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, (1005)
Escape to a tranquil setting with easy access to Chicago attractions. This Westchester hotel offers complimentary WiFi and parking, plus a fitness center for active travelers. Enjoy breakfast or dinner at 2222 Restaurant & Lounge after exploring nearby Oak Brook Golf Course.

"Thanks, great stay"
United States
Robert
The price is P5,945
P6,657 total
includes taxes & fees
Jan 12 - Jan 13
Four Points by Sheraton Chicago Westchester/Oak Brook

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2689)
Feel the pulse of the city at this Art Deco gem with Grand Station at your doorstep. Enjoy a workout in the 24-hour fitness center, then relax at the bar or café. Michigan Avenue shopping, Millennium Park, and Chicago Riverwalk await nearby.

"Quite area in a good location to walk to different locations."
United States
John steve
The price is P3,224
P4,825 total
includes taxes & fees
Feb 1 - Feb 2
Freehand Chicago

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4899)
Strategically positioned near Michigan Avenue, this hotel offers business travelers easy access to Chicago Riverwalk and Millennium Park. Enjoy free WiFi, convenient room service, and a fitness center while Clark-Lake Station is just 7 minutes away.

"Would stay there again"
United States
Zach
The price is P4,823
P5,662 total
includes taxes & fees
Jan 19 - Jan 20
River Hotel

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3115)
"Second time to stay here, everything is great!"
United States
Wei
The price is P5,867
P8,546 total
includes taxes & fees
Jan 7 - Jan 8
Hotel Riu Plaza Chicago

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1510)
Enjoy facials and manicures at this tranquil urban retreat just minutes from Clark-Division Station. The coffee shop transforms into an evening cocktail bar, while Michigan Avenue and Chicago Riverwalk wait to be explored nearby.

"Very nice and quiet, excellent location"
United States
Anthony
The price is P3,572
P5,920 total
includes taxes & fees
Feb 2 - Feb 3
Claridge House Chicago, Tapestry Collection by Hilton

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3031)
Experience modern comfort in downtown Chicago with an indoor pool and on-site American restaurant. Just a 10-minute walk from Michigan Avenue and close to Grand Station, this hotel offers a fitness center and bar for your urban adventure.

"Great place to stay"
United States
Elisha
The price is P4,886
P5,735 total
includes taxes & fees
Jan 7 - Jan 8
Aloft Chicago Mag Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2226)
Located in bustling downtown, this hotel offers stunning city views from select rooms. The outdoor pool and rooftop terrace create a refreshing escape after exploring Michigan Avenue and Chicago Riverwalk. Starbucks in the lobby and Grand Station just 9 minutes away enhance the convenient experience.

"Fantastic stay! Looking forward to staying here again!!"
United States
Amber
The price is P5,020
P5,893 total
includes taxes & fees
Jan 12 - Jan 13
DoubleTree by Hilton Chicago - Magnificent Mile

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3028)
This historic Chicago hotel offers amazing views and a quiet, relaxing atmosphere. Just 6 minutes from Chicago Station and near the Riverwalk, guests enjoy a 24-hour fitness center and convenient bar/lounge after a day of city exploration.

"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is P3,945
P6,366 total
includes taxes & fees
Jan 20 - Jan 21
Warwick Allerton - Chicago

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1579)
Experience Chicago's allure at this elegant hotel near Michigan Avenue and Lake Michigan. Guests rave about the quiet rooms, stunning lake views, and proximity to Navy Pier. Enjoy American cuisine at Current restaurant after unwinding in the indoor pool.

"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is P5,454
P6,402 total
includes taxes & fees
Jan 25 - Jan 26
The Wade

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3865)
This boutique hotel offers Japanese cuisine at Kirei restaurant and a peaceful retreat near Lake Michigan. Just 6 minutes from Chicago Station and within walking distance of shopping havens and tourist spots, its historic charm creates a relaxing atmosphere with magnificent views.

" Breakfast is good, location is excellent, service staff is courteous."
United States
Luis
The price is P4,506
P5,289 total
includes taxes & fees
Jan 7 - Jan 8
The Whitehall Hotel, BW Premier Collection

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2368)
"The staff was anmazing and the location within the city was great."
United States
Othon
The price is P4,936
P7,677 total
includes taxes & fees
Jan 12 - Jan 13
The Royal Sonesta Chicago River North

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1974)
Perched just steps from Michigan Avenue and Chicago Riverwalk, this hotel offers a tranquil rooftop terrace. Relax with deep-tissue massages at the full-service spa or energize in the 24-hour fitness center. Two transit stations are only 6 minutes away.

