Find Romantic Hotels in Crestwood, IL

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Check availability on Crestwood Romantic Hotels

Tonight
Jan 29 - Jan 30
Tomorrow
Jan 30 - Jan 31
This weekend
Jan 30 - Feb 1
Next weekend
Feb 6 - Feb 8

Our top choices for Crestwood romantic hotels

Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,061 reviews)
"All around a nice stay for the holiday "
United States
Alec
The price is NT$2,659
NT$3,121 total
includes taxes & fees
Feb 3 - Feb 4
Aloft Chicago Mag Mile
Rooftop bar, alfresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,009 reviews)
"Clean rooms, great staff, and great location."
United States
Romel
The price is NT$2,261
NT$3,393 total
includes taxes & fees
Feb 24 - Feb 25
The Godfrey Hotel Chicago
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,768 reviews)
"Great stay"
United States
Jennifer
The price is NT$2,528
NT$2,968 total
includes taxes & fees
Feb 8 - Feb 9
Hilton Chicago/Magnificent Mile Suites
Exterior

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,034 reviews)
"Great place"
United States
Omar
The price is NT$2,260
NT$3,572 total
includes taxes & fees
Feb 1 - Feb 2
Warwick Allerton - Chicago
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9,821 reviews)
"Clean room, centrally located hotel. Food menu at bar a bit limited but loads of places around to eat at. Great stay"
United Kingdom
Jeff
The price is NT$4,364
NT$5,123 total
includes taxes & fees
Feb 14 - Feb 15
Congress Plaza Hotel
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,192 reviews)
"Clean, great customer service, "
United States
Arturo
The Chicago Hotel Collection - Magnificent Mile
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,202 reviews)
"Hotel staff are nice and the rooms are clean .. This hotel is close to everything , highly recommend."
United States
Maria Rochelle
The price is NT$2,719
NT$3,191 total
includes taxes & fees
Mar 1 - Mar 2
Eurostars Magnificent Mile
Premium bedding, in-room safe, desk, blackout drapes

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,708 reviews)
"Would definitely stay again…location was perfect "
United States
Ashley
The price is NT$3,166
NT$3,716 total
includes taxes & fees
Feb 8 - Feb 9
Courtyard by Marriott Chicago Magnificent Mile
Shopping mall

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,002 reviews)
"Very clean, quiet, and warm reception and service from the staff. "
United States
tim
The price is NT$2,784
NT$4,003 total
includes taxes & fees
Feb 1 - Feb 2
Millennium Knickerbocker Chicago
Lobby

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, (5,620 reviews)
"Always a great stay, clean, great breakfast, great pool. "
United States
Zachary
The price is NT$3,335
NT$3,915 total
includes taxes & fees
Feb 8 - Feb 9
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.
View all properties

Top Crestwood Hotel Reviews

The Wade

The Wade

10/10 Excellent
"Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. "
Norah 4-night trip
Posted 10 hours ago
The Wade

Frequently asked questions

Searching for romantic hotels in Crestwood?
Are you and your partner looking for a romantic vacation? Our guests also enjoy Crestwood for its restaurants and shopping. If you want to see some of the sights in Crestwood, you might consider checking out Hollywood Park. If you'd like to stay close to a certain attraction, you can sort by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Crestwood?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Crestwood: 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. Average annual precipitation for Crestwood is 47 inches.
What is there to do in Crestwood?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all there is to see and do in Crestwood. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Crestwood for its restaurants. Hollywood Park is one of the local sights that might be worth a stop.
What's the best way to get to Crestwood and around town during my romantic getaway?
This information about transportation options in Crestwood might help your romantic trip go off without a hitch: If you're looking to fly to Crestwood, the closest major airport is Chicago Midway Airport (MDW), located 8.8 mi (14.2 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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