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Top 10 Westchester hotels and places to stay

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2141)
"Location was just what needed and at an affordable price "
The price is £120
includes taxes & fees
24 Aug - 25 Aug
Freehand Chicago

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1063)
"Great place to stay, would definitely recommend and stay here again "
The price is £135
includes taxes & fees
4 Aug - 5 Aug
The Chicago Hotel Collection Ambassador Gold Coast

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1511)
"This is a nice hotel in a great neighborhood. "
The price is £200
includes taxes & fees
1 Sept - 2 Sept
Loews Chicago Hotel

Four Points by Sheraton Chicago Westchester/Oak Brook

3.0 star property
8.4 out of 10, Very good, (1002)
"The hotel was wonderful!"
The price is £77
includes taxes & fees
2 Sept - 3 Sept
Four Points by Sheraton Chicago Westchester/Oak Brook

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2765)
"Great place to stay "
The price is £203
includes taxes & fees
17 Aug - 18 Aug
L7 Chicago by LOTTE

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1006)
"Great stay"
The price is £119
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (318)
"This was a great hotel in a great location."
The price is £148
includes taxes & fees
1 Sept - 2 Sept
Residence Inn Chicago Downtown Magnificent Mile

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1151)
"What a great location for tourists, close to so many sights in Barcelona!! "
The Emily Hotel

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1291)
"A wonderful hotel in a great location!"
The price is £109
includes taxes & fees
1 Sept - 2 Sept
Claridge House

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1007)
"Great hotel for families! "
The price is £166
includes taxes & fees
24 Aug - 25 Aug
Hyatt House Chicago West Loop

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1030)
"Nice hotel "
The price is £239
includes taxes & fees
17 Aug - 18 Aug
Pendry Chicago

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (2934)
"I have stayed here twice and Loved it!"
The price is £156
includes taxes & fees
1 Sept - 2 Sept
voco Chicago Downtown - Riverwalk by IHG

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4.0 star property
9.6 out of 10, Exceptional, (1005)
"Clean, large rooms, very comfortable."
The price is £141
includes taxes & fees
24 Aug - 25 Aug
Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1181)
"Perfect location, great staff and comfortable bed"
The price is £123
includes taxes & fees
1 Sept - 2 Sept
Thompson Chicago, by Hyatt

Kinzie Hotel

4.0 star property
9.2 out of 10, Wonderful, (1829)
"Beautiful stay! "
The price is £179
includes taxes & fees
7 Aug - 8 Aug
Kinzie Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1002)
"Loved the historic charm of this place and the proximity to the parks and museums! "
The price is £209
includes taxes & fees
17 Aug - 18 Aug
Chicago Athletic Association, a Hyatt Hotel

Viceroy Chicago

4.5 star property
9.4 out of 10, Exceptional, (1067)
"Great location, nice small hotel with friendly staff. "
The price is £251
includes taxes & fees
1 Sept - 2 Sept
Viceroy Chicago

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (538)
"It was a wonderful place to stay! "
The price is £121
includes taxes & fees
4 Aug - 5 Aug
The Chicago Hotel Collection River North

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1337)
"Great area and very walkable to local attractions "
The price is £269
includes taxes & fees
10 Aug - 11 Aug
Virgin Hotels Chicago

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (257)
"Room was clean, balcony had a nice view, bed were comfortable, shower was nice"
Level Chicago Fulton Market
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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Accommodation near Westchester attractions

Learn more about Westchester

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

Top Westchester Hotel Reviews

Find out more about Westchester

Find out more about Westchester

Top reasons to visit Westchester

  • Family-Friendly Attractions: Westchester is ideal for families, offering a diverse range of activities suitable for all ages.
  • Vibrant Shopping Experience: Explore the Westchester Mall and local shops for a delightful retail experience.
  • Outdoor Adventures: Enjoy urban parks and outdoor spaces perfect for leisurely strolls and recreational activities.
  • Cultural Experiences: Visit nearby historical sites like the Rockefeller Estate for a taste of local history.
  • Diverse Accommodation Options: Choose from a variety of hotels, including pet-friendly and LGBTQIA welcoming establishments.

Find great hotels near Westchester

Westchester, Illinois, offers an enticing selection of hotel accommodations tailored to every traveller's needs. From pet-friendly establishments to LGBTQIA welcoming options, you'll discover a variety of hotels that cater to both business and leisure visitors. Whether you seek a quaint bed and breakfast or a modern hotel, Westchester promises a comfortable and enjoyable stay in this charming area.

