Overbrook Vacation Packages
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Top Holiday Package Deals in Overbrook
Price found within the past 48 hours. Click for updated prices.
Red Roof Inn PLUS+ Pittsburgh East - Monroeville
Price was CA $1,054, price is now CA $801 per person
CA $801
per person
Apr 22 - Apr 25
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Pittsburgh (PIT)
6/10 (1,007 reviews)
somewhat-- make sure there is toilet paper in the room
Reviewed on Feb 9, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was CA $1,982, price is now CA $1,466 per person
CA $1,466
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.
Reviewed on Jan 10, 2026
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was CA $2,366, price is now CA $1,783 per person
CA $1,783
per person
Apr 22 - Apr 25
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Pittsburgh (PIT)
7.6/10 Good! (37 reviews)
Very friendly staff and clean room.
Reviewed on Feb 1, 2026
Etage Executive Living
Downtown Pittsburgh
Price was CA $2,445, price is now CA $1,864 per person
CA $1,864
per person
Apr 22 - Apr 25
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Pittsburgh (PIT)
9.2/10 Wonderful! (1,483 reviews)
Room was clean, had good amenities, felt safe, was very accessible and close to things. The check in/check out process was easy. If you're next to/below loud people you will hear them, fairly thin walls and floors but wasnt a huge issue after 10pm.
Reviewed on Feb 22, 2026
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 $147 per night from Mar 22 to Mar 23
CA $147
CA $167 total
Mar 22 - Mar 23
includes taxes & fees
8.2/10 Very Good! (3,417 reviews)
Room was definitely neglected. They never replenished anything in our room. Toilet ran every 20 mins. My 12 year old had to chase a maids cart down to get toilet paper which run 1 roll was given to her. When I placed a delivery order I went down to the lobby to let the front desk know I had food ...
Reviewed on Feb 25, 2026
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from Feb 28 to Mar 1
CA $218
CA $248 total
Feb 28 - Mar 1
includes taxes & fees
9.2/10 Wonderful! (1,952 reviews)
Great location.
Reviewed on Feb 24, 2026
Hyatt Regency Pittsburgh International Airport
710 Aviation Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Mar 15 to Mar 16
CA $212
CA $242 total
Mar 15 - Mar 16
includes taxes & fees
9/10 Wonderful! (1,620 reviews)
Great easy hotel for quick access to airport
Reviewed on Feb 25, 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
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
PPG Paints Arena
Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.
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.
Things to do
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
CA $18
per adult
Pittsburgh: Beauty of the Burgh Bike Tour
CA $80
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.