Find hotels in Crestwood, IL from ฿1,724

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Our top choices for Crestwood hotels

Holiday Inn Express Crestwood by IHG

Holiday Inn Express Crestwood by IHG
2.5 star property
Crestwood
7.8 out of 10, Good, (1001)
Located near Midlothian Station, this hotel offers quiet rooms, free breakfast, and convenient parking. Business travellers appreciate nearby dining options within a block, while the indoor pool and fitness centre provide refreshing leisure opportunities.

"The staff, room, and overall location was perfect. "
United States
David
The price is ฿2,457
฿2,752 total
includes taxes & fees
9 Jan - 10 Jan 2026
Holiday Inn Express Crestwood by IHG

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2658)
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 centre, then relax at the bar or café. Michigan Avenue shopping, Millennium Park, and Chicago Riverwalk await nearby.

"It's an excellent place."
United States
Jose
The price is ฿1,820
฿2,684 total
includes taxes & fees
4 Jan - 5 Jan 2026
Freehand Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9698)
Immerse in this historic Chicago hotel offering majestic lake vistas and beautiful sunrises. Just steps from Columbia College, with 2 restaurants and bars on site. Guests love the central location near public transport and major attractions.

"Wonderful stay!"
United States
Zach
The price is ฿2,411
฿2,830 total
includes taxes & fees
26 Dec - 27 Dec
Congress Plaza Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2965)
Experience modern comfort in city centre 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 centre and bar for your urban adventure.

"Great place to stay"
United States
Elisha
The price is ฿2,677
฿3,142 total
includes taxes & fees
22 Jan - 23 Jan 2026
Aloft Chicago Mag Mile

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3007)
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 centre and convenient bar/lounge after a day of city exploration.

"Enjoyed this hotel stay. "
United States
Kimberly
The price is ฿2,065
฿3,338 total
includes taxes & fees
6 Jan - 7 Jan 2026
Warwick Allerton - Chicago

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, (3789)
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.

"Clean room, good location, friendly staff"
United States
Zacharias
The price is ฿2,381
฿2,795 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Whitehall Hotel, BW Premier Collection

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4856)
Strategically positioned near Michigan Avenue, this hotel offers business travellers easy access to Chicago Riverwalk and Millennium Park. Enjoy free WiFi, convenient room service, and a fitness centre while Clark-Lake Station is just 7 minutes away.

"Great location, comfortable room, and nice staff."
United States
Claudia
The price is ฿2,325
฿2,730 total
includes taxes & fees
25 Dec - 26 Dec
River Hotel

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1051)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is ฿3,048
฿4,491 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hyatt Centric Chicago 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, (2285)
Experience waterfront elegance at this Curio Collection hotel directly on Navy Pier. Just steps from Lake Michigan, guests enjoy Latin flavours at Lirica restaurant, 2 stylish bars, and a 24-hour fitness centre. Michigan Avenue shopping and convenient transit options enhance this prime Chicago location.

"Great staff and restaurants!!"
United States
Abigale
The price is ฿2,551
฿4,053 total
includes taxes & fees
20 Jan - 21 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1465)
Located in Chicago's Theatre District, this hotel offers comfortable beds and a health club. Grab a bite at Intermission restaurant or the bar. Lake Station is steps away, with Chicago Riverwalk and Millennium Park nearby. The helpful staff ensures a memorable stay.

"The staff was super friendly at check-in and the bartender was very nice!"
United States
Jennifer
The price is ฿2,735
฿3,210 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cambria Hotel Chicago Loop - Theatre District

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3510)
Stylish hotel minutes from Chicago Riverwalk and Merchandise Mart with convenient access to public transit. Relax in the indoor pool, sauna, and bar after exploring Michigan Avenue, or maintain routines at the 24-hour fitness centre.

"Really nice hotel"
United States
Saulius
The price is ฿3,173
฿3,725 total
includes taxes & fees
25 Dec - 26 Dec
voco Chicago Downtown - Riverwalk by IHG

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, (1492)
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.

"Nice stay"
United States
Michelle
The price is ฿2,015
฿3,278 total
includes taxes & fees
18 Jan - 19 Jan 2026
Claridge House Chicago, Tapestry Collection by Hilton

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3041)
"Excellent stay great location and great rooms"
United States
Joseph
The price is ฿3,100
฿4,516 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Riu Plaza Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3158)
Immerse yourself in Chicago's heartbeat at this boutique hotel, just a 5-minute walk from Michigan Avenue and State Street. Unwind at the full-service spa, workout in the fitness centre, or rejuvenate in the sauna. Chicago Station is only 3 minutes away.

"Amazing stay very clean and beautiful views "
United States
Deigo
The price is ฿2,913
฿3,420 total
includes taxes & fees
22 Jan - 23 Jan 2026
Eurostars Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2762)
Just a 10-minute walk from Michigan Avenue, this hotel offers free breakfast and room service. Guests can use the fitness centre before exploring nearby Chicago Riverwalk and Millennium Park. Grand Station is 8 minutes away.

"Excellent place to stay "
United States
Teniesha
The price is ฿2,628
฿3,998 total
includes taxes & fees
6 Jan - 7 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3331)
Experience urban convenience at this city centre 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 centre and on-site restaurant.

"Great hotel "
United States
Anthony
The price is ฿2,325
฿2,730 total
includes taxes & fees
25 Dec - 26 Dec
Club Quarters Hotel, Central Loop, 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, (2014)
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 ฿2,325
฿2,730 total
includes taxes & fees
25 Dec - 26 Dec
Club Quarters Hotel Wacker at Michigan, Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2004)
This historic gem sits steps from Lake Michigan, offering effortless access to Chicago's vibrant attractions. The 24-hour fitness centre complements comfortable beds and attentive staff service. Guests praise the quiet atmosphere and convenient transit connections to explore the city.

"Great location, clean hotel"
United States
Andre
The price is ฿2,737
฿3,944 total
includes taxes & fees
28 Dec - 29 Dec
Millennium Knickerbocker Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2198)
Located in bustling city centre, 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.

"Great location, easy parking. "
United States
Maria
The price is ฿2,653
฿3,114 total
includes taxes & fees
5 Jan - 6 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2467)
Experience an urban retreat with a 24-hour health club and convenient bar/lounge. Just 6 minutes from Chicago Station and a short stroll to Water Tower Place and Chicago Riverwalk. Guests rave about the spotless rooms, attentive staff and prime city centre location.

"Decent hotel in a great location with extremely helpful staff. "
United States
Aaron
The price is ฿3,335
฿4,864 total
includes taxes & fees
22 Jan - 23 Jan 2026
Hotel Felix River North/Magnificent Mile
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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Stay near popular Crestwood attractions

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.

Reflection on Lake at Dusk at Turtlehead Lake Nature Preserve in Orland Park, IL (Suburban Chicago)

Top Crestwood Hotel Reviews

More cheap stays in Crestwood

Frequently asked questions

Where is the best place for a stay in Crestwood?
Hilton Chicago/Magnificent Mile Suites, located 17.8 mi (28.7 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 Silversmith Hotel Chicago Downtown and Club Quarters Hotel Wacker at Michigan, Chicago. See all available top hotels, or 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 4 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.

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