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, (1,000 reviews)
"The rooms were clean and the location was great. The staff made the stay amazing!"
United States
Patrice
The price is P6,538
P7,322 total
includes taxes & fees
Feb 26 - Feb 27
Four Points by Sheraton Chicago Westchester/Oak Brook

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (463 reviews)
"Amazing staff and very clean, modern rooms!"
United States
genevieve
The price is P3,422
P4,017 total
includes taxes & fees
Mar 2 - Mar 3
FOUND Hotel Chicago River North

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,683 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is P5,728
P6,725 total
includes taxes & fees
Mar 4 - Mar 5
The Wade

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,377 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is P5,746
P8,379 total
includes taxes & fees
Mar 4 - Mar 5
Hotel Riu Plaza Chicago

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, (2,380 reviews)
"Great stay"
United States
Blake
The price is P7,782
P11,110 total
includes taxes & fees
Feb 22 - Feb 23
Sable at Navy Pier Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,306 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is P8,752
P11,724 total
includes taxes & fees
Feb 26 - Feb 27
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, (1,284 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is P6,183
P7,258 total
includes taxes & fees
Feb 23 - Feb 24
The Chicago Hotel Collection Ambassador Gold Coast

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,206 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is P7,056
P10,325 total
includes taxes & fees
Feb 22 - Feb 23
Swissotel - Chicago

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,127 reviews)
"I always stay here when in town. "
United States
Jeffrey
Ivy Boutique Hotel

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is P7,646
P10,679 total
includes taxes & fees
Feb 22 - Feb 23
The Blackstone, Autograph Collection

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, (1,865 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is P5,185
P6,086 total
includes taxes & fees
Feb 26 - Feb 27
Hilton Garden Inn Chicago Downtown South Loop

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,211 reviews)
"Amazing stay "
United States
Napoleon
The Chicago Hotel Collection - Magnificent Mile

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2,766 reviews)
"I enjoyed my stay"
United States
Emily
The price is P3,874
P5,569 total
includes taxes & fees
Mar 2 - Mar 3
Freehand Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,062 reviews)
"Clean rooms, great staff, and great location."
United States
Romel
The price is P5,163
P7,422 total
includes taxes & fees
Feb 22 - Feb 23
The Godfrey Hotel Chicago

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,151 reviews)
"Excellent hotel and location."
United States
Marcelo
The price is P10,441
P14,640 total
includes taxes & fees
Mar 15 - Mar 16
Pendry Chicago

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,810 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is P5,215
P6,122 total
includes taxes & fees
Feb 26 - Feb 27
Hilton Chicago/Magnificent Mile Suites

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,673 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is P8,301
P9,744 total
includes taxes & fees
Feb 22 - Feb 23
L7 Chicago by LOTTE

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,232 reviews)
"Amazing hotel and staff!"
United States
Corey
Silversmith Hotel Chicago Downtown

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,007 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is P7,570
P10,585 total
includes taxes & fees
Mar 5 - Mar 6
Staypineapple, An Iconic Hotel, The Loop

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,383 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is P6,692
P7,856 total
includes taxes & fees
Feb 27 - Feb 28
Hyatt Centric The Loop 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 Hilton Chicago O'Hare Airport 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?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool, and flat-screen televisions. Hilton Chicago and Aloft Chicago Mag Mile 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 United Center, Wrigley Field, 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?
United Center, Wrigley Field, 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.