Find Romantic Hotels in Highland Hills, IL

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Check availability on Highland Hills Romantic Hotels

Our top choices for Highland Hills romantic hotels

Exterior
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2036)
"room was good,location was perfect!"
United States
Kyan
The price is AED 382
AED 448 total
includes taxes & fees
24 Dec - 25 Dec
Holiday Inn Chicago Dwtn - The Mart by IHG
American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1760)
"Great location with friendly staff and clean, comfortable room"
United States
Aubrey
The price is AED 324
AED 380 total
includes taxes & fees
11 Jan - 12 January 2026
Crowne Plaza Chicago West Loop by IHG
Exterior
The Emily Hotel

The Emily Hotel

The Emily Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1281)
"Very pleasant stay for my birthday! Will definitely come back and recommend to others! Top notch service and rooms were beautiful and comfortable!"
United States
Daniela
The Emily Hotel
Staircase
The Publishing House B&B

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (189)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is AED 734
AED 829 total
includes taxes & fees
18 Dec - 19 Dec
The Publishing House B&B
Daily full breakfast (USD 27.76 per person)
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2207)
"Very nice place to stay "
United States
Ramon
The price is AED 403
AED 459 total
includes taxes & fees
16 Dec - 17 Dec
Hyatt Regency O'Hare Chicago
Exterior
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
3.0 star property
Schiller Park
8.0 out of 10, Very Good, (2766)
"Room was clean and beds were comfortable. "
United States
Daniel
The price is AED 247
AED 281 total
includes taxes & fees
28 Dec - 29 Dec
Comfort Suites Chicago O'Hare Airport
Reception hall
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
4.5 star property
Rosemont
9.4 out of 10, Exceptional, (1915)
"Great theater location. "
United States
Stephen
The price is AED 511
AED 582 total
includes taxes & fees
19 Dec - 20 Dec
Loews Chicago O'Hare Hotel
Exterior
Fairfield Inn & Suites by Marriott Chicago O'Hare

Fairfield Inn & Suites by Marriott Chicago O'Hare

Fairfield Inn & Suites by Marriott Chicago O'Hare
2.5 star property
Des Plaines
9.2 out of 10, Wonderful, (842)
"The room was clean and the girl at the front desk was great."
United States
Patricia
The price is AED 340
AED 388 total
includes taxes & fees
25 Dec - 26 Dec
Fairfield Inn & Suites by Marriott Chicago O'Hare
Front of property - evening/night
Eaglewood Resort and Spa

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1016)
"Clean hotel, very friendly staff "
United States
Sherelle
The price is AED 375
AED 497 total
includes taxes & fees
21 Dec - 22 Dec
Eaglewood Resort and Spa
Bar (on property)
DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center
4.0 star property
Skokie
8.8 out of 10, Excellent, (1004)
"Room was very comfortable."
United States
Rosalyn
The price is AED 364
AED 417 total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Chicago - North Shore Conference Center
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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Top Highland Hills Hotel Reviews

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Very clean, nice layout"
Andrea 1-night trip
Posted 3 days ago
Hyatt Regency O'Hare Chicago

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Frequently asked questions

Searching for romantic hotels in Highland Hills?
If you and your partner need some romantic time away, we've got just the thing. Our guests also love Highland Hills for its array of dining options and major shopping area. If you want to get out and explore the larger area, you might head to Yorktown Shopping Center, Oakbrook Center Mall, or Drury Lane Theater. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
What is there to do in Highland Hills?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Highland Hills. Couples looking for a little of everything will enjoy Highland Hills for its restaurants, coffeehouses, and shopping. There's plenty to see in the greater Lombard area, so you might plan to visit Yorktown Shopping Center, Oakbrook Center Mall, or Drury Lane Theater.