Highland Park Holidays
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Highland Park Holiday
Our pick of the best Highland Park Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is NZ$253 per night from 2 July to 3 July
NZ$253
2 July - 3 July
includes taxes & fees
8.8/10 Excellent! (2,703 reviews)
"Amazing hotel! We will be back"
Reviewed on 22 June 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$300 per night from 6 July to 7 July
NZ$300
6 July - 7 July
includes taxes & fees
8.2/10 Very good! (1,628 reviews)
"There are so many things to like about the Ambassador Hotel, starting with its incredible Gold Coast location, it’s amazing history as a landmark hotel in Chicago, it’s traditional, elegant interiors nicely updated. Last but not least a big shout out to the front desk as well as restaurant/cocktail ..."
Reviewed on 22 June 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$520 per night from 3 July to 4 July
NZ$520
3 July - 4 July
includes taxes & fees
8.4/10 Very good! (2,316 reviews)
"Such a relaxing way to fly out of O'hare on an early am flight. Dinner at the Gaslight was delicious."
Reviewed on 21 June 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 Highland Park
Wrigley Field
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
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.
What to do in Highland Park
Chicago Sightseeing River and Lake Cruise
NZ$78
per adult
100% of travellers recommend
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- Visit Highwood
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- Schaumburg Medieval Times
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- Northbrook Village Hall
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- Kathy Osterman Beach
- Rob Roy Golf Course
- Adagio Teas
- Schaumburg Convention Center
- Camp Pine Woods
- Breezewald Park
- Northwestern University
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- Grandparents Park
- Bonnie Brook Golf Course
- Chevy Chase Country Club
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
