Holiday Hills Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Holiday Hills Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Omni Chicago Hotel
Level Chicago – Old Town
Trump International Hotel & Tower Chicago
Fairmont Chicago at Millennium Park

Top hotels in Holiday Hills

Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
1700 Nations Dr Gurnee IL
The price is S$250 per night from 14 Jul to 15 Jul
S$250
14 Jul - 15 Jul
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Had a nice time"

Reviewed on 30 Jun, 2026

Great Wolf Lodge Illinois
Days Inn & Suites by Wyndham Arlington Heights

Days Inn & Suites by Wyndham Arlington Heights

2.5 out of 5
1415 W Dundee Rd Arlington Heights IL
Fully refundableReserve now, pay when you stay
The price is S$143 per night from 22 Jul to 23 Jul
S$143
22 Jul - 23 Jul
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Run down and in need of basic maintenance."

Reviewed on 19 Jun, 2026

Days Inn & Suites by Wyndham Arlington Heights
Motel 6 Rolling Meadows, IL - Chicago Northwest

Motel 6 Rolling Meadows, IL - Chicago Northwest

2 out of 5
1800 Winnetka Cir Rolling Meadows IL
Fully refundableReserve now, pay when you stay
The price is S$80 per night from 18 Jul to 19 Jul
S$80
18 Jul - 19 Jul
includes taxes & fees
7.2/10 Good! (1,329 reviews)
"A very clean place; the cleaning ladies were very kind, and the gentleman at the reception was a very nice person."

Reviewed on 30 Jun, 2026

Motel 6 Rolling Meadows, IL - Chicago Northwest
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.

Frequently asked questions

How much does a Holiday Hills holiday package cost?
Offering great value package deals from S$554 on Expedia, you'll be thrilled with how little a holiday 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're looking to score a cheap Holiday Hills holiday package, consider planning a trip in January, February and March. You'll generally find lower prices on accommodation and flights during these months — ideal for a budget-friendly break.
How many days is enough for Holiday Hills?
With a well-planned schedule, you can easily tick off the top Holiday Hills sights in a handful of days. But if you'd like to discover hidden gems or take day trips, consider booking your Holiday Hills holiday 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 holiday as a package?
Expedia holiday 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 holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Holiday Hills?
If you're planning a spur-of-the-moment Holiday Hills holiday, 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.
How to plan a trip to Holiday Hills?

  1. Choose when to travel: Check your calendar and get packing. Your preferred time of year and the type of activities available will also help you decide when to escape to Holiday Hills.
  2. Budget wisely: In addition to the price of your hotel, you should factor in other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that may arise during your trip to Holiday Hills.
  3. Work out your trip length: Consider how much time you want to spend discovering Holiday Hills. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Holiday Hills holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.