Upper Hill Vacation Packages
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Top Holiday Package Deals in Upper Hill
Price found within the past 48 hours. Click for updated prices.
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was CA $1,891, price is now CA $1,568 per person
CA $1,568
per person
Dec 18 - Dec 22
found 22 hours ago
Roundtrip flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.6/10 Excellent! (1,697 reviews)
No choices for eating or picking up snack items etc. Walkable distance to Acrisure Stadium but seemed to be quite unsafe as I was approached by several people asking for handouts.
Reviewed on Nov 3, 2026
Hampton Inn & Suites Pittsburgh-Downtown
Downtown Pittsburgh
Price was CA $1,939, price is now CA $1,659 per person
CA $1,659
per person
Dec 18 - Dec 22
found 22 hours ago
Roundtrip flight included
Edmonton (YEG) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,366 reviews)
The property was clean and updated in a great location. The price was great compared to other properties in the area and included free parking and breakfast. The front desk staff was so friendly! We had one small issue with housekeeping and the manager more than made up for it. I’d definitely stay here again
Reviewed on Nov 3, 2026
Where to stay in Upper Hill
Find the best Upper Hill areas and neighborhoods for the activities you enjoy most. Learn more about Upper Hill
Downtown Pittsburgh
2 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.
Upper Hill Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Nov 17 to Nov 18
CA $173
CA $197 total
Nov 17 - Nov 18
includes taxes & fees
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Nov 10 to Nov 11
CA $167
CA $190 total
Nov 10 - Nov 11
includes taxes & fees
9.4/10 Exceptional! (2,520 reviews)
"All of the staff was excellent with a couple minor hickups... one being one of the Breakfast attendants, was not very polite when another couple was trying to make kind morning greetings!!!! The other was the bartender in the hotel wasn't very nice when the drink that was ordered was completely wrong!!! ..."
Reviewed on Nov 3, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Nov 22 to Nov 23
CA $141
CA $161 total
Nov 22 - Nov 23
includes taxes & fees
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.
Things to do
Pittsburgh: Museum of Illusions Entrance Ticket
CA $41
per adult
86% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
CA $83
per adult
94% of travellers recommend
Whiskey Rebellion & Prohibition Tour
CA $69
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.