Overbrook Vacation Packages
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Top Holiday Package Deals in Overbrook
Price found within the past 48 hours. Click for updated prices.
Stay Pittsburgh
Downtown Pittsburgh
per person
Jul. 25 - Jul. 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
7.6/10 Good! (105 reviews)
This accommodation is perfect for travelers who are seeking a budget-friendly option without the need for luxury. Overall, my experience was quite positive and exceeded my expectations—until the final night of my stay. I woke up to find my room filled with smoke, which was quite alarming as it seemed to hang like a cloud over my head. It was disappointing to realize that some guests do not adhere to the property's strict no-smoking policy. Despite this unfortunate incident, I genuinely enjoyed my stay and appreciated most aspects of my stay.
Reviewed on Apr. 26, 2025
Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
per person
Jul. 25 - Jul. 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8/10 Very Good! (2,804 reviews)
Not a bad stay but the room we were in (822) needed a lot of TLC. Wallpaper is peeling in every section and the furniture has alot if damage and marks. Beds were old loud spring style that made it hard to sleep with anyone else in the bed with you. Location is great and pool in wonderful.
Reviewed on Apr. 30, 2025
Kimpton Hotel Monaco Pittsburgh by IHG
Downtown Pittsburgh
per person
Jun. 15 - Jun. 17
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,156 reviews)
Food was good. Property was clean. Valet area is limited by the narrow street the Hotel sits on. We had to circle the block four times to be able to pull in to the three space valet area.
Reviewed on Apr. 28, 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 May 26 to May 27
CA $223
CA $254 total
includes taxes & fees
May 26 - May 27
7.8/10 Good! (2,811 reviews)
"Close to stadium"
Reviewed on Apr. 28, 2025
Omni William Penn Hotel
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from May 11 to May 12
CA $186
CA $213 total
includes taxes & fees
May 11 - May 12
9/10 Wonderful! (1,414 reviews)
"Need more/better pillows"
Reviewed on Apr. 29, 2025
Hampton Inn Pittsburgh University/Medical Center
3315 Hamlet Street, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from May 27 to May 28
CA $168
CA $191 total
includes taxes & fees
May 27 - May 28
7.8/10 Good! (1,024 reviews)
"Close proximity to university and the downtown"
Reviewed on Apr. 28, 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
4.5/5(67 reviews)
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.
PPG Paints Arena
5/5(80 reviews)
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.
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
Private City Kickstart Tour: Tokyo
CA $183
per adult
100% of travellers recommend
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
CA $18
per adult
Love in the City: Pittsburgh’s Enchanting Romantic Walk
CA $316
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.