Theatre: Visitors can immerse themselves in local culture through engaging theatre performances.
  • Diverse Culinary Delights: The area offers a wide range of dining options, showcasing various cuisines to tantalise your taste buds.
  • Charming Neighbourhoods: Explore picturesque streets and parks, perfect for leisurely strolls and family outings.
  • Convenient Accommodation: A selection of welcoming lodging options, from budget to luxury, ensures a comfortable stay.

Find great hotels near Westchester

Discover a range of exceptional accommodation options in Westchester, Illinois, perfect for every type of traveller. From business-friendly hotels to pet-friendly motels, the area offers welcoming environments that embrace diversity. Whether you seek top-rated hotels or hidden gems, our curated selection ensures a delightful stay. Explore comprehensive hotel reviews and find the ideal lodging to make your visit to Westchester truly memorable.

  • SureStay Plus Hotel by Best Western Chicago Lombard: This hotel captures the essence of a modern business and shopping retreat, situated conveniently in a bustling shopping district just 11.3km from Westchester. Guests appreciate its well-appointed rooms, which provide a perfect blend of comfort and functionality for business travellers. The hotel features complimentary breakfast, a fitness centre, and complimentary Wi-Fi, making it an excellent choice for those seeking convenience and accessibility. With its welcoming atmosphere and proximity to various shopping options, it is ideal for visitors aiming to blend work and leisure during their stay.
  • Motel 6 Bridgeview, IL: A budget-friendly choice, this motel stands out for its pet-friendly policy, welcoming furry companions to join in the travel experience. Located 16.1km from Westchester, it offers basic yet comfortable lodging for those seeking value. Highlights include free parking and Wi-Fi, ensuring a hassle-free stay for all guests. The motel’s relaxed atmosphere is perfect for travellers with pets, as it allows for some pets onsite with specific restrictions. If you're looking for affordability and accessibility while travelling with your four-legged friend, this is an excellent option.
  • Crowne Plaza Chicago West Loop by IHG: This 3.5-star hotel offers a chic and welcoming ambiance, perfect for both business and leisure travellers. Positioned 19.3km from Westchester in the vibrant city centre, it is known for its LGBTQIA-friendly environment. Guests enjoy contemporary rooms with sophisticated decor and a range of amenities, including a rooftop bar and a well-equipped fitness centre. The hotel’s proximity to major attractions, along with its commitment to inclusivity and excellent service, makes it a standout choice for those wanting to explore the city while enjoying a comfortable stay.

Where to stay in Westchester

Westchester, Illinois, offers a delightful mix of family-friendly and urban experiences, perfect for your vacation. Explore charming neighbourhoods, enjoy local entertainment, and indulge in diverse culinary delights. With many attractions within walking distance, you can easily navigate the area. Venture beyond Westchester to discover the vibrant atmosphere of nearby cities, where friendly locals and budget-friendly options await, making it an ideal destination for families, couples, and adventure seekers alike.

  • Chicago: As a vibrant metropolis, Chicago is a cultural hub that offers a myriad of experiences for visitors. Nestled within the city, Westchester provides easy access to Chicago’s bustling attractions. The city is renowned for its family-friendly activities, outdoor spaces, and urban adventures. Enjoy world-class shopping, exhilarating arena events, and captivating theatre performances. Don’t miss iconic landmarks like the sports facility stadium and the picturesque urban parks, which serve as perfect spots for relaxation and recreation amidst the city's dynamic atmosphere.
  • Broadview: Located a mere mile from Westchester, Broadview is a charming city that draws visitors with its inviting community vibe. The city sees a steady influx of tourists year-round, particularly during the spring and summer months. Families and city enthusiasts will find plenty to engage with, from entertaining theatre shows to educational experiences. Explore local attractions, including sports facilities, urban parks, and event venues that host various conferences and activities - Broadview is perfect for those seeking a mix of leisure and excitement.
  • La Grange Park: Just 1.6km away from Westchester, La Grange Park is a delightful city that embraces both family fun and outdoor adventures. Visitors flock here in the warmer months to experience its vibrant entertainment scene, including live music concerts and engaging arcade zones. The local parks are ideal for leisurely strolls or picnics, while the modern civic building adds a touch of local charm. With its array of attractions, La Grange Park is a fantastic destination for travellers looking to unwind and enjoy quality time with loved ones.

Things to do near Westchester

Westchester offers a delightful blend of family-friendly and entertainment-themed activities, perfect for a memorable vacation. Visitors can enjoy local theatre performances, explore shopping centres and malls, and indulge in window shopping. Don't miss the chance to embark on kitchen tours and browse through the flea market for unique finds, ensuring a well-rounded experience in this charming suburb of Illinois.

