Oakwood Vacations from $416

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The Latest Oakwood vacation packages

Price found within the past 48 hours. Click for updated prices.
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $588, price is now $416 per person
$416
per person
Oct 12 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,007 reviews)
The property was great the and the sfaff were awesome.

Reviewed on Aug 17, 2025

Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Save 100% on your flight
Price was $1,073, price is now $610 per person
$610
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.2/10 Very Good! (1,006 reviews)
Changed rooms 3 times as TV wasn’t working. Coffee machine not working. Easy to walk to restaurants. Quiet.

Reviewed on Aug 24, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,341, price is now $834 per person
$834
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.4/10 Very Good! (1,345 reviews)
Quick stay. Quiet rooms.

Reviewed on Sep 3, 2025

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $636, price is now $423 per person
$423
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Pittsburgh (PIT)
7.8/10 Good! (170 reviews)
Only a couple of visible stains, nothing out of the ordinary. Very convenient hotel booking with affordable rates. Support was very responsive to questions. Would absolutely stay again.

Reviewed on Aug 26, 2025

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $669, price is now $450 per person
$450
per person
Nov 15 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.2/10 Very Good! (3,005 reviews)
We were in town for a Pirate’s game and we have stayed here multiple times and trust in the cleanliness and quality.

Reviewed on Sep 4, 2025

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Discover the most popular places to visit in Oakwood

Scottish Rite Cathedral

After visiting Scottish Rite Cathedral, make a plan to see the other sights and activities in New Castle. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Scottish Rite Cathedral

Cascade Park

After visiting Cascade Park, make a plan to see the other sights and activities in New Castle. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Cascade Park

Lawrence County Historical Society

You can learn about the history of New Castle with a visit to Lawrence County Historical Society. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Lawrence County Historical Society

Oakwood Hotel Deals

Wingate by Wyndham Grove City

Wingate by Wyndham Grove City

2.5 out of 5
118 Garrett Dr, Grove City, PA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $101 total per night from Sep 21 to Sep 22
$101 total
Sep 21 - Sep 22
Total with taxes and fees
Wingate by Wyndham Grove City
Park Inn by Radisson Sharon

Park Inn by Radisson Sharon

3.5 out of 5
3377 New Castle Road, West Middlesex, PA
Fully refundable
$59 nightly
The price is $65 total per night from Sep 7 to Sep 8
$65 total
Sep 7 - Sep 8
Total with taxes and fees
Park Inn by Radisson Sharon
Comfort Suites Youngstown North

Comfort Suites Youngstown North

2.5 out of 5
201 Perni Ln, Youngstown, OH
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $101 total per night from Sep 14 to Sep 15
$101 total
Sep 14 - Sep 15
Total with taxes and fees
Comfort Suites Youngstown North
See all 237 properties in Oakwood
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.

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Frequently asked questions

How much does an Oakwood vacation package cost?
Offering great value package deals from $416 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.