Oakwood Hills Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Oakwood Hills

Hyatt Regency Schaumburg Chicago
Hyatt Regency Schaumburg Chicago
4 out of 5
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is S$176 per night from 15 Jun to 16 Jun
S$176
15 Jun - 16 Jun
includes taxes & fees
8.6/10 Excellent! (1,115 reviews)
"We were really comfortable, everything was good"

Reviewed on 9 Jun, 2025

Hyatt Regency Schaumburg Chicago
Comfort Inn & Suites Arlington Heights - Schaumburg
Comfort Inn & Suites Arlington Heights - Schaumburg
3 out of 5
2112 S Arlington Heights Rd, Arlington Heights, IL
Fully refundableReserve now, pay when you stay
The price is S$114 per night from 23 Jun to 24 Jun
S$114
23 Jun - 24 Jun
includes taxes & fees
8.4/10 Very Good! (401 reviews)
"Friendly staff and good value!"

Reviewed on 8 Jun, 2025

Comfort Inn & Suites Arlington Heights - Schaumburg
DoubleTree by Hilton Chicago - Arlington Heights
DoubleTree by Hilton Chicago - Arlington Heights
4 out of 5
75 W Algonquin Rd, Arlington Heights, IL
The price is S$127 per night from 6 Jul to 7 Jul
S$127
6 Jul - 7 Jul
includes taxes & fees
8/10 Very Good! (1,006 reviews)
"Close to my needs"

Reviewed on 11 Jun, 2025

DoubleTree by Hilton Chicago - Arlington Heights
See all 683 properties in Oakwood 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.

Frequently asked questions

How much does an Oakwood Hills holiday package cost?
You can pick up a holiday package to this destination on Expedia. But how much your holiday to Oakwood Hills costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Oakwood Hills?
January, February and March are the best times to search for cheap Oakwood Hills holiday packages. Opting to travel in less busy periods means you can generally find reduced prices on hotels and flights.
How many days is enough for Oakwood Hills?
The ideal duration for your Oakwood Hills holiday depends on what you’d like to do. Typically, a handful of days to a week will give you plenty of time to go to all the main attractions and discover some hidden spots along the way.
How to find the best Oakwood Hills package deals?
Bagging a cheap Oakwood Hills package deal is a breeze with Expedia. After you’ve entered your destination and trip dates under our “Packages” tab, set your budget range, add a couple of filters and browse what’s available. You can fine-tune your search by “Area,” “Amenities,” “Property type” and more. Sort the results by “Price: low to high” to discover the most economical Oakwood Hills package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an Oakwood Hills holiday as a package?
An Expedia holiday package could land you great savings when compared to booking accommodation and flights separately. Better still, you can personalise your Oakwood Hills getaway to match your exact style. Pick 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 holiday package to Oakwood Hills?
If you’re planning a spur-of-the-moment Oakwood Hills adventure, check out 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 awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Oakwood Hills?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Oakwood Hills.
  2. Set a budget: Consider expenses such as food, flights and transportation when calculating how much to put aside for your trip to Oakwood Hills. Then, choose a property that suits your budget, whether that’s a low-cost option or a more upscale getaway.
  3. Decide your trip length: Consider how long you’d like to spend exploring Oakwood Hills. Plan your days so you can get to all the activities and attractions you’re interested in at a comfortable pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that’s left is to find an Oakwood Hills holiday 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. 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.