Pitcairn Vacation Packages

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Your Pitcairn Vacation

An easy way to experience this vibrant city is with a custom-made Pitcairn vacation package. Stay in the neighborhood of Squirrel Hill South, which is great for cycling, golfing and dining or go someplace else — our package deals are all about you. There's plenty to add to your must-do list during your trip to Pitcairn, starting with top sights such as Sri Venkateswara Temple and Monroeville Mall. A couple of quick clicks is all it takes to build a tailor-made Pitcairn vacation on Expedia.

Top Pitcairn Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was CA $1,033, price is now CA $916 per person
CA $916
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Pittsburgh (PIT)
6.6/10 (1,007 reviews)
Room was clean , close to airport . Staff very friendly.

Reviewed on May 21, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was CA $1,250, price is now CA $1,056 per person
CA $1,056
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Pittsburgh (PIT)
8.4/10 Very Good! (1,510 reviews)
The place was great, and we loved Pittsburgh!

Reviewed on May 24, 2026

DoubleTree by Hilton Pittsburgh Airport

DoubleTree by Hilton Pittsburgh Airport

4 out of 5
Price was CA $1,045, price is now CA $982 per person
CA $982
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
Very happy with the ease of checking in and the friendliness of staff. Room was big and very clean!! Overall a wonderful experience!

Reviewed on May 24, 2026

Hilton Garden Inn Pittsburgh Airport

Hilton Garden Inn Pittsburgh Airport

3 out of 5
Price was CA $1,084, price is now CA $1,025 per person
CA $1,025
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Pittsburgh (PIT)
9/10 Wonderful! (1,004 reviews)
Rooms were clean, staff was excellent and pool was awesome. Elevators during our stay broke; we were actually 4 of the individuals stuck in it for 5-7 minutes. Breakfast is minimal, and non complimentary. No complaints otherwise. Close to airport and convenient

Reviewed on May 24, 2026

Holiday Inn Express & Suites Pittsburgh SW - Southpointe by IHG

Holiday Inn Express & Suites Pittsburgh SW - Southpointe by IHG

2.5 out of 5
Price was CA $1,085, price is now CA $1,034 per person
CA $1,034
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,009 reviews)
Rooms were large and clean Breakfast had freshly ground coffee and food selection was wonderful.

Reviewed on May 24, 2026

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Pitcairn Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from Jun 21 to Jun 22
CA $234
CA $266 total
Jun 21 - Jun 22
includes taxes & fees
8.2/10 Very Good! (3,557 reviews)
"It was a very clean hotel."

Reviewed on May 24, 2026

Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $223 per night from May 31 to Jun 1
CA $223
CA $254 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (1,748 reviews)
"My first visit to Pittsburgh was a great experience. We drove in from the Philadelphia suburbs to cheer on the Phillies at the Pirates ballpark and were treated to an exciting come from behind win. The hotel was the perfect home base for our trip-very clean, well maintained, and located right on ..."

Reviewed on May 23, 2026

The Landing Hotel at Rivers Casino
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $261 per night from May 31 to Jun 1
CA $261
CA $298 total
May 31 - Jun 1
includes taxes & fees
Omni William Penn Hotel
See all 1,913 properties in Pitcairn
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.
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All Inclusive Vacations
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Discover the most popular places to visit in Pitcairn

PNC Park

PNC Park

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

PNC Park
University of Pittsburgh in Pittsburgh, PA

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.

University of Pittsburgh
PPG Paints Arena

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.

PPG Paints Arena

What to do in Pitcairn

Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

CA $40
per adult
80% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

CA $67
per adult
Whiskey Rebellion & Prohibition Tour
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

CA $81
per adult
94% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
See all activities in Pitcairn

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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.