Pistakee Highlands Holidays from NZ$2,594

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Top Holiday Package Deals in Pistakee Highlands

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was NZ$3,219, price is now NZ$2,594 per person
NZ$2,594
per person
22 Dec - 27 Dec
found 12 hours ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
A great location, a fabulous building, and a delightful room. The one mystery was a background thumping noise that persisted throughout the stay. Fortunately, didn't disturb sleep. The reception staff sloughed off any knowledge or interest in the cause, but we couldn't imagine that the source was an unknown to hotel staff, and potentially fixable.

Reviewed on 12 Nov 2025

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was NZ$4,299, price is now NZ$2,678 per person
NZ$2,678
per person
22 Dec - 27 Dec
found 12 hours ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
8.8/10 Excellent! (1,070 reviews)
Great trip! Will stay again.

Reviewed on 2 Nov 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was NZ$4,432, price is now NZ$3,407 per person
NZ$3,407
per person
22 Dec - 27 Dec
found 12 hours ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
9.6/10 Exceptional! (1,006 reviews)
This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend!

Reviewed on 20 Oct 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was NZ$3,323, price is now NZ$2,689 per person
NZ$2,689
per person
22 Dec - 27 Dec
found 12 hours ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
9/10 Wonderful! (367 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.

Reviewed on 9 Nov 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was NZ$3,062, price is now NZ$2,601 per person
NZ$2,601
per person
22 Dec - 27 Dec
found 12 hours ago
Return direct 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

Our pick of the best Pistakee Highlands Hotel Deals

Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is NZ$346 per night from 19 Nov to 20 Nov
NZ$346
19 Nov - 20 Nov
includes taxes & fees
8.6/10 Excellent! (3,026 reviews)
Everything was wonderful

Reviewed on 5 Nov 2025

Timber Ridge Lodge and Waterpark
La Quinta Inn & Suites by Wyndham Chicago Gurnee

La Quinta Inn & Suites by Wyndham Chicago Gurnee

3 out of 5
5688 Northridge Rd, Gurnee, IL
Fully refundableReserve now, pay when you stay
The price is NZ$133 per night from 17 Nov to 18 Nov
NZ$133
17 Nov - 18 Nov
includes taxes & fees
7.8/10 Good! (1,399 reviews)
Check in was great. The staff was kind and courteous.

Reviewed on 8 Nov 2025

La Quinta Inn & Suites by Wyndham Chicago Gurnee
Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is NZ$225 per night from 17 Nov to 18 Nov
NZ$225
17 Nov - 18 Nov
includes taxes & fees
9/10 Wonderful! (1,311 reviews)
Great clean room

Reviewed on 8 Nov 2025

Harbor Shores on Lake Geneva
See all 910 properties in Pistakee Highlands
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.

Frequently asked questions

How much does a Pistakee Highlands holiday package cost?
Starting from just NZ$2,594, a package is your gateway to affordable travel. Put together your Pistakee Highlands adventure by selecting from our wide range of hotels, flights and rental cars.
How do I get a cheap travel package to Pistakee Highlands?
Booking a Pistakee Highlands holiday package with Expedia is a great way to save. We have over 550 partner airlines and 1 000 000 hotel options across the globe. With such a huge range to pick from, you'll have no trouble putting together your ideal escape.
Where should I stay in Pistakee Highlands?
There's lots to explore in Pistakee Highlands, so spend your nights close to its best attractions and treat yourself to more time sightseeing. Stades Farm & Market is one spot to add to your to-do list.
How far in advance should I book my Pistakee Highlands holiday?
Search Expedia to compare international airfares as soon as possible. In most cases, you can purchase a seat up to 12 months prior to departure. If you can't find your preferred air carrier, or you've left things to the last minute, fear not. The lowest prices to Pistakee Highlands occasionally appear a few weeks before the date of departure.
What does an Expedia Pistakee Highlands travel package include?
From hotels and airfares to car rentals, Expedia can help you create a Pistakee Highlands package that's ideal for you. Heading off for a while? Look into a flight, rental car and hotel bundle. If you're taking a short break, an airfare and hotel deal could suit you better. Tours and activities can be added once you've made your booking. Our holiday packages make it simple to plan and save.
What should I know before booking a Pistakee Highlands travel package?
You'll enjoy terrific savings when you combine your flights, hotels and rental cars into a package. Plus, booking everything in one place makes trip planning easier. So why waste your money or time? Whether you're organising a ritzy city getaway or a budget solo adventure, have a look at our holiday packages today.
Can I choose my airline with a Pistakee Highlands Expedia holiday package?
Yes, definitely. Expedia has more than 550 airline partners to pick from around the globe. With such a huge range of choice, finding the perfect carrier to fly you to Pistakee Highlands won't be hard.
If I'm not able to travel, can I cancel my Pistakee Highlands holiday package?
Plans can change unexpectedly, so yes, you can. You may be able to cancel and rebook your Pistakee Highlands holiday package at no cost if you've booked in the last 24 hours. For older bookings, you can still cancel and rebook, but your car rental company, hotel or airline may charge additional fees. Want more information? Check out our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Pistakee Highlands

Volo Auto Museum

You can spend time exploring the galleries in Volo Auto Museum during your travels in Lakemoor. While you're in the area, stroll along the lakeside.

Volo Auto Museum

Stades Farm & Market

You can enjoy retail therapy at Stades Farm & Market during your visit to McHenry. Wander the riverfront in this family-friendly area.

Stades Farm & Market

Activities

Volo Auto Museum: Admission Ticket

Volo Auto Museum: Admission Ticket

NZ$42
per adult
88% of travellers recommend
Volo Auto Museum: Admission Ticket
See all activities in McHenry
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.