  • Motel 6 Bridgeview, IL: Ideal for pet lovers, Motel 6 Bridgeview, IL offers a welcoming atmosphere for those travelling with furry companions. Located 6.2km from Westchester, this budget-friendly motel ensures that pets are accommodated with specific guidelines, including free stays for service animals and limited pet permissions. The straightforward amenities and no-frills approach cater to travellers seeking comfort without breaking the bank, making it a practical choice for families or individuals on the go.
  • Hyatt Place Chicago/Lombard/Oak Brook: Just 3.7km from Westchester, Hyatt Place Chicago/Lombard/Oak Brook is a family-friendly hotel that seamlessly combines business and leisure. With a 3-star rating, it offers comprehensive amenities for business travellers, including multiple meeting rooms and a well-equipped business centre. Families will appreciate the complimentary cribs and child safety features, ensuring a comfortable stay for guests of all ages. The modern design and convenient location near shopping and dining make it an excellent base for exploring the area.
  • Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Situated 5.6km from Westchester, the Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG is a sophisticated stay for business and leisure travellers alike. With a 3.5-star rating, this property is embedded in the shopping district and is known for its LGBTQIA-friendly policies, welcoming all types of guests. The hotel boasts exceptional business facilities, including a conference centre and multiple meeting rooms, alongside a chic atmosphere that encourages relaxation after a busy day of shopping or meetings.

Where to stay near Westchester

Westchester, Illinois, offers a delightful blend of family-friendly attractions and urban vibrancy. Explore the nearby Rockefeller Estate for a taste of history, or venture into New Rochelle for a charming atmosphere. With convenient access to downtown, Westchester is perfect for a family getaway, romantic strolls, or a business retreat. Enjoy the warmth of friendly locals as you immerse yourself in the diverse experiences this city has to offer.

  • Broadview: Situated a mere mile from Westchester, Broadview is a charming city that offers a delightful mix of family-friendly activities and outdoor adventures. The travel experience here is particularly vibrant during the spring and summer months, peaking in April and from June to July. Visitors can enjoy a variety of attractions, including local theatres, shopping areas, and an arena entertainment facility. The city also boasts notable landmarks such as a stadium and urban parks, perfect for leisurely strolls or family picnics.
  • La Grange Park: Just 1.6km away from Westchester, La Grange Park presents a lovely escape with a wealth of outdoor activities and family-oriented experiences. The city attracts visitors most during April, July, and September. You can explore numerous venues, including an arena entertainment facility and vibrant shopping areas. La Grange Park is also home to a range of local attractions such as a sports facility stadium and a beach, providing an excellent backdrop for relaxation and fun.
  • Hillside: Located two miles from Westchester, Hillside is a welcoming city that offers a blend of family activities and urban experiences. Similar to its neighbours, visitor numbers peak in the spring and summer, particularly in April and from June to July. Hillside is rich in educational facilities, theatres, and arena entertainment venues, making it an ideal spot for families. Local highlights include a stadium and urban parks, where you can unwind or engage in outdoor fun amidst a vibrant community atmosphere.

Things to do near Westchester

Westchester, Illinois, is perfect for families and those seeking city-themed and outdoor adventures. Visitors can enjoy an array of activities, including a popular arena entertainment facility, educational experiences, and a vibrant shopping centre. If you're planning a visit in October, there are special tours available to enhance your stay, making it an ideal destination for a memorable vacation.

Shopping

In Westchester, visit the Fashion Outlets of Chicago, located 5.6km away, for a fantastic selection of designer brands at discounted prices. The Hawthorne Works Museum, just 3.7km away, offers unique souvenirs. If you're up for a drive, Wolff's Flea Market, located 6.8km away, features an eclectic mix of goods.

Recreation

At the United Center, immerse yourself in the exhilarating atmosphere of live sports events. Enjoy a round at Cog Hill Golf & Country Club, where stunning outdoor views enhance your golfing experience. Alternatively, find tranquillity at Veterans Memorial Park, perfect for relaxation and rejuvenation amidst nature.

Adventure

For an adventurous experience in Westchester, explore the Salt Creek Trail, a scenic hiking path 1.9km away, perfect for outdoor enthusiasts. Alternatively, enjoy family fun at Rainbow Falls Waterpark, located 7.5km away, or feel the adrenaline at Route 66 Raceway, 18.0km away, for thrilling motorsport action.

Nightlife

Experience the vibrant nightlife in Westchester by visiting the nearby Rosemont Theatre for captivating performances or the Madison Street Theatre for a cultural evening. For a fun-filled adventure, head to Galloping Ghost arcade, perfect for families seeking excitement just a short distance away.

Booking tips and Expedia advantages for Westchester

Westchester, Illinois, offers a variety of ways to save during your visit. Enjoy free attractions like the University of Illinois Chicago and Wheaton College. For transport, consider using the bus, as car rentals can be costly. The best time to visit for lower prices is from December to February, with Monday being the cheapest day to stay. Use Expedia to find budget-friendly accommodation and consider package deals that combine flights and hotels for additional savings. Don't forget to filter your search for eco-certified hotels to find sustainable options at great prices.

