Overbrook Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Holiday Package Deals in Overbrook
Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Price was CA $678, price is now CA $477 per person
CA $477
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Pittsburgh (PIT)
8/10 Very Good! (2,979 reviews)
Lovely hotel. Very accommodating.
Reviewed on Aug. 20, 2025
Hilton Garden Inn Pittsburgh Airport
Price was CA $1,081, price is now CA $803 per person
CA $803
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
9/10 Wonderful! (1,001 reviews)
Nothi g unique.. typical for the chain
Airport shuttle was not direct, made other stops on the way so had to leave esrlier
Reviewed on Aug. 19, 2025
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was CA $1,343, price is now CA $1,018 per person
CA $1,018
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Pittsburgh (PIT)
7.6/10 Good! (12 reviews)
The people at the service desk were fine. Some were helpful and some were not.
Reviewed on Aug. 19, 2025
DoubleTree by Hilton Washington Meadow Lands Casino Area
Price was CA $859, price is now CA $674 per person
CA $674
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
7.8/10 Good! (821 reviews)
This is a fine hotel, for the price, but there's nothing exceptional about it. It's definitely dated and they are doing an upgrade but they really should have shutdown while they do it. We were awakened by hammering right below our bed at 8 am.
Overall, it's good enough but don't expect a lot. The outdoor pool is decent though.
Reviewed on Jul. 10, 2025
Where to stay in Overbrook
Find the best Overbrook areas and neighborhoods for the activities you enjoy most. Learn more about Overbrook
Downtown Pittsburgh
2 out of top 10 points of interest in this area
4.5/5(187 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.
Overbrook Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $223 per night from Aug 21 to Aug 22
CA $223
CA $255 total
Aug 21 - Aug 22
includes taxes & fees
8/10 Very Good! (2,990 reviews)
"It was my first experience being there, and it was great! I will definitely go back if I’m in the area!"
Reviewed on Aug. 17, 2025
Omni William Penn Hotel
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Sep 3 to Sep 4
CA $199
CA $226 total
Sep 3 - Sep 4
includes taxes & fees
9/10 Wonderful! (1,605 reviews)
"Nice and great staff. Good location"
Reviewed on Aug. 13, 2025
Joinery Hotel Pittsburgh, Curio Collection by Hilton
453 Boulevard of the Allies, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Aug 27 to Aug 28
CA $164
CA $190 total
Aug 27 - Aug 28
includes taxes & fees
8.2/10 Very Good! (1,345 reviews)
"Perfect place to stay for what we were there for baseball game"
Reviewed on Aug. 18, 2025
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 Overbrook
PNC Park
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
University of Pittsburgh
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.
Acrisure Stadium
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, PA: Sandcastle Waterpark Entry Ticket
CA $43
per adult
Private City Kickstart Tour: Tokyo
CA $186
per adult
100% of travellers recommend
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
CA $18
per adult
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.