Best Westchester Hotels in 2026 from HK$669 - Fully Refundable Options

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Our top choices for Westchester hotels

A restaurant with multiple tables and chairs, a bar area, and various framed pictures on the walls.

A bar area with a wooden counter, bar stools, and a wall-mounted sign reading "Best Brews".

A reception desk with a digital screen, name tags, and a poster advertising local favorites.

A gym with treadmills, elliptical machines, and weight equipment.

1. Four Points by Sheraton Chicago Westchester/Oak Brook

Westchester

Jasmin

HK$861

HK$964 total

includes taxes & fees

4 Nov - 5 Nov

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

A residential street with a sidewalk, houses, and greenery.

2. Carleton of Oak Park

Oak Park

Brad

HK$961

HK$1,066 total

includes taxes & fees

28 Oct - 29 Oct

A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.

A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.

A hotel room with two beds, a desk, a chair, a TV, and a window with a view.

3. Hampton Inn Chicago-O'Hare International Airport

Schiller Park

Jennifer

HK$981

HK$1,128 total

includes taxes & fees

1 Nov - 2 Nov

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

A hotel room with a large bed, a TV mounted on the wall, a desk with a chair, and a microwave.

A spacious lobby with a modern design, featuring a seating area with sofas and chairs, a coffee table, and a large flat-screen TV mounted on the wall.

A snack and beverage kiosk with various snacks and drinks.

4. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

Blessing

HK$760

HK$843 total

includes taxes & fees

28 Oct - 29 Oct

A spacious lounge area with leather sofas, a coffee table, and a patterned rug.

A modern kitchen with a dining area, wooden flooring, and a black staircase.

A modern kitchen with a dining area, large windows, and a staircase to an upper level.

A modern lounge area with a sectional sofa, a fireplace, and a bar with stools.

5. Staybridge Suites Chicago O'Hare - Rosemont by IHG

Rosemont

Yoeshua

HK$1,122

HK$1,307 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.

A hotel reception desk with two computer stations, a modern wall design, and a visible window.

A modern hotel corridor with wooden paneling, a staircase, and a snack bar with various packaged goods.

A large conference room with rows of chairs, a stage, and a carpeted floor.

6. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Des Plaines

Arlene

HK$1,028

HK$1,213 total

includes taxes & fees

1 Nov - 2 Nov

A modern lounge area with leather sofas, a coffee table, and a patterned rug.

A modern living room with a brown leather sofa, a coffee table, and a side table with a lamp.

A hotel room with two beds, a desk, a chair, a TV, and a large window with a city view.

An outdoor patio with a wooden table and wicker chairs, surrounded by blue umbrellas, and a building with large windows in the background.

7. Holiday Inn Chicago O'Hare – Rosemont by IHG

Rosemont

Crystal

HK$1,091

HK$1,257 total

includes taxes & fees

1 Nov - 2 Nov

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.

A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

A bar area with a long counter, multiple shelves of bottles, and four bar stools.

8. L7 Chicago by LOTTE

Downtown Chicago

Jeffrey Thomas

HK$1,507

HK$1,791 total

includes taxes & fees

1 Nov - 2 Nov

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

A bar with a circular liquor display, seating with stools, and a city view through large windows.

A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.

9. Hyatt Regency Chicago

Downtown Chicago

Mercy

HK$1,868

HK$2,501 total

includes taxes & fees

31 Oct - 1 Nov

A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

A person sitting by a window with a cityscape view.

The Intercontinental hotel facade with a large American flag and a floral display.

10. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Reginald

HK$1,664

HK$2,253 total

includes taxes & fees

31 Oct - 1 Nov

A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

A hotel room with a large bed, two bedside lamps, and a city view through a large window.

A multi-story hotel with a modern glass facade, located in an urban setting with a parking lot and street views.

A modern living room with a large window, a potted plant, and a variety of seating options including a sofa, armchairs, and ottoman.

11. Hyatt Place Chicago/River North

Downtown Chicago

Iminique

HK$1,366

HK$1,624 total

includes taxes & fees

12 Nov - 13 Nov

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

A modern gym with various exercise equipment, large windows, and a city view.

