Best Crestwood Hotels in 2026 from HK$829 - Fully Refundable Options

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Our top choices for Crestwood hotels

A modern lobby with a reception desk, a sofa, and large windows offering a view of the outside.

A modern dining area with a long table, blue chairs, and a coffee station.

A hotel room with a bed, a blue sofa, a small table, a wall-mounted lamp, and a painting.

A Holiday Inn Express building with a covered entrance and a parking lot.

1. Holiday Inn Express Crestwood by IHG

Crestwood

Passion

HK$957

HK$1,072 total

includes taxes & fees

22 Oct - 23 Oct

A spacious lobby with a modern design, featuring a seating area with sofas and armchairs, a staircase, and large windows providing natural light.

A Wingate by Wyndham hotel with a symmetrical facade, large windows, and a central entrance.

A swimming pool with lounge chairs and a view of the outside.

A hotel room with a bed, a desk, a chair, a sofa, and a television.

2. Wingate by Wyndham Tinley Park

Tinley Park

Renae M

HK$993

HK$1,122 total

includes taxes & fees

11 Oct - 12 Oct

A modern hotel with a glass facade, multiple floors, and a prominent sign.

A hotel reception desk with a marble counter, a digital kiosk, and a sign indicating Hilton Honors.

A modern conference room with a large oval table, multiple chairs, and a city view through large windows.

A hotel pool area with a clear view of the cityscape through large windows, a pool with a metal ladder, and several lounge chairs.

3. Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

Rebecca

HK$1,615

HK$1,920 total

includes taxes & fees

27 Sept - 28 Sept

A large, historic building with a central courtyard surrounded by trees.

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

4. Hilton Chicago

Downtown Chicago

Alan

HK$1,300

HK$1,776 total

includes taxes & fees

23 Oct - 24 Oct

A spacious lobby with a checkered floor, a large sofa, and multiple chairs.

A hotel room with two beds, a desk with a computer, a chair, a TV, and a large mirror.

A modern room with a checkered floor, two round tables, two armchairs, and a large window with a view of the outside.

A modern kitchen area with a long counter, various food items, and a coffee machine.

5. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Downtown Chicago

Lora J

HK$1,334

HK$1,586 total

includes taxes & fees

27 Sept - 28 Sept

An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.

A gym with multiple treadmills aligned in rows, a cityscape mural on the wall, and a view of the water outside.

The exterior of the Hyatt Centric The Loop hotel with a prominent American flag, a classic facade, and a glass entrance.

A conference room with a long table, chairs, and a projector screen.

6. Hyatt Centric The Loop Chicago

Downtown Chicago

Tamika

HK$1,562

HK$2,054 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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

A view through a circular window of a cityscape with modern buildings and a body of water in the distance.

7. Residence Inn Chicago Downtown/Loop

Downtown Chicago

HK$2,063

HK$2,453 total

includes taxes & fees

24 Oct - 25 Oct

A modern hotel lobby with a curved seating area, large windows offering city views, and a chandelier.

An indoor swimming pool with clear water, surrounded by lounge chairs and a glass wall.

A spacious lobby with a modern reception desk, comfortable seating area, and large windows offering city views.

A modern lobby with a stone wall, a flat-screen TV, and a fireplace.

8. Homewood Suites by Hilton Chicago-Downtown

Downtown Chicago

Badrddine

HK$1,727

HK$2,053 total

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with a large window, a dining area, and a view of the sea.

A modern restaurant interior with a long counter, booths, and tables.

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

A modern living room with a sectional sofa, a fireplace, and a large window offering a city view.

9. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Pramukha

HK$2,047

HK$2,434 total

includes taxes & fees

14 Oct - 15 Oct

A modern hotel with a glass facade, multiple floors, and a visible entrance.

A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.

A modern hotel room with a large window, a desk with a lamp, a sofa, and a chair.

A hotel room with a large bed, a desk with a chair, a sofa, and a TV.

10. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Yassine

HK$1,688

HK$2,007 total

includes taxes & fees

27 Sept - 28 Sept

A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

A hotel lobby with a reception desk, seating area, and a mural of a city skyline.

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

A modern bar area with a central counter, multiple seating tables, and a large window offering a view.

11. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

Mythli

HK$1,694

HK$2,154 total

includes taxes & fees

27 Sept - 28 Sept

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

A modern living room with a fireplace, leather sofas, and a wooden floor.

A hotel room with a large window, a bed, and a suitcase.