  • 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 Monday. The most expensive day to stay in Westchester is Saturday.
  • Find cheap hotels on Expedia: Make use of Expedia’s search tool to refine your preferences, such as your budget, preferred location, and desired type of accommodation. For instance, selecting the Eco-certified filter will reveal a selection of sustainable and environmentally friendly hotels currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Westchester with your flights and activities through an Expedia package deal.

Find the best attractions near Westchester

Westchester, Illinois, is an excellent destination for families and city enthusiasts, offering a blend of outdoor activities and cultural experiences. Visitors can explore urban parks, modern universities, and event venues, catering to diverse interests. Don't miss the Westchester Mall and the Westchester County Center for shopping and entertainment, ensuring a delightful stay in this charming town.

  • Donald E. Stephens Convention Center: Located 5.6km from Westchester, this venue boasts a vibrant atmosphere tailored for business events and conferences. Its modern facilities and versatile spaces make it an ideal hub for networking and professional gatherings.
  • Willis Tower: A mere 8.1km away, this iconic skyscraper offers breathtaking views of the Chicago skyline. Experience the thrill of the Skydeck, where you can step onto glass ledges that extend out from the building, providing an exhilarating perspective of the city below.
  • Morton Arboretum: Just 5.6km from Westchester, this stunning outdoor haven features lush gardens and serene walking trails. Perfect for families, it offers educational programmes and seasonal events that connect visitors with nature in a peaceful setting.

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 HighSlightly High
August73.6°F (23.1°C)Light RainMostly SunnyAverageSlightly High
September67.3°F (19.6°C)Light RainMostly SunnySlightly HighAverage
October54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
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, is convenient with two major airports nearby. Chicago O'Hare International Airport (ORD) is located 5.6km away, with excellent hotel options such as the 4.5-star Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare Chicago, both just 1.2km from the airport. Chicago Midway International Airport (MDW) is slightly closer at 5.0km, offering luxurious stays at 5-star hotels like Nobu Hotel Chicago. For those considering Chicago Executive Airport (PWK), it is situated 15.0km away, with nearby accommodations like the 4-star Crowne Plaza Chicago-Northbrook just 621m from the airport. Transportation services are readily available from these hotels to their respective airports.

Frequently asked questions

What are the best hotels in Westchester that travellers recommend?
Four Points by Sheraton Chicago Westchester/Oak Brook is a popular choice among travellers, rated an impressive 8.4. This hotel stands out for its commitment to quality, offering premium bedding and designer toiletries that ensure a restful stay. Guests appreciate the thoughtful touches that elevate their experience, making it ideal for both relaxation and productivity.
What are the best family hotels in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a fantastic family-friendly option that offers a comfortable and inviting space for travellers with kids. With an excellent review score of 8.4, this hotel stands out for its thoughtful amenities designed with families in mind. Find more child-friendly accommodations in Westchester.
What are the top pet-friendly hotels in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is an excellent choice for travellers seeking a pet-friendly hotel in Westchester. With a review score of 8.4, this welcoming property allows both dogs and cats, making it a convenient option for families who want to bring their furry friends along on their adventures. See more pet-friendly hotels in Westchester.
What are the best budget hotels in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a fantastic option for budget-conscious travellers seeking quality and convenience in Westchester. With a traveller review score of 8.4, this hotel combines comfort and affordability seamlessly. Guests appreciate the free Wi-Fi and complimentary toiletries, ensuring a pleasant stay without extra costs. View all budget hotels in Westchester.
When is the best time to go to Westchester?
The most popular time to visit Westchester is during the autumn months, particularly in October. This season is renowned for its stunning foliage, as the leaves transform into vibrant shades of red, orange, and gold, creating a picturesque backdrop for outdoor adventures. With temperatures ranging from 10 to 18 Celsius, the weather is pleasantly cool, superb for exploring the region's beautiful parks and charming towns.

During the peak season from May to October, Westchester comes alive with various festivals, outdoor events, and activities that highlight the area's rich cultural heritage. Visitors can enjoy the numerous hiking trails, scenic bike paths, and waterfront activities along the Hudson River. The comfortable climate makes this an excellent time for sightseeing and enjoying the natural beauty that Westchester has to offer.

For those who appreciate a quieter experience, visiting in early November can be a fantastic option. While the fall colours may have faded, the crisp air and fewer crowds create a serene atmosphere superb for exploring local attractions at a relaxed pace. You can still enjoy delightful dining experiences and visits to historical sites without the busyness of peak tourist season.
Where can I find the best nightlife in Westchester?
Westchester offers a charming suburban atmosphere, but its nightlife options are somewhat limited compared to larger cities.

For those looking to unwind in the evening, nearby Oak Brook and Lombard provide a few lively spots. Oak Brook boasts upscale restaurants and bars, superb for a relaxed dinner or a sophisticated cocktail night. The Oakbrook Center is a great destination for dining options, while Lombard features a mix of casual pubs and family-friendly venues.
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 £48 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.