A modern interior with a long counter, glass partitions, and a brick wall backdrop.

A modern lounge area with seating, a bar, and large windows offering views.

12. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Georgianna

HK$1,530

HK$1,819 total

includes taxes & fees

1 Nov - 2 Nov

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

A modern lobby with a reception desk, seating area, staircase, and decorative lighting.

A modern hotel with a corner location, large windows, and a green awning.

A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.

13. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Catherine

HK$1,068

HK$1,270 total

includes taxes & fees

1 Nov - 2 Nov

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

A bar area with a long counter, blue bar stools, and a variety of bottles and glasses.

A modern hotel room with a large bed, a desk, a sofa, and a view of the city.

A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

14. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Keeven

HK$1,768

HK$2,335 total

includes taxes & fees

15 Nov - 16 Nov

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

A bar area with a marble countertop, bar stools, and a variety of bottles.

A spacious lobby with a marble floor, a reception desk, and a glass partition.

15. Hotel Riu Plaza Chicago

Downtown Chicago

Kevin

HK$1,378

HK$1,862 total

includes taxes & fees

11 Nov - 12 Nov

A hotel lobby with a bar area, a chandelier, and a reception desk.

A high-rise building with a clock tower, large windows, and a busy street with vehicles.

A hotel lobby with leather seating, a flat-screen TV, and large windows with a view of the cityscape.

A lobby with a sofa, a coffee table, and an ottoman. There are wooden columns and a chandelier.

16. Residence Inn Chicago Downtown/Loop

Downtown Chicago

Karla

HK$1,876

HK$2,230 total

includes taxes & fees

30 Oct - 31 Oct

A bar area with a counter, bar stools, and a display of liquor bottles.

A hotel room with a large bed, a blue sofa, a desk with a TV, and a window with a city view.

A spacious lobby with a bar area, seating arrangements, and a large map on the wall.

17. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Downtown Chicago

Jeanvia

HK$1,010

HK$1,201 total

includes taxes & fees

1 Nov - 2 Nov

A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.

A spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.

A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.

18. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Eliana

HK$1,328

HK$1,578 total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a wooden floor, a central round table with decorative items, a reception desk, and framed artwork on the walls.

A hotel room with two beds, a desk with a television, a chair, a ceiling fan, and a window with a view of a building.

A modern dining area with a central island, chairs, pendant lights, and a decorative wall with a motivational quote.

A conference room with a long table, chairs, a projector screen, and a television on the wall.

19. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Downtown Chicago

Brock

HK$1,608

HK$1,911 total

includes taxes & fees

30 Oct - 31 Oct

An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

A modern building with large glass windows and a covered walkway.

A grand ballroom with ornate chandeliers, round tables with floral centerpieces, and elegant chairs.

A person overlooking a cityscape from a high vantage point.

20. Palmer House a Hilton Hotel

Downtown Chicago

Christy

HK$1,494

HK$2,010 total

includes taxes & fees

31 Oct - 1 Nov

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Learn more about Westchester

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

See all hotels in Westchester

A calm lake with ducks, autumn trees, and a grassy park area.

Top Westchester Hotel Reviews

The Royal Sonesta Chicago Downtown

8/10 Good

"Room was good … but there was really bad sewer smell in bathroom"

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Had a great stay and the staff was fantastic"

Hilton Chicago O'Hare Airport

10/10 Excellent

"The convenience of the hotel location is key. But for what they charging PLEASE UPDATE THE HOTEL and not just the entrance."

Hyatt Regency Chicago

10/10 Excellent

"Great location"

The Godfrey Hotel Chicago

10/10 Excellent

"Amazing locations and staff!"

More cheap stays in Westchester

Red Roof Inn PLUS+ Chicago - Naperville

1698 West Diehl Road Naperville IL

HK$600

HK$669 total

1 Nov - 2 Nov

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

HK$634

HK$710 total

23 Oct - 24 Oct

includes taxes & fees

Comfort Inn Chicago Schaumburg - O'Hare Airport

1300 E Higgins Rd Schaumburg IL

HK$703

HK$809 total

15 Nov - 16 Nov

includes taxes & fees

7.2/10 Good! (1,010 reviews)

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

HK$760

HK$843 total

28 Oct - 29 Oct

includes taxes & fees

9/10 Wonderful! (3,061 reviews)

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

HK$861

HK$1,023 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,666 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

HK$925

HK$1,100 total

11 Nov - 12 Nov

includes taxes & fees

7.8/10 Good! (2,898 reviews)

Frequently asked questions

What's the best place to stay in Westchester?