A bar with a brick archway, wooden bar counter, and stools.

12. Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

Michael

HK$1,311

HK$1,559 total

includes taxes & fees

27 Sept - 28 Sept

A cozy room with a sofa, a dining table, and a window with a view of buildings.

A modern hotel lobby with a dark wood console, a large mirror, and a view of the city through large windows.

A hotel room with a large bed, a small dining table with chairs, a brick wall, and a window with blinds.

A cozy seating area with a round table and two chairs, a brick wall, and a window with a view of buildings.

13. LIVN - West Loop Chicago

Downtown Chicago

chidubem

HK$1,172

HK$1,376 total

includes taxes & fees

27 Sept - 28 Sept

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

A conference room with a long table, chairs, and a vase.

14. River Hotel

Downtown Chicago

Isabella

HK$1,380

HK$1,641 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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

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

15. Hotel Riu Plaza Chicago

Downtown Chicago

Sean Robert

HK$2,077

HK$2,693 total

includes taxes & fees

13 Oct - 14 Oct

A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.

A modern hotel room with a sofa, ottoman, and a dining area with a bar.

A bar area with a modern design, featuring a long counter and multiple seating options.

An indoor swimming pool with lounge chairs and exercise equipment.

16. Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

zhuo

HK$1,796

HK$2,369 total

includes taxes & fees

1 Oct - 2 Oct

A grand lobby with a central bar, high ceilings, and classical architecture.

A grand hallway with ornate ceiling, chandeliers, and a reception desk at the end.

A modern living room with a sofa set, ottoman, and armchairs.

A modern living room with a round dining table, bar stools, a purple armchair, and a sofa with cushions.

17. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

Amanda

HK$1,122

HK$1,334 total

includes taxes & fees

27 Sept - 28 Sept

A hotel entrance with a glass door, a sign above the door, and two potted plants on either side.

A hotel room with a flat-screen TV, a round mirror, a wooden desk, a chair, and two beds.

A hotel reception area with a 'Treats' wall and a 'Welcome to Hampton' sign.

18. Hampton Inn Majestic Chicago Theatre District

Downtown Chicago

Jacqueline

HK$1,869

HK$2,222 total

includes taxes & fees

27 Sept - 28 Sept

An outdoor seating area with sofas and tables, surrounded by greenery and modern buildings in the background.

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

A modern hotel lobby with multiple round tables, comfortable seating, a large window offering a city view, and a contemporary art piece on the wall.

A modern hotel room with a large window, a sofa, a small table, and a kitchen area with wine bottles.

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

Downtown Chicago

Brock

HK$2,123

HK$2,524 total

includes taxes & fees

24 Oct - 25 Oct

A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.

A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.

A hotel reception area with a black reception desk, a concierge service sign, and a tiled floor.

An indoor swimming pool with lounge chairs and a no diving sign.

20. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Melissa

HK$1,793

HK$2,362 total

includes taxes & fees

1 Oct - 2 Oct

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Stay near popular Crestwood attractions

Hollywood Park

This family entertainment centre offers go-karts, mini-golf, bumper cars, and a multi-floor arcade all in one vibrant location. Enjoy chef-crafted meals between activities for a complete day of fun.

See properties

Learn more about Crestwood

Explore the sprawling Playfield Park where locals gather for weekend softball tournaments and picnics under shady oak trees. Visit Caesar Park's splash pad in summer, then grab a slice at the family-owned Aurelio's Pizza that's been serving locals since 1959.

See all hotels in Crestwood

Top Crestwood Hotel Reviews

Congress Plaza Hotel

8/10 Good

"One of the worst parking set ups..."

Hilton Chicago

10/10 Excellent

"very nice hotel"

River Hotel

8/10 Good

"Great location. Smallish rooms. Comfortable bed and clean bathroom. The only problem was; the elevators are split between top floors and bottoms floors. 2 elevators for 1-10 and 2 elevators for 11-38. There was one elevator out of order due to regular maintenance, according to the sign. It never worked during my stay. 4 days. It could take 10-14 min waiting for an elevator."

Hyatt Regency Chicago

10/10 Excellent

"Nice and clean"

The Wade

10/10 Excellent

"Beautiful"

Eurostars Magnificent Mile

10/10 Excellent

"Had a wonderful stay! Will definitely return!"

Fairmont Chicago at Millennium Park

10/10 Excellent

"This is my new favorite hotel in the city. ❤️"

Travelodge by Wyndham Downtown Chicago

10/10 Excellent

"Great hotel. It is older, but that is reflected in the price. Room was clean and staff friendly."

