Holiday Hills Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

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.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (639 reviews)
Amazing amenities. friendly staff and clean rooms. Views from the balcony were so nice!

Reviewed on Jul. 12, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
I love Virgin air and expected a 5-star experience. Hotel checkin was not all that welcoming, but efficientl. They had no valet service and basically told us we were on our own. Thought ok I need a drink so went to the rooftop bar. An afterthought at this hotel. Cushions were dirty and faded. Barely staffed. More like a rooftop bar in costs rica than downtown Chicago. Room was nice and stylish. The highlight of the stay tbh as was the coffee shop.

Reviewed on Jul. 13, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Amazing customer service

Reviewed on Jul. 13, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Superb customer service, clean hotel!

Reviewed on Jun. 13, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Nice property, very walkable. Front desk was great. Bar area nice & welcome drink nice. Concierge was not around. Got suite with 2 full baths which was awesome with teens. Great stay overall!

Reviewed on Jul. 12, 2025

Ready to book your vacation to Holiday Hills?

 

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Holiday Hills Hotel Deals

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 CA $118 per night from Aug 11 to Aug 12
CA $118
CA $132 total
Aug 11 - Aug 12
includes taxes & fees
7.8/10 Good! (1,238 reviews)
"Staff were amazing. Super friendly and helpful. Breakfast was mediocre with not a lot of options. Room was clean and comfy. Pool was absolutely disgusting and water had a weird smell (almost like it was urine and chlorine which it probably was)."

Reviewed on Jul. 9, 2025

La Quinta Inn & Suites by Wyndham Chicago Gurnee
Hyatt Place Chicago/Hoffman Estates
Hyatt Place Chicago/Hoffman Estates
3 out of 5
2750 Greenspoint Pkwy, Hoffman Estates, IL
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Jul 15 to Jul 16
CA $162
CA $183 total
Jul 15 - Jul 16
includes taxes & fees
8.4/10 Very Good! (1,015 reviews)
"Good breakfast and clean rooms but pool was not available."

Reviewed on Jul. 9, 2025

Hyatt Place Chicago/Hoffman Estates
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 $156 per night from Jul 20 to Jul 21
CA $156
CA $173 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"Old, need to be updated, bathrooms not bad. We’re very clean. Carpet and Decor need to be undated."

Reviewed on Jul. 9, 2025

DoubleTree by Hilton Libertyville - Mundelein
See all 690 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

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Holiday Hills

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

What to do in Holiday Hills

Volo Auto Museum: Admission Ticket

Volo Auto Museum: Admission Ticket

CA $33
per adult
96% of travellers recommend
Volo Auto Museum: Admission Ticket
See all activities in Holiday Hills

Frequently asked questions

How much does a Holiday Hills vacation package cost?
You can grab a vacation package to this top destination from CA $688 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.

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