Pitcairn Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was CA $1,834, price is now CA $1,364 per person
CA $1,364
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Pittsburgh (PIT)
8.4/10 Very Good! (1,333 reviews)
My room had a mildewy smell, and wasn’t properly cleaned.

Reviewed on Aug. 22, 2025

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was CA $3,182, price is now CA $2,077 per person
CA $2,077
per person
Oct 9 - Oct 13
found 20 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
7.6/10 Good! (16 reviews)
The people at the service desk were fine. Some were helpful and some were not.

Reviewed on Aug. 19, 2025

Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Price was CA $2,234, price is now CA $1,535 per person
CA $1,535
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Regina (YQR) to Pittsburgh (PIT)
8.2/10 Very Good! (1,006 reviews)
Close to UPMC. Property was clean and you can walk to shopping and dining facilities.

Reviewed on Aug. 22, 2025

Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Price was CA $3,668, price is now CA $2,611 per person
CA $2,611
per person
Oct 9 - Oct 13
found 20 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.8/10 Excellent! (1,000 reviews)
Everything was great

Reviewed on Aug. 12, 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was CA $2,092, price is now CA $1,509 per person
CA $1,509
per person
Oct 9 - Oct 13
found 20 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
The property was great the and the sfaff were awesome.

Reviewed on Aug. 17, 2025

Ready to book your vacation to Pitcairn?

 

Choose your dates

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 $210 per night from Aug 31 to Sep 1
CA $210
CA $240 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (2,959 reviews)
"Hotel was ok. Staff was nice. Hotel needs to be modernized though."

Reviewed on Aug. 22, 2025

Wyndham Grand Pittsburgh Downtown
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 $221 per night from Sep 10 to Sep 11
CA $221
CA $252 total
Sep 10 - Sep 11
includes taxes & fees
9/10 Wonderful! (1,602 reviews)
"Beautiful rooms and facilities. Staff are extremely friendly and welcoming."

Reviewed on Aug. 20, 2025

Omni William Penn Hotel
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
453 Boulevard of the Allies, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Aug 31 to Sep 1
CA $163
CA $190 total
Aug 31 - Sep 1
includes taxes & fees
8.2/10 Very Good! (1,336 reviews)

Reviewed on Aug. 21, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,703 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Pitcairn

PNC Park which includes a city

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

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
Acrisure Stadium

Acrisure Stadium

Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.

Acrisure Stadium

What to do in Pitcairn

Pittsburgh, PA: Sandcastle Waterpark Entry Ticket

Pittsburgh, PA: Sandcastle Waterpark Entry Ticket

CA $43
per adult
Pittsburgh, PA: Sandcastle Waterpark Entry Ticket
Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

CA $186
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

CA $76
per adult
Pittsburgh Pirates Baseball Game at PNC Park
See all activities in Pitcairn

Frequently asked questions

How much does a Pitcairn vacation package cost?
You'll find cheap prices from CA $1,364 on Expedia for your Pitcairn escape. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Pitcairn costs.
What are the cheapest months to go to Pitcairn?
You can typically find reduced prices and better availability in January, February and March. Check out our cheap Pitcairn vacation packages and you could get some excellent off-season deals.
How many days is enough for Pitcairn?
Generally, a handful of days is enough to tick off the main attractions during your Pitcairn vacation. However, if you want to have time to unwind or take day tours, think about extending your itinerary.
How to find the best Pitcairn package deals?
Begin your search for a Pitcairn package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Pitcairn package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Pitcairn adventure underway.
Is it cheaper to book a Pitcairn vacation as a package?
You can enjoy significant savings on your next Pitcairn retreat by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to see some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Pitcairn?
If you're planning a spontaneous Pitcairn adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Pitcairn?

  1. Pick your travel dates: What you'd like to do in Pitcairn and your preferred season can help you decide when to go.
  2. Calculate your budget: Ensure you have enough money to cover everything from food and transportation to airfares and activities. Your accommodations will likely be the biggest expense during your trip to Pitcairn.
  3. Decide how many days away: Start by making a list of all the activities and sights you'd like to experience in Pitcairn. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Pitcairn vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.