Oakwood Vacations from $342
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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
Price was $429, price is now $342 per person
$342
per person
Feb 26 - Mar 1
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8/10 Very Good! (1,003 reviews)
I loved everything about this hotel. The staff are so friendly and it's so clean
Reviewed on Jan 20, 2026
Hampton Inn & Suites Pittsburgh-Meadow Lands
Price was $745, price is now $571 per person
$571
per person
Apr 21 - Apr 24
found 8 hours ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
8.6/10 Excellent! (1,002 reviews)
Long line for the 1 waffle maker. No one uses the other one due to waffle pattern.
Pool, spa, and workout room were out of order due to construction. Not mentioned on web site or I would not have selected this property.
Reviewed on Jan 20, 2026
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was $498, price is now $394 per person
$394
per person
Mar 7 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
7.6/10 Good! (37 reviews)
Kitchen was fully equipped with everything you would need. The rooms were clean and spacious, beautiful building and friendly staff. Parking is what you would expect in a downtown area but was very easy and the attendant was great.
Reviewed on Jan 14, 2026
DoubleTree by Hilton Pittsburgh - Cranberry
Price was $503, price is now $406 per person
$406
per person
Feb 25 - Mar 1
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.8/10 Excellent! (913 reviews)
Breakfast was delicious and the entire stay was great! The kids especially loved the indoor pool!
Reviewed on Jan 19, 2026
Where to stay in Oakwood
Find the best Oakwood areas and neighborhoods for the activities you enjoy most. Learn more about Oakwood
Downtown Pittsburgh
2 out of top 10 points of interest in this area
4.5/5(2,251 area reviews)
Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks.
Oakwood Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $122 total per night from Feb 12 to Feb 13
$122 total
Feb 12 - Feb 13
Total with taxes and fees
8.2/10 Very Good! (3,367 reviews)
Great location
Reviewed on Jan 20, 2026
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $182 total per night from Feb 1 to Feb 2
$182 total
Feb 1 - Feb 2
Total with taxes and fees
9/10 Wonderful! (1,929 reviews)
Room was very nice. The staff was extremely accommodating. Always stay here when in Pittsburgh.
Reviewed on Jan 22, 2026
Pittsburgh Marriott City Center
112 Washington Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $127 total per night from Feb 12 to Feb 13
$127 total
Feb 12 - Feb 13
Total with taxes and fees
8/10 Very Good! (1,126 reviews)
Good breakfast good staff clean and big rooms
Reviewed on Jan 21, 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.
Discover the most popular places to visit in Oakwood
University of Pittsburgh
4.5/5(843 reviews)
Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.
PNC Park
4.5/5(780 reviews)
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
Acrisure Stadium
4.5/5(998 reviews)
Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.
Things to do
Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena
$106
per adult
Pittsburgh Pirates Baseball Game at PNC Park
$67
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
$13
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.