Located 13.4 mi (21.5 km) from the heart of Westchester, River Hotel is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Congress Plaza Hotel and The Chicago Hotel Collection Ambassador Gold Coast. See all available top hotels, or vacation rentals in Westchester.

What are some of the best holiday rentals that Westchester has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This holiday home rental outside of Westchester is located in the city centre, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all vacation rentals in Westchester.

If I need to cancel my hotel reservation in Westchester, will I receive a refund?

Yes! Most hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, it may still be possible to cancel it 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 favourite LGBTQ-friendly accommodation in Westchester?

Four Points by Sheraton Chicago Westchester/Oak Brook is a top LGBTQ-friendly hotel, and features free Wi-Fi and pillowtop beds. See all available hotels listed as LGBTQ-friendly in Westchester.

What's the best dog-friendly place to stay in Westchester?

Four Points by Sheraton Chicago Westchester/Oak Brook is a top hotel for people travelling with their pets, and offers a restaurant and a fitness centre for its human guests. See more pet-friendly hotel accommodations in Westchester.

What are some accommodation options with pools in Westchester?

Hilton Chicago: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool and a health club. Also, another option that features an on-site pool is InterContinental Chicago Magnificent Mile by IHG. View all hotels with pools in Westchester.

What's it like to stay in Westchester?

Visitors to Westchester will definitely enjoy the shopping and restaurants. Tourists can also enjoy so much more including its basketball games. Around the area, top sights include Wrigley Field, Soldier Field and Navy Pier. In Westchester, there are 12 hotels and other accommodation options to choose from. Find out more about Westchester.

What should I see while I'm in Westchester?

Wrigley Field, Soldier Field and Navy Pier are some of the notable places to visit in the surrounding area. Additionally, you'll find United Center and Michigan Avenue in the area. Take a look at what more there is to see and do in Expedia's Westchester guide.

What's the seasonal weather in Westchester?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Westchester are January, November, February and December, with each month seeing an average of 13 cm of snowfall.

Westchester hotels from HK$669

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Westchester

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Westchester hotels

1. Four Points by Sheraton Chicago Westchester/Oak Brook

2. Carleton of Oak Park

3. Hampton Inn Chicago-O'Hare International Airport

4. SureStay Plus Hotel by Best Western Chicago Lombard

5. Staybridge Suites Chicago O'Hare - Rosemont by IHG

6. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

7. Holiday Inn Chicago O'Hare – Rosemont by IHG

8. L7 Chicago by LOTTE

9. Hyatt Regency Chicago

10. InterContinental Chicago Magnificent Mile by IHG

11. Hyatt Place Chicago/River North

12. Hyatt House Chicago/West Loop-Fulton Market

13. Hampton Inn & Suites Chicago Downtown

14. LondonHouse Chicago, Curio Collection by Hilton

15. Hotel Riu Plaza Chicago

16. Residence Inn Chicago Downtown/Loop

17. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

18. Embassy Suites by Hilton Chicago Downtown River North

19. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

20. Palmer House a Hilton Hotel

Learn more about Westchester

Top Westchester Hotel Reviews

The Royal Sonesta Chicago Downtown

The Chicago Hotel Collection Ambassador Gold Coast

Hilton Chicago O'Hare Airport

Hyatt Regency Chicago

The Godfrey Hotel Chicago

More cheap stays in Westchester

Red Roof Inn PLUS+ Chicago - Naperville

Red Roof Inn PLUS+ Chicago - Willowbrook

Comfort Inn Chicago Schaumburg - O'Hare Airport

SureStay Plus Hotel by Best Western Chicago Lombard

Hampton Inn Chicago Downtown/Magnificent Mile

Travelodge by Wyndham Downtown Chicago

Frequently asked questions

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