Oakwood Vacations from $535
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The Latest Oakwood vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Pittsburgh East Liberty by IHG
East Liberty
$535
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
8/10 Very Good! (1,005 reviews)
The bed was not clean. The head of house keeping was supposed to come and fix but never showed up. The person I told left without fixing. It was the evening shift bartender that came up and changed my sheets. Her name was Lacey. She was great!!!
Reviewed on Oct 19, 2026
Stay Pittsburgh
Downtown Pittsburgh
$842
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Houston (IAH) to Pittsburgh (PIT)
8/10 Very Good! (334 reviews)
Check in was rough online only. I couldn't reach anyone by phone, granted it was 10pm, but it took me forever to get through the process and then wait for a code to get into my room. Make sure you check in right when you get the text or email message.
Reviewed on Oct 17, 2026
The Landing Hotel at Rivers Casino
North Side
$736
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
9.4/10 Exceptional! (2,376 reviews)
Had a blast. We wish we could've stayed a couple of more days. Definitely recommend the landing to all who are thinking about staying here.
Reviewed on Oct 19, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
$839
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
Linda who checked me in on this Friday was sweet , helpful and the best
Reviewed on Oct 18, 2026
Oakwood Hotel Deals
Holiday Inn Youngstown South by IHG
7410 South Ave Boardman OH
Fully refundable
$97 nightly
$112 total
Nov 8 - Nov 9
Total with taxes and fees
8.4/10 Very Good! (809 reviews)
"The front desk was very busy at check-in time and the young lady working handled the check-in process very well. She did a very good job getting everyone checked in quickly and efficiently. The restaurant and pool both looked very nice but we did not have the opportunity to use either of them. This ..."
Reviewed on Oct 20, 2026
Best Western Plus Boardman Inn & Suites
7400 Tiffany S Poland OH
Fully refundableReserve now, pay when you stay
$99 nightly
$114 total
Nov 1 - Nov 2
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
"Great staff. May seem like a small thing, but terrible wifi. Also wish there was a safety bar of some kind in the tub/shower. without a rubber mat or handle, a bit challenging to shower when you have to step in and out of a tub without anything to grab."
Reviewed on Oct 19, 2026
Comfort Suites Youngstown North
201 Perni Ln Youngstown OH
Fully refundable
$97 nightly
$111 total
Nov 12 - Nov 13
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
"Very clean smells great everything worked"
Reviewed on Oct 19, 2026
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 Oakwood Vacation Packages
Oakwood Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 2,300 |
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Frequently asked questions
How much does an Oakwood vacation package cost?
Offering great value package deals from $535 on Expedia, you'll be thrilled with how little a vacation to Oakwood costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Oakwood?
If you'd like to score a cheap Oakwood vacation package, consider planning a trip in November, December and January. You'll usually find better prices on airfares and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Oakwood?
The ideal duration for your Oakwood vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you plenty of time to hit all the major sights and discover some hidden gems along the way.
How to find the best Oakwood package deals?
Use Expedia's handy filters to find some fabulous Oakwood package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Oakwood package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book an Oakwood vacation as a package?
You can enjoy significant savings on your next Oakwood retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Oakwood?
If you have your Oakwood vacation dates confirmed, book as early as you can to score some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Oakwood vacation packages?
Your Oakwood getaway should be a relaxing escape from your daily routine, not a source of money worries. So to allow you extra flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden 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.
