Pitcairn Vacations from $290

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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.

The Latest Pitcairn vacation packages

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 $418, price is now $290 per person
$290
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.4/10 Very Good! (1,385 reviews)
Room was small and crowded. We were put into two different rooms and neither had a working TV.

Reviewed on Jan 5, 2026

Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Price was $431, price is now $304 per person
$304
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8/10 Very Good! (1,003 reviews)
The room was perfect

Reviewed on Dec 30, 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,316, price is now $963 per person
$963
per person
Mar 26 - Mar 29
found 19 hours ago
Roundtrip flight included
Dallas (DAL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
Extremely helpful front desk staff facilitated early check in, allowing us to rest prior to event

Reviewed on Dec 27, 2025

Hilton Garden Inn Pittsburgh/Southpointe

Hilton Garden Inn Pittsburgh/Southpointe

3 out of 5
Price was $478, price is now $354 per person
$354
per person
Feb 19 - Feb 22
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
9/10 Wonderful! (1,001 reviews)
Clean and updated and very friendly teammates!

Reviewed on Jan 1, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was $532, price is now $397 per person
$397
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
7.6/10 Good! (37 reviews)
Nice rooms, beautiful building, good value, great location.

Reviewed on Jan 4, 2026

Don't see what you're looking for?
See all available trips from Columbus to Pitcairn
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Discover the most popular places to visit in Pitcairn

Oakland featuring a garden

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
PNC Park showing a city

PNC Park

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

PNC Park
Mario Lemieux statue

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 Penguins Ice Hockey Game at PPG Paints Arena

Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena

$97
per adult
Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

$13
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

$59
per adult
94% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
See all activities in Pitcairn

Pitcairn Hotel Deals

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
$159 nightly
The price is $182 total per night from Jan 25 to Jan 26
$182 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (1,898 reviews)
Clean room, bed was very comfortable, breakfast very good, close to rail system, courteous staff, efficient check-in and check-out

Reviewed on Jan 5, 2026

Omni William Penn Hotel
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
$107 nightly
The price is $122 total per night from Feb 3 to Feb 4
$122 total
Feb 3 - Feb 4
Total with taxes and fees
8.2/10 Very Good! (3,328 reviews)
overall great just a little outdated

Reviewed on Jan 6, 2026

Wyndham Grand Pittsburgh Downtown
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
$129 nightly
The price is $147 total per night from Feb 1 to Feb 2
$147 total
Feb 1 - Feb 2
Total with taxes and fees
8.4/10 Very Good! (1,428 reviews)
Great stay

Reviewed on Jan 5, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,730 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.

Find the Best Pitcairn Vacation Packages

Pitcairn Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Pittsburgh Intl. Airport (PIT)
Population
3,200

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Frequently asked questions

How much does a Pitcairn vacation package cost?
You can grab a vacation package to this popular destination from $290 on Expedia. But how much your vacation to Pitcairn costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Pitcairn?
If you'd like to snag a cheap Pitcairn vacation package, consider traveling in November, December and January. You'll typically find better rates on flights and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Pitcairn?
Generally, a handful of days is enough to check out the main attractions during your Pitcairn vacation. But if you want to have more time to chill out or go on day trips, consider extending your trip.
How to find the best Pitcairn package deals?
Start your search for a Pitcairn package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Pitcairn package deal right away, just 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 off to a flying start.
Is it cheaper to book a Pitcairn vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels individually. Better still, you can customize your Pitcairn escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Pitcairn?
Secure amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Pitcairn getaway.
Does Expedia offer Book Now, Pay Later Pitcairn vacation packages?
Jet off on your dream escape to Pitcairn with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait for the next payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.