Holiday Hills Vacations from ￥269,084
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
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- Rest easyPlan, book, and manage your trip all in one place
The Latest Holiday Hills Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
￥269,084
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (520 reviews)
This place was 10/10. The room was extremely clean. Had everything you needed. Even a washer and dryer. The staff were very helpful and friendly. They have a cute children’s area. The amenities floor was amazing and comfortable. Great area to walk to dinning and shopping and the oak st beach. We are walkers so while nothing was right around the corner we could walk to many sights like the river walk, the bean, chicago 360, all the stores.
Reviewed on Sep 17, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
￥298,885
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Had to request towels three times throughout the day before brought up. Thermostat stopped working, maintenance came and “fixed”, it stopped again in the middle of night spent a stuffy, hot night’s sleep. Shower drain clogged, informed front desk, maintenance never came that day. Glad we checked out the next day before anything else went wrong.
Spend your $ somewhere else!
Reviewed on Sep 18, 2026
Find the Best Holiday Hills Vacation Packages
Holiday Hills Hotel Deals
DoubleTree by Hilton Libertyville - Mundelein
510 E IL Route 83 Mundelein IL
Fully refundableReserve now, pay when you stay
￥16,496
￥18,307 total
Oct 18 - Oct 19
includes taxes & fees
Motel 6 Rolling Meadows, IL - Chicago Northwest
1800 Winnetka Cir Rolling Meadows IL
Fully refundableReserve now, pay when you stay
￥8,318
￥9,564 total
Sep 27 - Sep 28
includes taxes & fees
7.2/10 Good! (1,423 reviews)
"there was nothing unique, noisy next to freeway. Trash everywhere and there was never coffee. The price was good, but not worth it for $80 dlrs more I moved to a 4 star hotel. But I understand what can you get in a motel."
Reviewed on Sep 17, 2026
Hotel Indigo Chicago-Vernon Hills by IHG
450 N Milwaukee Ave Vernon Hills IL
Fully refundable
￥17,155
￥19,039 total
Oct 19 - Oct 20
includes taxes & fees
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 vacation package cost?
Offering great value package deals from ￥269,084 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're looking to score a cheap Holiday Hills vacation package, consider planning a trip in January, February and March. You'll generally find lower prices on accommodations 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 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.
How to plan a trip to Holiday Hills?
- 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.
- 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.
- 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.
- Combine your hotel and flights: Awesome 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.
