Find hotels in Crestwood, IL from ฿1,484

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

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, (1002)
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.

"Very pleasant and friendly staff "
United States
Tina
The price is ฿2,725
฿3,052 total
includes taxes & fees
30 Jan - 31 Jan
Holiday Inn Express Crestwood by IHG

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2697)
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.

"Great fun place to stay close to most things in downtown "
United States
Kayla
The price is ฿1,692
฿2,537 total
includes taxes & fees
1 Feb - 2 Feb
Freehand Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3125)
"Second time to stay here, everything is great!"
United States
Wei
The price is ฿2,825
฿4,195 total
includes taxes & fees
8 Feb - 9 Feb
Hotel Riu Plaza Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3017)
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.

"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is ฿1,936
฿3,188 total
includes taxes & fees
19 Jan - 20 Jan
Warwick Allerton - Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3015)
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 ฿2,371
฿2,783 total
includes taxes & fees
19 Jan - 20 Jan
Aloft Chicago Mag Mile

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4890)
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.

"Would stay there again"
United States
Zach
The price is ฿2,556
฿3,001 total
includes taxes & fees
21 Jan - 22 Jan
River Hotel

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, (1515)
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 ฿1,772
฿3,000 total
includes taxes & fees
1 Feb - 2 Feb
Claridge House Chicago, Tapestry Collection by Hilton

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, (4307)
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 ฿2,430
฿2,853 total
includes taxes & fees
19 Jan - 20 Jan
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3674)
"Great stay!!!"
United States
Lorenzo Martrel
The price is ฿2,800
฿3,287 total
includes taxes & fees
18 Jan - 19 Jan
Hilton Chicago/Magnificent Mile Suites

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1979)
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 energise in the 24-hour fitness centre. 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 ฿2,732
฿3,942 total
includes taxes & fees
1 Feb - 2 Feb
The Godfrey Hotel Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9743)
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
Congress Plaza Hotel

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2347)
Immerse yourself in city centre Chicago at this sleek hotel offering a stunning rooftop terrace. Just 5 minutes from Millennium Park and State Street, with Monroe Station right outside. Unwind at the bar after a workout in the 24-hour fitness centre.

"Great hotel!!"
United States
Juancarlos
The price is ฿3,094
฿4,415 total
includes taxes & fees
9 Jan - 10 Jan
Hyatt Centric The Loop 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, (3860)
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.

"great location"
Mexico
Isabel
The price is ฿2,388
฿2,803 total
includes taxes & fees
19 Jan - 20 Jan
The Whitehall Hotel, BW Premier Collection

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2223)
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.

"Fantastic stay! Looking forward to staying here again!!"
United States
Amber
The price is ฿2,660
฿3,123 total
includes taxes & fees
4 Feb - 5 Feb
DoubleTree by Hilton Chicago - Magnificent Mile

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2006)
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.

"Very clean, quiet, and warm reception and service from the staff. "
United States
tim
The price is ฿2,777
฿3,992 total
includes taxes & fees
11 Jan - 12 Jan
Millennium Knickerbocker 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, (2047)
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 ฿2,556
฿3,001 total
includes taxes & fees
21 Jan - 22 Jan
Club Quarters Hotel Wacker at Michigan, Chicago

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1581)
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 ฿3,151
฿3,699 total
includes taxes & fees
19 Jan - 20 Jan
The Wade

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, (1936)
Steps from Grand Station, this Chicago boutique hotel offers an artsy urban retreat with a welcoming bar/lounge and fitness centre. 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 ฿2,341
฿2,748 total
includes taxes & fees
18 Jan - 19 Jan
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, (3352)
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.

"Nice Hotel, convenient location fot shopping and walking around"
United States
Kerima
The price is ฿2,605
฿3,058 total
includes taxes & fees
11 Jan - 12 Jan
Club Quarters Hotel, Central Loop, Chicago

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5524)
Centrally located steps from Grand Station, this hotel offers river views and spacious suites. Start your day with complimentary breakfast, explore Michigan Avenue and the Riverwalk, then return for a relaxing swim in the indoor pool.

"Great stay … hotel was just perfect for our vacation "
United States
Edwin
The price is ฿2,916
฿3,423 total
includes taxes & fees
19 Jan - 20 Jan
Embassy Suites by Hilton Chicago Downtown River North
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.
Save an average of 15% on thousands of hotels when you're signed in

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, located 16 mi (25.8 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 Hilton Chicago/Magnificent Mile Suites and Palmer House a Hilton Hotel. 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.

Explore a world of travel with Expedia