The Royal Sonesta Chicago Downtown

10/10 Excellent

"Excellent service! Everyone was helpful and fry! Great experience and location"

More cheap stays in Crestwood

Quality Inn & Suites Orland Park - Chicago

8800 W 159th St Orland Park IL

HK$740

HK$829 total

27 Sept - 28 Sept

includes taxes & fees

7.4/10 Good! (1,010 reviews)

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

HK$759

HK$843 total

30 Sept - 1 Oct

includes taxes & fees

9/10 Wonderful! (3,034 reviews)

Sleep Inn Midway Airport Bedford Park

6650 S Cicero Ave Chicago IL

HK$834

HK$980 total

13 Oct - 14 Oct

includes taxes & fees

8/10 Very good! (2,125 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

HK$1,155

HK$1,356 total

27 Sept - 28 Sept

includes taxes & fees

7.8/10 Good! (2,846 reviews)

Holiday Inn Express Chicago - Magnificent Mile by IHG

640 N Wabash Ave Chicago IL

HK$1,490

HK$1,772 total

27 Sept - 28 Sept

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

HK$1,527

HK$1,816 total

27 Sept - 28 Sept

includes taxes & fees

Hotels in Crestwood with star-rating

Frequently asked questions

Where is the best place for a stay in Crestwood?

River Hotel, located 17 mi (27.3 km) from the heart of Crestwood, is a top choice for your stay, based on our traveller data. Other good options for your visit to the area are Congress Plaza Hotel and The Chicago Hotel Collection Ambassador Gold Coast. See all available top hotels, or vacation rentals in Crestwood.

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

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This holiday home rental outside of Crestwood 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 Crestwood.

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

Yes, you'll find most hotel reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Crestwood.

What is the top LGBTQ-friendly accommodation in Crestwood?

Holiday Inn Express Crestwood by IHG is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. See all available hotels listed as LGBTQ-friendly in Crestwood.

What's it like to stay in Crestwood?

Visitors to Crestwood will definitely enjoy the restaurants and shopping. Tourists can also enjoy so much more including its entertainment choices. A top sight in the area is Soldier Field. In Crestwood, there are 2 hotels and other accommodation options to choose from. Find out more about Crestwood.

What are the top places to visit in Crestwood?

A favourite place to visit is Hollywood Park. Additionally, you'll find Soldier Field in the area. Take a look at what more there is to see and do in Expedia's Crestwood guide.

What's the weather like in Crestwood?

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. Average annual precipitation for Crestwood is 1187 mm.

Crestwood hotels from HK$829

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Crestwood

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Crestwood hotels

1. Holiday Inn Express Crestwood by IHG

2. Wingate by Wyndham Tinley Park

3. Hampton Inn Chicago West Loop Fulton Market Area

4. Hilton Chicago

5. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

6. Hyatt Centric The Loop Chicago

7. Residence Inn Chicago Downtown/Loop

8. Homewood Suites by Hilton Chicago-Downtown

9. Homewood Suites by Hilton Chicago Downtown South Loop

10. Hyatt Place Chicago/Downtown - The Loop

11. La Quinta Inn & Suites by Wyndham Chicago Downtown

12. Club Quarters Hotel, Central Loop, Chicago

13. LIVN - West Loop Chicago

14. River Hotel

15. Hotel Riu Plaza Chicago

16. Hyatt Centric Chicago Magnificent Mile

17. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

18. Hampton Inn Majestic Chicago Theatre District

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

20. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Stay near popular Crestwood attractions

Hollywood Park

Learn more about Crestwood

Top Crestwood Hotel Reviews

Congress Plaza Hotel

Hilton Chicago

River Hotel

Hyatt Regency Chicago

The Wade

Eurostars Magnificent Mile

Fairmont Chicago at Millennium Park

Travelodge by Wyndham Downtown Chicago

The Royal Sonesta Chicago Downtown

More cheap stays in Crestwood

Quality Inn & Suites Orland Park - Chicago

SureStay Plus Hotel by Best Western Chicago Lombard

Sleep Inn Midway Airport Bedford Park

Travelodge by Wyndham Downtown Chicago

Holiday Inn Express Chicago - Magnificent Mile by IHG

Hampton Inn Chicago Downtown/Magnificent Mile

Hotels in Crestwood with star-rating

Frequently asked questions

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