Holiday Hills Vacations from $223

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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.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $369, price is now $223 per person
$223
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
My family and I stayed at The Wit for Thanksgiving and were extremely pleased with the amenities and professionalism of the staff.

Reviewed on Dec 8, 2025

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was $1,178, price is now $538 per person
$538
per person
Jan 14 - Jan 18
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.8/10 Excellent! (1,075 reviews)
We love it there! The best

Reviewed on Nov 30, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $484, price is now $283 per person
$283
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
The rooms were great. Very spacious, fully stocked kitchen and extremely clean. We loved having access to the 8th floor with the steam room, sauna, fitness center, game rooms, and socializing areas 24/7. Would love to experience it in the summer with the pool and outdoor areas. We were also fortunate enough to attend during their Christmas Brunch buffet which was such a great perk! If the price stays around the same, I will continue to stay at Level hotels exclusively in any cities I visit that has one! I’ve already told so many people about my wonderful hotel experience.

Reviewed on Dec 9, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $699, price is now $416 per person
$416
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
All of the above. Staff was wonderful. Room was clean and comfortable. On site amenities were great and food was superb. Best espresso martini I’ve ever tasted.

Reviewed on Dec 11, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $467, price is now $285 per person
$285
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city

Reviewed on Nov 26, 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

4.5/5(34 reviews)

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

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
$63 nightly
The price is $70 total per night from Jan 4 to Jan 5
$70 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
7.8/10 Good! (1,437 reviews)
Very clean and quiet

Reviewed on Dec 7, 2025

La Quinta Inn & Suites by Wyndham Chicago Gurnee
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
$86 nightly
The price is $96 total per night from Jan 1 to Jan 2
$96 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Clean, convenient location.

Reviewed on Dec 10, 2025

Wingate by Wyndham Gurnee
Embassy Suites by Hilton Chicago Schaumburg Woodfield

Embassy Suites by Hilton Chicago Schaumburg Woodfield

3.5 out of 5
1939 N Meacham Rd Schaumburg IL
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $128 total per night from Dec 19 to Dec 20
$128 total
Dec 19 - Dec 20
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
Everything is beautiful there we love it ♥️

Reviewed on Dec 5, 2025

Embassy Suites by Hilton Chicago Schaumburg Woodfield
See all 735 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.

Find the Best Holiday Hills Vacation Packages

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 $223 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.