Westchester Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

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 P6,806
P7,622 total
includes taxes & fees
May 3 - May 4
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, (2,441 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 P12,249
P16,430 total
includes taxes & fees
Apr 14 - Apr 15
Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,249 reviews)
"Excellent stay."
United States
Fenton
The price is P12,956
P17,331 total
includes taxes & fees
Apr 10 - Apr 11
Swissotel - Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,404 reviews)
"Loved this hotel!"
United States
Ellen
The price is P7,703
P9,042 total
includes taxes & fees
Apr 12 - Apr 13
DoubleTree by Hilton Chicago - Magnificent Mile

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, (2,805 reviews)
"Every thing was in walking distance and the hotel is beautiful I will definitely be back "
United States
Shannon
The price is P7,703
P10,810 total
includes taxes & fees
Apr 12 - Apr 13
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,899 reviews)
"Overall a great stay."
United States
Joshua
The price is P14,248
P18,292 total
includes taxes & fees
Apr 9 - Apr 10
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,106 reviews)
"lovely hotel "
United States
alyvia
The price is P11,987
P16,192 total
includes taxes & fees
Apr 7 - Apr 8
Fairmont Chicago at Millennium Park

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,166 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is P7,288
P8,557 total
includes taxes & fees
Apr 12 - Apr 13
Aloft Chicago Mag Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,213 reviews)
"Clean friendly staff love the decor "
United States
Kiasha
The price is P8,094
P9,502 total
includes taxes & fees
Apr 27 - Apr 28
Ivy Boutique Hotel

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, (2,418 reviews)
"My family and I had a very good two night stay. I would stay here again."
United States
Juliette
The price is P7,758
P9,107 total
includes taxes & fees
Apr 12 - Apr 13
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, (1,006 reviews)
"Great stay "
United States
Jennifer
The price is P6,451
P7,573 total
includes taxes & fees
Apr 12 - Apr 13
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,071 reviews)
"Excellent stay overall"
United States
Emre
The price is P8,257
P9,693 total
includes taxes & fees
Apr 12 - Apr 13
Hilton Chicago/Magnificent Mile Suites

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,968 reviews)
"Very small shower, cleanish"
United States
Riley
The price is P5,602
P7,990 total
includes taxes & fees
Apr 19 - Apr 20
Millennium Hotel Knickerbocker Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,477 reviews)
"Increíble hotel súper friendly staff! "
United States
Alejandra
The price is P14,998
P19,728 total
includes taxes & fees
Apr 8 - Apr 9
Hyatt Regency Chicago

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 P9,156
P12,516 total
includes taxes & fees
Apr 12 - Apr 13
Hyatt Centric Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,829 reviews)
"The location and the hotel was great."
United States
Joan
The price is P7,686
P9,022 total
includes taxes & fees
Apr 26 - Apr 27
Courtyard by Marriott Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,276 reviews)
"Amazing stay "
United States
Napoleon
The price is P6,165
P7,237 total
includes taxes & fees
Apr 26 - Apr 27
The Chicago Hotel Collection - Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,415 reviews)
"The hotel staffs are really nice! The location is great"
United States
Teshinee
The price is P6,865
P8,059 total
includes taxes & fees
Apr 8 - Apr 9
Hampton Inn Chicago Downtown/Magnificent Mile

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,733 reviews)
"Great hotel "
United States
Marina
The price is P7,770
P10,819 total
includes taxes & fees
Apr 28 - Apr 29
Hotel Riu Plaza Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,046 reviews)
"The stay is well worth the affordable price."
United States
Thomas
The price is P6,527
P7,662 total
includes taxes & fees
Apr 16 - Apr 17
Congress Plaza Hotel
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Westchester

Romantic 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 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! 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?
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 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, United Center, and Michigan Avenue. In Westchester, there are 13 hotels and other accommodations 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. 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.