Pistakee Highlands Vacation Packages

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Your Pistakee Highlands Vacation

Reserve a Pistakee Highlands vacation package that has everything you need and no unnecessary extras. Great for fishing, walking and camping, consider staying in the neighborhood of Camp Lake. If your trip to Pistakee Highlands includes a little sightseeing, drop by well-known attractions like Volo Auto Museum, Petersen Park Beach and McCullom Lake. Stop dreaming and start doing. Browse the wide range of options on Expedia today and finally put your Pistakee Highlands vacation plans into action!

Top Holiday Package Deals in Pistakee Highlands

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,487, price is now CA $1,004 per person
CA $1,004
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
9/10 Wonderful! (463 reviews)
It’s a bit loud on the weekend. There is no daily housekeeping but great space and great location.

Reviewed on Apr 17, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,434, price is now CA $1,498 per person
CA $1,498
per person
Jul 1 - Jul 8
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Yessss it’s was amazing

Reviewed on Apr 13, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,916, price is now CA $1,246 per person
CA $1,246
per person
Jun 11 - Jun 15
found 15 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Hard to find the parking . Everything at navy pier closes at 8pm . Staff offered no extras even though it says we are vip Expedia and hiltons honors .

Reviewed on Apr 17, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was CA $1,845, price is now CA $1,229 per person
CA $1,229
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,120 reviews)
The anti hero beer,the doorman,staff,the comfortable bed, shower 🚿,

Reviewed on Apr 18, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $3,219, price is now CA $2,251 per person
CA $2,251
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (902 reviews)
Celebrate my birthday here and upon arrival was given champagne. It made my evening even better. I felt at home will be returning

Reviewed on Apr 18, 2026

Pistakee Highlands Hotel Deals

Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
1700 Nations Dr Gurnee IL
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Apr 26 to Apr 27
CA $163
CA $186 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
overall it was okay. I will say they need better food variety.

Reviewed on Apr 19, 2026

Great Wolf Lodge Illinois
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 CA $185 per night from Apr 28 to Apr 29
CA $185
CA $260 total
Apr 28 - Apr 29
includes taxes & fees
8.6/10 Excellent! (3,223 reviews)
Nice waterpark

Reviewed on Apr 19, 2026

Timber Ridge Lodge and Waterpark
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 CA $113 per night from Apr 21 to Apr 22
CA $113
CA $159 total
Apr 21 - Apr 22
includes taxes & fees
9.2/10 Wonderful! (1,318 reviews)
👍

Reviewed on Apr 16, 2026

Harbor Shores on Lake Geneva
See all 937 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.
All Inclusive Vacations
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Frequently asked questions

How much does a Pistakee Highlands vacation package cost?
Starting from just CA $1,004, 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 vacation 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 vacation?
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 vacation 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 organizing a ritzy city getaway or a budget solo adventure, have a look at our vacation packages today.
Can I choose my airline with a Pistakee Highlands Expedia vacation 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 vacation package?
Plans can change unexpectedly, so yes, you can. You may be able to cancel and rebook your Pistakee Highlands vacation 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

Stades Farm & Market

You can browse for the perfect souvenirs at Stades Farm & Market during your visit to McHenry. Wander the riverfront in this family-friendly area.

Stades Farm & Market
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.