Oakwood Vacation Packages

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Top Oakwood Vacation Deals

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
per person
Feb. 15 - Feb. 18
found 20 hours ago
Roundtrip flight included
Halifax (YHZ) to Pittsburgh (PIT)
7.6/10 Good! (1,001 reviews)
Rooms were clean, beds were comfy Parking was free and easy Hotel staff was friendly. The hotel itself was cold but the rooms were warm. Nice bar and restaurant and starbucks is in the hotel. Didnt see much of the area around. Stayed for one night, grabbed an uber to go to the steelers game. That was an easy process and less than 20 mins to get to the stadium

Reviewed on Jan. 5, 2025

Sturgis House

Sturgis House

3 out of 5
per person
Mar. 7 - Mar. 11
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
10/10 Exceptional! (4 reviews)
This place is absolutely amazing! So much history! Very warm, kind and welcoming staff. Would live here! Best place I’ve ever stayed in the United States. There are no ghosts.

Reviewed on Mar. 26, 2024

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
per person
Feb. 21 - Feb. 23
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.2/10 Very Good! (1,001 reviews)
Beautiful building with well-appointed rooms. Just what I needed for my business trip.

Reviewed on Jan. 11, 2025

Wingate by Wyndham Cranberry

Wingate by Wyndham Cranberry

2.5 out of 5
per person
Mar. 1 - Mar. 8
found 10 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
8.4/10 Very Good! (1,013 reviews)
Breakfast was not very good.

Reviewed on Jan. 10, 2025

McKnight Hotel

McKnight Hotel

2.5 out of 5
North Side
per person
Feb. 28 - Mar. 7
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
7.4/10 Good! (422 reviews)
Pnly one elevator operational. Chair im room stained. Furniture chipped. No pool open. No breakfast.

Reviewed on Dec. 29, 2024

Ready to book your vacation to Oakwood?

 

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Oakwood Hotel Deals

Park Inn by Radisson Sharon
Park Inn by Radisson Sharon
3.5 out of 5
3377 New Castle Road, West Middlesex, PA
Fully refundable
The price is CA $76 per night from Jan. 19 to Jan. 20
CA $76
CA $85 total
includes taxes & fees
Jan 19 - Jan 20
6.6/10 (962 reviews)
"The indoor pool area was really nice. Staff was very friendly."

Reviewed on Jan. 5, 2025

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
The price is CA $115 per night from Jan. 19 to Jan. 20
CA $115
CA $132 total
includes taxes & fees
Jan 19 - Jan 20
8.6/10 Excellent! (1,001 reviews)
"We just stayed there to sleep but rooms were very nice. Staff was friendly and the breakfast in the morning was a nice added perk"

Reviewed on Jan. 8, 2025

Comfort Suites Youngstown North
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
The price is CA $116 per night from Jan. 19 to Jan. 20
CA $116
CA $129 total
includes taxes & fees
Jan 19 - Jan 20
8.4/10 Very Good! (1,000 reviews)
"A nice hotel convenient to the interstate and outlet mall. Good variety of restaurants close at hand. Staff was welcoming and helpful."

Reviewed on Jan. 4, 2025

Wingate by Wyndham Grove City
See all 217 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Oakwood vacation package cost?
Offering great value package deals from CA $897 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’re looking to score a cheap Oakwood vacation package, consider visiting in January, February and March. You’re likely to find lower rates on hotels and flights during these months — ideal for a budget-friendly break.
How many days is enough for Oakwood?
Usually, a handful of days is enough to explore the top sights during your Oakwood vacation. However, if you want to have time to relax or go on day trips, think about extending your itinerary.
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.
How to plan a trip to Oakwood?

  1. Choose the right time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to travel to Oakwood.
  2. Calculate your budget: Make sure you have enough money to cover everything from dining out and transportation to flights and activities. Your hotel will probably be the biggest expense during your trip to Oakwood.
  3. Decide your trip length: Consider how much time you’d like to spend exploring Oakwood. Plan your days so you can get to all the attractions and activities you’re interested in without rushing.
  4. Bundle your accommodations and airfare: After you’ve settled on your trip dates and duration, lock in the right Oakwood vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.