Highwood Holidays
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Highwood Holiday
Our pick of the best Highwood Hotel Deals
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$509 per night from 23 May to 24 May
NZ$509
23 May - 24 May
includes taxes & fees
8.4/10 Very Good! (2,303 reviews)
Clean room, comfortable beds and pillows, great coffee shop in lobby.
Reviewed on 16 May 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is NZ$330 per night from 21 May to 22 May
NZ$330
21 May - 22 May
includes taxes & fees
8.8/10 Excellent! (2,540 reviews)
Spacious room. Stayed at the renovated wing but no soundproofed walls- woke up by heavy footsteps next door at 5 ish first day and alarm went off at a nearby room at 6am the second day for 15 min. The room was a bit dusty n deeper cleaning needed. Wifi- weakest wifi signal I have ever had in a hotel ...
Reviewed on 16 May 2026
Marriott Chicago O'Hare
8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$340 per night from 25 May to 26 May
NZ$340
25 May - 26 May
includes taxes & fees
8.6/10 Excellent! (1,238 reviews)
Check in took a bit longer than expected which seemed to be due to staffing issues. The room was clean and ready for us upon check in. The parking available through the hotel and also the long-term airport parking were a bit confusing for our stay and we left for our trip still unsure of if we were ...
Reviewed on 4 May 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
Wrigley Field
4.5/5(21 reviews)
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
4.5/5(64 reviews)
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.
What to do in Highwood
Skydeck - Willis Tower Admission
NZ$74
per adult
96% of travellers recommend
Chicago Sightseeing River and Lake Cruise
NZ$77
per adult
100% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