Shopping

In Westchester, indulge in shopping at Oakbrook Center Mall, a vibrant destination just 6.4km away, featuring a mix of entertainment and family vibes. If you're up for a drive, explore Logan Square Farmers Market, located 17.7km away, offering a unique community atmosphere and local goods.

Recreation

Experience the vibrant atmosphere at the United Center, just 17.7km from Westchester, perfect for sports enthusiasts. For relaxation, visit The Dome at the Parkway Bank Sports Complex, 14.5km away, offering wellness activities. Enjoy the outdoors at Oak Brook Golf Course, only 4.8km from Westchester, ideal for golfers.

Adventure

Explore the scenic Salt Creek Trail, a beautiful hiking path located 4.8km from Westchester, perfect for nature enthusiasts. For family fun, visit Rainbow Falls Waterpark, 19.3km away, offering exciting water attractions. Experience the thrill of motor racing at Route 66 Raceway, situated 46.7km from Westchester.

Nightlife

Experience the vibrant nightlife in Westchester by visiting the Galloping Ghost arcade for family fun. Alternatively, catch a show at the Rosemont Theatre for a romantic evening or enjoy a film at AMC Village Crossing, perfect for a family outing filled with entertainment.

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

Booking tips and Expedia advantages for Westchester

Westchester provides numerous opportunities to save money during your visit. You can enjoy free entry to attractions like the University of Illinois Chicago and local parks. For transport, consider using the bus system, which is cost-effective. The best time to visit is between December and February for lower accommodation rates, particularly on Tuesdays, while Saturdays tend to be pricier. Use Expedia’s search tool to find budget-friendly hotels and consider package deals that combine flights and activities for extra savings. Look for eco-certified hotels for sustainable options at better value.

  • 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: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your search results to display prices from lowest to highest, allowing you to discover the most affordable hotels first. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can enjoy significant savings by combining your Westchester hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Westchester

Westchester offers a delightful blend of family-friendly, city-themed, and entertainment-focused attractions. Visitors can explore urban parks, event and conference venues, as well as modern colleges and universities. With a focus on culture and family experiences, this charming area caters to travellers seeking both leisure and engagement in a vibrant setting.

  • Willis Tower: Standing tall at 20.9km from Westchester, Willis Tower offers breathtaking views of the Chicago skyline. Experience the thrill of stepping onto the Skydeck, a glass balcony extending out from the 103rd floor, providing a unique perspective over the bustling city below.
  • Morton Arboretum: Located 14.5km away, Morton Arboretum is a haven for nature lovers. Spanning over 1,700 acres, it features beautiful gardens, forests, and walking trails, perfect for families to explore the outdoors and connect with nature.
  • Midwest Conference Center: Just 6.4km from Westchester, this venue is ideal for business events and conferences. Its modern facilities and professional atmosphere make it a great spot for networking and collaboration.

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.

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

Flying into Westchester, Illinois, you have convenient access to several major airports. Chicago O'Hare International Airport (ORD) is located 14.5km away, with nearby accommodations such as the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both situated 3.2km from the airport. Alternatively, Chicago Midway International Airport (MDW) is 12.9km away, offering luxurious options like The Langham, Chicago and Nobu Hotel Chicago, both rated 5 stars. Lastly, Chicago Executive Airport (PWK) is 112.9km distant, with hotels such as Embassy Suites by Hilton Chicago North Shore Deerfield, just 4.8km away, ensuring comfortable access to your travels.

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 traveler data. Other good options for your trip to the area are Hotel Riu Plaza Chicago 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! The majority of hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you may still be able to cancel 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 top LGBTQ-friendly place to stay in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top LGBTQ-friendly hotel, and features free WiFi and pillowtop beds. See all available hotels listed as LGBTQ-friendly in Westchester.
What's the best pet-friendly accommodation in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top hotel for people traveling with their pets, and offers a restaurant and a fitness center for its human guests. See more pet-friendly hotel accommodations in Westchester.
What are some accommodations with pools in Westchester?
Holiday Inn Chicago Dwtn - The Mart by IHG: Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool, and a sauna. Aloft by Marriott Chicago Mag Mile and Hilton Chicago/Magnificent Mile Suites are two additional hotels that feature an onsite pool. View all hotels with pools in Westchester.
How is it to stay in Westchester?
Visitors to Westchester are sure to 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 accommodations 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. Check out what more to see and do in Expedia's Westchester guide.
What's the seasonal weather like in Westchester?
The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Westchester are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.