Grayslake Holidays from NZ$2,403
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The Latest Grayslake Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was NZ$2,864, price is now NZ$2,403 per person
NZ$2,403
per person
23 Dec - 28 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (303 reviews)
I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.
Reviewed on 28 Oct 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was NZ$4,549, price is now NZ$3,265 per person
NZ$3,265
per person
23 Dec - 28 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
18.8/10 Exceptional! (1,773 reviews)
It was absolutely wonderful. We were upgraded to a suite which was pretty sweet (no pun intended)! At night the surrounding view of the lake along the lakeside of the hotel was spectacular. The Rebar on the mezzanine floor with a live musician playing a saxophone on a Saturday, was a cozy and lively setting. Welcome champagne upon check in was a nice touch. The Terrace 16 restaurant/bar also served scrumptious choices on the menu. Overall, very satisfied with our stay.
Reviewed on 14 Nov 2025
Pendry Chicago
Downtown Chicago
Price was NZ$3,053, price is now NZ$2,411 per person
NZ$2,411
per person
23 Dec - 28 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
18.8/10 Exceptional! (1,128 reviews)
Staff was our favorite part! Very very professional and friendly
Reviewed on 14 Nov 2025
Hilton Chicago O'Hare Airport
O'Hare
Price was NZ$3,323, price is now NZ$2,748 per person
NZ$2,748
per person
23 Dec - 28 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
16.4/10 Exceptional! (2,152 reviews)
Not having coffee available until 6 AM (at an airport!) is just so wrong.
Reviewed on 15 Nov 2025
The Ritz-Carlton, Chicago
Downtown Chicago
Price was NZ$3,876, price is now NZ$3,267 per person
NZ$3,267
per person
23 Dec - 28 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (1,003 reviews)
Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand.
Reviewed on 14 Nov 2025
Grayslake Holiday
Our pick of the best Grayslake Hotel Deals
Comfort Suites Grayslake near Libertyville North
1775 East Belvidere Road Grayslake IL
Fully refundableReserve now, pay when you stay
The price is NZ$174 per night from 30 Nov to 1 Dec
NZ$174
30 Nov - 1 Dec
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Our room was very spacious and i loved the jacuzzi tub in our room. Friendly staff, easy check in and check out.
Reviewed on 11 Nov 2025
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is NZ$231 per night from 24 Nov to 25 Nov
NZ$231
24 Nov - 25 Nov
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
Yes very nice staff , rooms were very clean
Reviewed on 13 Nov 2025
Motel 6 Prospect Heights, IL
540 N Milwaukee Ave Prospect Heights IL
Fully refundable
The price is NZ$80 per night from 2 Dec to 3 Dec
NZ$80
2 Dec - 3 Dec
includes taxes & fees
8/10 Very Good! (1,498 reviews)
Staff is very helpful
Reviewed on 11 Nov 2025
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 Grayslake
Lake County Fairgrounds
Take the family on an outing to Lake County Fairgrounds during your trip to Grayslake. While you're in the area, stroll along the lakeside.
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
