Holiday Hills Vacations from $251

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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.

The Latest Holiday Hills vacation packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $399, price is now $251 per person
$251
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,922 reviews)
Amazing. Everything was wonderful

Reviewed on Oct 13, 2025

Art Villa

Art Villa

5 out of 5
West Town
Save 100% on your flight
Price was $1,020, price is now $524 per person
$524
per person
Dec 31 - Jan 3
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
10/10 Exceptional! (2 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,182, price is now $1,274 per person
$1,274
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Everything was great

Reviewed on Oct 12, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $554, price is now $326 per person
$326
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
I stayed here for one night for business travel. The room was huge. Great mini bar options. I had a nice breakfast at the restaurant.

Reviewed on Oct 10, 2025

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,309, price is now $832 per person
$832
per person
Dec 31 - Jan 3
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Simply love this hotel

Reviewed on Sep 18, 2025

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Discover the most popular places to visit in Holiday Hills

My best friend and I discovered that is really hard to barbecue here.

Moraine Hills State Park

You can take time to visit Moraine Hills State Park during your travels to McHenry. Wander the lakeside in this family-friendly area.

Moraine Hills State Park

Volo Auto Museum

You can spend time studying the exhibits at Volo Auto Museum during your trip to Lakemoor. While you're in the area, stroll along the lakeside.

Volo Auto Museum

Petersen Park Beach

Why not spend a lazy afternoon at Petersen Park Beach during your trip to McHenry? Wander the riverfront in this family-friendly area.

Petersen Park Beach

Holiday Hills Hotel Deals

Wyndham Garden Schaumburg Chicago Northwest

Wyndham Garden Schaumburg Chicago Northwest

3 out of 5
1725 E Algonquin Road, Schaumburg, IL
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $70 total per night from Oct 29 to Oct 30
$70 total
Oct 29 - Oct 30
Total with taxes and fees
6.6/10 (1,029 reviews)
"The venue was nice, a bit far from the Chicago Marathon start, but it was a good place to rest. Fitness room was nice with cable weights and treadmills as well."

Reviewed on Oct 13, 2025

Wyndham Garden Schaumburg Chicago Northwest
Wingate by Wyndham Gurnee

Wingate by Wyndham Gurnee

2.5 out of 5
6090 Gurnee Mills Blvd E, Gurnee, IL
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $99 total per night from Oct 19 to Oct 20
$99 total
Oct 19 - Oct 20
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
"The room was very nice"

Reviewed on Oct 7, 2025

Wingate by Wyndham Gurnee
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
$76 nightly
The price is $85 total per night from Oct 27 to Oct 28
$85 total
Oct 27 - Oct 28
Total with taxes and fees
7.8/10 Good! (1,351 reviews)
"Nonw"

Reviewed on Oct 7, 2025

La Quinta Inn & Suites by Wyndham Chicago Gurnee
See all 710 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.

Holiday Hills Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
590
Top Sights
Volo Auto Museum, McHenry Shores Beach Park and Petersen Park Beach

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Frequently asked questions

How much does a Holiday Hills vacation package cost?
Offering great value package deals from $251 on Expedia, you'll be thrilled with how little a vacation to Holiday Hills costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Holiday Hills?
If you'd like to score a cheap Holiday Hills vacation package, consider planning a trip in January, October and November. You'll typically find lower prices on accommodations and flights during these months — perfect for budget-conscious travelers.
How many days is enough for Holiday Hills?
With a well-planned schedule, you can easily tick off the main Holiday Hills sights in a handful of days. But if you want to discover hidden spots or go on day tours, think about booking your Holiday Hills vacation for longer.
How to find the best Holiday Hills package deals?
Start your search for a Holiday Hills package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Holiday Hills package deal right away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Holiday Hills escape underway.
Is it cheaper to book a Holiday Hills vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Holiday Hills vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Holiday Hills?
If you're planning a spur-of-the-moment Holiday Hills vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Holiday Hills vacation packages?
Your Holiday Hills trip should be a relaxing escape from your busy life, not a reason for money-related stress. So to give you extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.