Highwood Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Highwood Vacation Packages
Highwood Hotel Deals
Holiday Inn Chicago North-Evanston by IHG
1501 Sherman Ave Evanston IL
Fully refundable
The price is ₩118,582 per night from Mar 22 to Mar 23
₩118,582
₩135,756 total
Mar 22 - Mar 23
includes taxes & fees
8.6/10 Excellent! (1,794 reviews)
The room was very dated. There were no extra amenities such as f stops, hair cover, etc. The shower curtain was too short, resulting in the floor getting soaked. The staff neglected to make up our room one day and when we complained we got the runaround saying it must have been our fault that we ...
Reviewed on Feb 25, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩279,322 per night from Mar 20 to Mar 21
₩279,322
₩327,894 total
Mar 20 - Mar 21
includes taxes & fees
8.4/10 Very Good! (2,243 reviews)
Food was great at the Aviator. The room was clean, quiet and comfortable and everyone went out of their way at the front desk to accommodate us.
Reviewed on Feb 26, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is ₩180,509 per night from Mar 1 to Mar 2
₩180,509
₩205,745 total
Mar 1 - Mar 2
includes taxes & fees
8.8/10 Excellent! (2,371 reviews)
Great experience
Reviewed on Feb 26, 2026
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.
Discover the most popular places to visit in Highwood
Navy Pier
4.5/5(4,870 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Millennium Park
4.5/5(7,198 reviews)
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Grant Park
4.5/5(3,318 reviews)
Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