"The room was nice, the area was perfect for walking distance for food and activities. "
United States
Alexis
The price is P4,664
P6,863 total
includes taxes & fees
Feb 3 - Feb 4
The Godfrey Hotel Chicago

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, (2041)
Located in the heart of Chicago, this hotel offers easy access to the Riverwalk and Chicago Theatre. Clean rooms provide comfort after exploring Michigan Avenue and Millennium Park. State Station is just 4 minutes away for convenient city adventures.

"Great stay"
United States
Kramer
The price is P4,823
P5,662 total
includes taxes & fees
Jan 19 - Jan 20
Club Quarters Hotel Wacker at Michigan, Chicago

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3669)
"Great hotel!"
United States
William
The price is P5,261
P6,176 total
includes taxes & fees
Jan 12 - Jan 13
Hilton Chicago/Magnificent Mile Suites

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4161)
Immerse yourself in Chicago's energy at this modern hotel near Michigan Avenue. Enjoy international cuisine at the restaurant, unwind at the bar, or work out in the gym. Just minutes from Chicago Riverwalk and two train stations for seamless city exploration.

"Stay was great and in a great location!! "
United States
Ashley
The price is P5,954
P6,989 total
includes taxes & fees
Jan 10 - Jan 11
citizenM Chicago Downtown

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4324)
Immerse yourself in the heart of Chicago at this centrally located hotel. Just a 1-minute walk from Grand Station and 5 minutes from Michigan Avenue, enjoy the indoor pool, Weber Grill restaurant, and bar after a day of sightseeing.

"Amazing staff and perfect location "
United States
Brandi
The price is P4,585
P5,383 total
includes taxes & fees
Jan 13 - Jan 14
Hilton Garden Inn Chicago Downtown/Magnificent Mile

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, (2321)
Experience waterfront elegance at this Curio Collection hotel directly on Navy Pier. Just steps from Lake Michigan, guests enjoy Latin flavors at Lirica restaurant, 2 stylish bars, and a 24-hour fitness center. Michigan Avenue shopping and convenient transit options enhance this prime Chicago location.

"Great stay!"
United States
Angela
The price is P5,954
P8,994 total
includes taxes & fees
Jan 13 - Jan 14
Sable at Navy Pier Chicago, Curio Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1930)
Steps from Grand Station, this Chicago boutique hotel offers an artsy urban retreat with a welcoming bar/lounge and fitness center. Just minutes from Millennium Park and Chicago Riverwalk, guests praise the comfortable beds and attentive staff.

"Love the location, room, staff, and bar."
United States
Jason
The price is P4,296
P5,043 total
includes taxes & fees
Jan 12 - Jan 13
ACME Hotel Chicago, Outset Collection by Hilton

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3363)
Experience urban convenience at this downtown hotel, just a 5-minute walk from Willis Tower. The Jackson Station is only 3 minutes away, with Millennium Park and Art Institute within a 10-minute stroll. Enjoy the 24-hour fitness center and on-site restaurant.

"Nice Hotel, convenient location fot shopping and walking around"
United States
Kerima
The price is P4,820
P5,658 total
includes taxes & fees
Jan 19 - Jan 20
Club Quarters Hotel, Central Loop, Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1929)
Unwind at this perfectly positioned Chicago hotel, just minutes from Millennium Park and Michigan Avenue. The American restaurant, fitness center, and room service add convenience while the Randolph-Wabash Station sits right outside for easy city exploration.

"Clean and comfy room, friendly staff, great location. "
United States
Agata
The price is P4,841
P7,447 total
includes taxes & fees
Feb 3 - Feb 4
Arlo 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 (21.3 km) from the heart of Westchester, Hilton Chicago 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 Palmer House a Hilton Hotel. 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: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Palmer House a Hilton Hotel and Embassy Suites by Hilton Chicago Downtown River North 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, Michigan Avenue, and United Center. In Westchester, there are 11 hotels and other accommodations to choose from. Find out more about Westchester.
What should I see while I'm in Westchester?
Wrigley Field, Michigan Avenue, and United Center 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.