Pistakee Highlands Holidays

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

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €1,234, price is now €989 per person
€989
per person
29 Dec - 2 Jan
found 1 day ago
Return flight included
Dublin (DUB) 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

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €2,484, price is now €1,805 per person
€1,805
per person
19 Dec - 24 Dec
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
FOOD WAS GOOD, JUST A LITTLE COLD, BUT NO MAJOR PROBLEMS

Reviewed on 12 Nov 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was €1,766, price is now €1,366 per person
€1,366
per person
29 Dec - 2 Jan
found 13 hours ago
Return flight included
Dublin (DUB) 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 €1,350, price is now €1,075 per person
€1,075
per person
29 Dec - 2 Jan
found 1 day ago
Return flight included
Dublin (DUB) 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

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was €2,128, price is now €1,751 per person
€1,751
per person
29 Dec - 2 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,009 reviews)
Staff is always there for your every need. Excellent clean room. Quiet and luxurious

Reviewed on 7 Nov 2025

Top hotels in Pistakee Highlands

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 €169 per night from 25 Nov to 26 Nov
€169
25 Nov - 26 Nov
includes taxes & fees
8.6/10 Excellent! (3,029 reviews)
The stay was okay, the kids had fun! That’s all that counts. But the room was mediocre,

Reviewed on 10 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 €65 per night from 18 Nov to 19 Nov
€65
18 Nov - 19 Nov
includes taxes & fees
7.8/10 Good! (1,401 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 €109 per night from 30 Nov to 1 Dec
€109
30 Nov - 1 Dec
includes taxes & fees
9/10 Wonderful! (1,311 reviews)
Love the view of the lake! Woke up each morning to the lake right out my window. Also, lake walking path right across the street.

Reviewed on 9 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 €989, 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.

Popular places to visit

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

Things to do

Volo Auto Museum: Admission Ticket

Volo Auto Museum: Admission Ticket

€21
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.