Overbrook Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
- Fairmont Pittsburgh
Jul 31 - Aug 3Fairmont Pittsburgh + Flight
Downtown Pittsburgh2 nights8.8/10 - Excellent (1,000 reviews)"The room was beautiful and clean ! Very spacious and comfortable. The bathroom was very clean , very big and also bright ! Lighting was very good !"Reviewed May 22, 2026Roundtrip • Vancouver (YVR) - Pittsburgh (PIT)YVR - PIT • 1 stop PIT - YVR • 1 stopCA $997CA $889found 1 day agoper traveller - Americas Best Value Inn Pittsburgh Airport
Jul 2 - Jul 8Americas Best Value Inn Pittsburgh Airport + Flight
Coraopolis6 nights6.6/10 - (1,000 reviews)"It was perfect"Reviewed May 25, 2026Roundtrip • Toronto (YYZ) - Pittsburgh (PIT)YYZ - PIT • 1 stop PIT - YYZ • 1 stopCA $1,313CA $1,064found 5 hours agoper traveller - The Oaklander Hotel, Autograph Collection
Aug 20 - Aug 25The Oaklander Hotel, Autograph Collection + Flight
Oakland5 nights9.2/10 - Wonderful (780 reviews)"Great hotel, great staff, and great location."Reviewed May 26, 2026Roundtrip • Toronto (YYZ) - Pittsburgh (PIT)YYZ - PIT • Nonstop PIT - YYZ • NonstopCA $2,440CA $2,049found 7 hours agoper traveller - Hotel Indigo Pittsburgh East Liberty by IHG
Aug 20 - Aug 25Hotel Indigo Pittsburgh East Liberty by IHG + Flight
East Liberty5 nights8.0/10 - Very good (1,007 reviews)"stay at this hotel was disappointing despite the staff’s attempts to assist. Shortly after checking into my first room, I encountered a roach. The front desk responded quickly and moved us to another room, but the replacement room was missing several amenities, including a bench and lamp, and the refrigerator hadn’t been turned on prior to our arrival. We were provided dinner and breakfast vouchers, which were appreciated, but did not fully make up for the issues we experienced. Additional..."Reviewed May 25, 2026Roundtrip • Toronto (YYZ) - Pittsburgh (PIT)YYZ - PIT • Nonstop PIT - YYZ • NonstopCA $1,506CA $1,310found 7 hours agoper traveller - DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
Aug 3 - Aug 6DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown + Flight
Downtown Pittsburgh3 nights8.2/10 - Very good (1,061 reviews)"Booked this for the pool and central location. It was great to be inside swimming around, watching all the people coming & going from PPG arena, lol! The hotel is close to everything, a short walk (highly recommend The Speckled Egg in the Union Trust Building. Delicious brunch and coffee, wow!) or you can catch a bus to explore further out. Hotel is clean, nice room. Got an upgrade with living room, it was gigantic! So very nice to spread out. Fairly quiet for being downtown. Friendly staff...."Reviewed May 24, 2026Roundtrip • Moncton (YQM) - Pittsburgh (PIT)YQM - PIT • 1 stop PIT - YQM • 1 stopCA $1,322CA $1,167found 1 day agoper traveller
Where to stay in Overbrook
Find the best Overbrook areas and neighborhoods for the activities you enjoy most. Learn more about Overbrook
Downtown Pittsburgh
3 out of top 10 points of interest in this area
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 $219 per night from Jun 21 to Jun 22
CA $219
CA $249 total
Jun 21 - Jun 22
includes taxes & fees
8.2/10 Very Good! (3,553 reviews)
"Great stay and they were accommodating when we needed a roll away bed."
Reviewed on May 28, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from May 31 to Jun 1
CA $198
CA $226 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (1,761 reviews)
"The mattress was awful, casino was not paying out"
Reviewed on May 27, 2026
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $262 per night from May 31 to Jun 1
CA $262
CA $298 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (1,999 reviews)
"The Omni William Penn was absolutely old school elegant. The property was gorgeous and well cared for. There was a reasonably priced parking lot which we selected instead of valet parking. The location was wonderful with many great restaurants nearby. It was our first visit to Pittsburgh and the ..."
Reviewed on May 27, 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 Overbrook
PNC Park
4.5/5(69 reviews)
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
University of Pittsburgh
4.5/5(36 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.
Acrisure Stadium
4.5/5(94 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: Museum of Illusions Entrance Ticket
CA $40
per adult
80% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
CA $81
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.