Holiday Hills Vacation Packages

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Your Holiday Hills Vacation

With a Holiday Hills vacation package, say goodbye to travel planning and hello to trouble-free adventure. Every detail of your getaway has been taken care of before you depart, so you can spend more time experiencing this fantastic city. If sightseeing is on the cards during your trip to Holiday Hills, stop by popular attractions like Volo Auto Museum, McHenry Shores Beach Park and Petersen Park Beach. Your perfect Holiday Hills vacation is a few clicks away. Browse flights, accommodations and more on Expedia for an adventure that's tailored just for you.

Top Holiday Hills Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,330, price is now CA $943 per person
CA $943
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very good! (2,006 reviews)
The staff was very hospitable and friendly. I appreciated the fact that the luggage Cart was immediately available to load mine and my family's luggage.

Reviewed on Jul 15, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,039, price is now CA $1,380 per person
CA $1,380
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (501 reviews)
Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place.

Reviewed on Jul 14, 2026

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

3.5 out of 5
Price was CA $1,403, price is now CA $973 per person
CA $973
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (1,007 reviews)
It was a wonderful experience.

Reviewed on Jul 16, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,578, price is now CA $1,110 per person
CA $1,110
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (523 reviews)

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Near West Side
Price was CA $1,631, price is now CA $1,185 per person
CA $1,185
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (657 reviews)
The hotel and room was clean and close to good eating locations. I did not like the bed as it was hard and uncomfortable.

Reviewed on Jul 17, 2026

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Holiday Hills Hotel Deals

Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
1700 Nations Dr Gurnee IL
The price is CA $209 per night from Aug 16 to Aug 17
CA $209
CA $238 total
Aug 16 - Aug 17
includes taxes & fees
Great Wolf Lodge Illinois
DoubleTree by Hilton Libertyville - Mundelein

DoubleTree by Hilton Libertyville - Mundelein

4 out of 5
510 E IL Route 83 Mundelein IL
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Aug 16 to Aug 17
CA $153
CA $170 total
Aug 16 - Aug 17
includes taxes & fees
DoubleTree by Hilton Libertyville - Mundelein
Wingate by Wyndham Gurnee

Wingate by Wyndham Gurnee

3 out of 5
6090 Gurnee Mills Blvd E Gurnee IL
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Aug 16 to Aug 17
CA $137
CA $154 total
Aug 16 - Aug 17
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"The room was clean. We enjoyed the pool. Parking was easy. Breakfast was OK."

Reviewed on Jul 16, 2026

Wingate by Wyndham Gurnee
See all 726 properties in Holiday Hills
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
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does a Holiday Hills vacation package cost?
You can grab a vacation package to this top destination from CA $943 on Expedia. But how much your vacation to Holiday Hills costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Holiday Hills?
January, February and March are great times to search for cheap Holiday Hills vacation packages. Opting to travel in quieter months means you can generally find lower prices on hotels and flights.
How many days is enough for Holiday Hills?
Generally, a handful of days is enough to tick off the main attractions during your Holiday Hills vacation. But if you'd like to have more time to chill out or go on day tours, consider extending your trip.
How to find the best Holiday Hills package deals?
Use Expedia's filters to help you find some terrific Holiday Hills package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Holiday Hills package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Holiday Hills vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays individually. Better still, you can customize your Holiday Hills trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Holiday Hills?
If you're considering a spur-of-the-moment Holiday Hills trip, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Holiday Hills?

  1. Pick your travel dates: What you plan to do in Holiday Hills and your favourite season can help you decide when to get away.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and meals to airfares and activities. Your accommodations will likely be the largest expense during your trip to Holiday Hills.
  3. Determine how many days away: Start by making a list of all the activities and attractions you want to get to in Holiday Hills. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Holiday Hills vacation package that brings all your bookings together.

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